The Step Family

Literotic asexstories – The Step Family by alexis19901,alexis19901 ‘James, your tea is ready,’ my stepmother called out.

Some might say my living arrangement was strange, but I was just grateful that my stepfamily let me live with them after everything I’d been through. My Mom abandoned me and my Dad when I was a baby, and I never even knew her apart from seeing a photo my Dad had. When I was in my teens, my Dad finally met someone and remarried. That was Jenna, and she was lovely. Jenna already had two daughters, Elizabeth who preferred to go by Lib and Jessica who preferred Jess. The three of us were all a similar age, I was the oldest at 22, then there was Lib who was 21 and Jess was 19. Jenna had Lib when she was young and was 42. My Dad was older than Jenna and had just turned 50 when I got the call that turned my life upside down. My Dad passed away while at work, which left me completely on my own. Thankfully, I got on well Jenna and her daughters and she let me stay with them.

And I don’t say this lightly, the three of them were stunning. All three were blonde bombshells, petite and looked after themselves. Lib worked in education as a teacher, Jess took on sports science and loved being in the gym and Jenna worked in a school doing something about beauty therapy, seen as though she used to be a hairdresser. The only thing I found odd about Jess and Lib was that they were both single. Jess was in and out of the house a lot, she was still studying at university but mostly travelled and only stayed over on the odd occasion, so no one knows what she gets up to while she’s away. Lib had a boyfriend when I first moved it, and it looked serious at one point, but she found out he was cheating on her and she hadn’t dated anyone seriously since.

Me, I worked in a software design company, which yes, made me a complete nerd. But I didn’t look like one, I did enjoy going to the gym but hadn’t developed my six pack just yet. But I was trim, looked after myself and thought I looked okay. The only thing that knocked my confidence was the fact I was still a virgin. I’d been through a lot, and hookups weren’t my thing, and I didn’t feel right getting into a relationship when I was still struggling myself.

No-one in the house knew that, and it wasn’t going to be something I’d broadcast. A couple of times the question would come up around the dinner table, and I’d quickly brush it away and move onto something else.

After being called again to come down for my tea, I headed downstairs where Jenna and Lib were already tucking in. Jess was away for the night for Uni but would be back for the weekend.

‘So, that’ll be Jess done for her second year when she gets home,’ Jenna said, ‘time just flies.’

‘Another academic year comes and goes,’ I responded, ‘feels like they get shorter every time.’

‘I’m going away overnight tomorrow,’ Jenna smiled, ‘Maisie from work offered me a last-minute ticket to a gig.’

‘I’m heading out with friends tomorrow,’ Lib joined the conversation.

‘Party time,’ I laughed rubbing my hands together. ‘House to myself.’

‘No parties,’ Jenna gave me a scornful look.

‘I was only kidding; I’ll be in bed by 10 when the football has finished. I’m too old to party these days,’ I laughed.

‘Good,’ Jenna said, ‘keep it that way.’

‘To old?’ Lib laughed, ‘You’re only a year older than me.’

‘Just you wait,’ I told her, ‘it’s all downhill from 21. Takes me days to recover from gym.’

‘Yeah right,’ Lib rolled her eyes.

‘What’s everyone’s thoughts on a holiday to Greece this summer?’ Jenna said, stepping in and stopping our debate about age.

‘Yes please,’ Lib said quickly.

‘James?’ Jenna looked at me.

‘Yeah?’ I asked, waiting to be asked to look after the house or something.

‘You up for it? Your part of this family too you know!’ Jenna reached across and slapped my hand.

‘Sounds amazing,’ I said, a big smile breaking out across my face, ‘thank you.’

‘Brill, I know Jess will be up for it, so I’ll get some prices and get something booked,’ Jenna collected our plates and headed into the kitchen.

The next day I got home from work, and put my feet up to watch some TV. I knew Jenna had left to go to her gig and Lib must’ve been upstairs as the shower was running. I got comfortable as the pre match build up to the football began. I heard footsteps moving around upstairs as Lib jumped out the shower and was getting ready to go out. Then quickly Lib ran down the stairs, and the way our living room was set up, you couldn’t get to the kitchen without passing by directly where I was sitting. The living room door burst open, Lib ran through clutching a hand across her chest, naked apart from a thong.

‘What the fuck Lib?’ I exclaimed. You might think this was a regular thing. But Lib was usually very conservative. I’d never even found a pair of panties that she’d left lying around. So, watching your stepsister run through the living room in nothing but a white lace thong was a new experience for me.

‘Sorry,’ Lib said. ‘My dress is in the kitchen, Mom ironed it for me this morning before she left.’

Lib disappeared into the kitchen for a short time before coming back through the living room, this time she had the dress in her hands clutched towards her body and wasn’t covering her tits. As she walked past quickly there was no hiding the view of her tits, I got a full view from the side of one of them. And yes, I did look. They were cute, perky and I would say a C cup. ‘LIB!’ I shouted again.

‘Fuck, sorry,’ she looked embarrassed when she realised, I could see her tits. And then, she quickly scampered upstairs and out of site. She was gone again for about thirty minutes before coming back downstairs, thankfully this time she had the dress on apart from it wasn’t zipped at the back. ‘Could you zip me up please?’ She asked and quickly turned her back to me.

I grumbled as I had to get up from the sofa, Lib was a good four or five inches smaller than I was. I grabbed the dress and started to zip it up. As I held the dress for the bottom to keep it steady, I had a view of her thong once again inside the dress. I felt my cock stir, and quickly sat back down once it was zipped up. ‘Do you think you could drop me off before the football?’ She asked with a pleading look.

‘Come on,’ I said, giving in to the puppy dog eyes she was giving me.

‘How do I look?’ She said when I picked up my keys, and she gave me a twirl.

She did look good, there was no denying that. Her long blonde hair had been curled, her make-up was done to perfection and the dress hugged her curves in all the right places. Lib had a great body; it was in the family. The perky tits with a great ass. I wolf whistled as she spun around, ‘you look great,’ I told her. ‘You ready to go?’

‘Let’s go,’ she said before heading for the door and I found myself following her ass as she walked in front of me to the car.

‘I’m sorry about earlier,’ Lib said as we were driving to her friend’s house.

‘Don’t worry about, I didn’t see anything,’ I said, keeping my eyes on the road.

She laughed, ‘well, it’s not like I’m your real sister is it, so even if you saw anything, that makes it less weird, doesn’t it?’

I laughed awkwardly, ‘I guess so,’ and after that, it was silent apart from Lib pointing me in the right direction until we finally pulled up outside her friend’s house.

‘Thank you,’ she said, leaning across and giving me a hug of sorts. ‘Don’t wait up,’ she smiled and got out of the car.

‘Text me if you need a lift home,’ I called after her before driving home after she turned and gave me the thumbs up.

As soon as I got home, I watched the match before jumping in the shower at half time. During the second half, I had my tea and a couple of drinks before I started to feel sleepy at about 10.30pm. I tried to keep myself awake, but as soon as Lib text me to say she had a way to get home, I couldn’t stay up any longer and I crashed into bed by 11pm. I was woken up a few hours later and when I checked my phone it was just after 1am. I heard the front door close and realised it must’ve been Lib coming back home, so when it all went quiet after that, I turned back over and went to sleep again. But I was awake again at 3am, this time I needed to pee, and I thought it was best I check the front door was locked just in case Lib was too drunk to check.

My bedroom was at the end of the long landing we had in our house. I was the furthest away from the stairs. Then you had Lib’s room next to mine, then Jess’ and Jenna’s on the end next to the bathroom. As I walked along the landing, all the bedroom doors were open still, which wasn’t much of a surprise, I figured Lib may have just crashed when she got in. I quickly put my boxers on and headed down to the bathroom. As I passed Lib’s room I looked to close her door for her, but her bed was untouched. ‘Surely she can’t be that drunk that she’s crashed downstairs?’ I thought to myself. Once I’d used the bathroom, I started to head downstairs and figured I’d check on Lib too, just to make sure that she was okay.

As I got halfway down the stairs, I started to hear muffled noises coming from the living room. I’d just woken up, so initially I just assumed that Lib had brought a friend back and for some reason they were having a sleepover downstairs rather than using one of the many free beds upstairs. When I got closer to the bottom, I stopped dead in my tracks. I managed to creep down the stairs as quietly as I could just in case they were sleeping, but as I got closer to the living room, the noises I was hearing started to sound more like moans.

I froze when I reached the bottom of the stairs. I didn’t know what to do, the sounds were more obvious now. A quiet moan and the sound of skin-on-skin contact confirmed they were having sex. It had to be Lib, Jess wasn’t home yet, at least I didn’t think she was, and Jenna was obviously away for the night. The devil on my shoulder and in my underwear was telling me I needed to see this. I was hard, an obvious tent now showing in my boxers. My eight-inch cock was just aching for release. The living room was slightly open, with a dim light coming through. I stepped off the bottom stair, breathing heavily, nervous, and quickly stepped past the open door and stood with my back against the wall near the front door, out of view from anyone in the living room.

I was scared to look, what if whoever was in there was facing door, listening out in case someone comes in? I edged slowly towards the door and turned quickly before pulling my head away. I saw two people, one bouncing up and down on the other. It was Lib; the ass wasn’t peachy enough to be Jess. She worked hard in the gym and had the perfect bubble butt. It didn’t look like either of them could see me, they were on the chair in the far corner of the room with the floor lamp turned on, providing some mood lighting. I put my head in the doorway again, this time I stayed there. I could tell just how much Lib was trying to keep herself quiet.

‘Oh, fuck me,’ she moaned quietly and threw her head back to stare at the ceiling.

I was getting more and more turned-on watching Lib as she bounced up and down effortlessly on this random man’s cock. When she threw her head back, I panicked but thankfully she didn’t go that far back.

‘I’m gonna cum, oh god yes, make me cum,’ she whispered before clasping her hand over her own mouth. I could hear the muffled moans as her orgasm hit her. The guy then tried to move, so I moved away from the door before he got up. I could hear them shuffling around before a moan escaped Lib’s lips, so I now assumed he was fucking her once again.

Tentatively, I made my move again, had a sneak peek around the corner to see they’d change position. He was now fucking Lib missionary, with her on the chair and him crouching down with his cock buried deep inside her. I was in luck, they still couldn’t see me, so I stood quietly, locked in position with my hand now inside my own boxers, stroking my own cock slowly.

No amount of edging was going to do me any favours, I was extremely turned on and it was only a matter of time before I filled my underwear with cum. I stopped stroking my cock and traced my finger around the head of my cock, collecting pre cum before gently playing with my balls. It felt so taboo even though she wasn’t my sister, and here I was, a loser virgin who was about to cum to his stepsister getting fucked.

Lib wrapped her legs around his waist, pulling him into her, she had her arms outstretched, gripping onto the sides of the chair. I couldn’t see how she was keeping herself quiet, but every now and then, a little moan would escape her lips quickly followed by the guy telling her to be quiet.

‘Keep fucking me there,’ she told him. ‘You’ll make me cum again.’ And he did make her cum again. I watched her toes curl, her legs shake and listened for a quiet moan of pleasure. But now I was the one hiding my moans, I bit down on my lip as my cock started spewing cum into my boxers. My plan to edge myself had gone wrong, I’d pushed myself past the point of no return and just stood there as I felt my pants getting damper and damper.

‘Get on your hands and knees,’ I heard the deep voice of the man for the first time.

Now I was stuck, I pulled away into my hiding place again, still feeling cum leaking from my cock. I heard footsteps on the floor before they stopped and started fucking again. This time they were closer to the door. Lib must’ve got down on the rug in the middle of the room whilst he was now fucking her from behind. The quiet moaning soon started up and again but this time it was accompanied by the grunts of the man. I didn’t know what to do, how could I get past the door without them seeing me? I crept slower than ever back towards the open door, and peeked round the corner for less than a second. He was fucking Lib hard and fast, but his view of me would be obscured by the door. Lib however was in perfect position, she was facing the window, the guy had a handful of hair and was pulling her head back. If she looked to her left at the right moment, I’d be spotted.

I had to gamble, I took one giant step past the open door, hoping Lib wouldn’t see a shadow or anything out the corner of her eye. I made it to the bottom of the stairs. I didn’t look back, I started to quietly climb the stairs.

‘I’m about to cum,’ I heard the guy quietly say as I made my way upstairs.

‘Yeah baby, cum all over my face,’ was Lib’s response. My cock twitched again, that sentence draining the last bit of cum from my balls. As soon as I quietly got back into my room, I ditched my cum soaked boxers and chucked them into the corner of the room. I put some fresh ones on and climbed back into bed.

There was no chance I was going to fall back asleep. I was just replaying what I’d seen in the last hour or so, the images fresh in my mind and that’s where I wanted to keep them. About half an hour later, I heard the front door quietly open, then close. Lib then quietly made her way upstairs to her room before closing her bedroom door. The next morning, I was awake first and headed down for breakfast. A while after I made it downstairs, I heard the slow footsteps of Lib making her way down. She walked through into the kitchen wearing an oversized t-shirt, hair extremely tidy and she looked fresh.

‘Rough night?’ I asked her as she made herself a drink.

‘Nope,’ she said with a big smile. ‘I was completely sober when I got home and fresh as a daisy this morning.’

‘I’m shocked,’ I laughed.

‘What about you?’ She asked. ‘You get up too much last night?’

‘Watched the match, and headed for bed as soon as you said you had a lift home,’ I told her, taking another spoonful of my cereal.

Lib quickly downed a glass of orange, ‘I’m going to have a shower and get dressed, Jess should be home soon. And then Mam is back later this afternoon.’ Lib ran off upstairs and left me in the kitchen.

Before Lib could finish getting ready, Jess returned home. I was still in the kitchen when she came bundling in with her overnight bag. She was dressed casually, long blonde hair tied up in a ponytail, a crop top, and a pair of cycling shorts. She gave me a hug when she saw me. I would say I was closer to Jess because she was sportier. We’d often hit the gym together or go for a run when she was home. Then she too disappeared upstairs to her room to sort out laundry and whatever else she does when she comes home.

Once the bathroom was free, I made sure to get myself in the bathroom so I could shower and get ready for the day. I spent longer than usual in the shower, teasing myself while thinking about Lib getting fucked. I’d never thought about any of them in that way before, but now I looked at Lib and thought she was a good fuck, I looked at Jess and saw her incredible body and ass. I had no idea what my first thoughts would be when Jenna got home later. I stayed in my room for a couple of hours after I got ready before heading back downstairs in time for some lunch.

Jess and Lib were whispering when I walked in, and quickly stopped when they seen me. That put me on edge, but I just continued as normal, and started making myself a sandwich.

‘James,’ Lib started, ‘can we ask you a personal question?’

‘Define personal?’ I said, turning to face them both and smiling.

‘Are you a virgin?’ Lib blurted out.

If I was eating the sandwich I was currently making, it would’ve been spat out all over the kitchen counter. Luckily, I wasn’t eating it, but I still had my back to them both which was now hiding the obvious redness which was flushing my cheeks.

‘No, why?’ I stuttered out.

‘We were just thinking that we’ve never actually seen you with a girl…’ Jess quickly joined the conversation.

‘Or a boy,’ Lib quickly added.

‘I’m not gay… or bisexual for that matter,’ I said quickly, shutting that rumour down before it got any legs.

‘So, you’re not a virgin?’ Jess asked again.

‘No,’ I stubbornly replied.

‘Can you say that while looking at us?’ Jess laughed, ‘just so we can be sure.’

I turned to face them, ‘no,’ I said again, but my face was redder than tomato sauce right now. And as soon as Jess and Lib looked at each other and smiled, I knew the game was up.

‘You know it’s okay to be a virgin,’ Lib said. ‘I actually really respect it, rather than just sleeping around.’

‘Yeah,’ Jess said. ‘I think it’s cute.’ I’m not sure calling it cute made me feel any better about it. Jess made her excuses and headed upstairs to get ready to meet some friends. It looked like I didn’t even need to confirm to them that I was a virgin. They already knew.

After Jess left, I went and sat with Lib while I ate my dinner, ‘so what about you?’ I asked her.

‘What about me?’ She looked puzzled.

‘Are you a virgin?’ As soon as I asked the question, she looked at me with a raised eyebrow.

‘Seriously?’ She smiled.

‘What?’ I asked, playing ignorant.

‘So, we’re going to pretend last night didn’t happen?’ She said with a sly smile.

‘What happened?’ I said, still trying to avoid the obvious.

‘It may have been dark, but I still saw someone watching last night, plus you left evidence,’ she replied.

‘I’m sorry,’ I quickly said. ‘Wait, what?’

‘You left a trail,’ she laughed. ‘As my new friend was leaving, there was a drop of something on the floor and I thought it was from me, but it wasn’t.’ She winked, ‘and then I borrowed your phone charger this morning and last night’s underwear was still in your room. Need I say anymore?’

‘I’m sorry,’ I said again. ‘I don’t know what I was thinking. The moment got away from me.’

‘Don’t worry about it,’ she stood up and headed out of the kitchen before popping her head back in, ‘just ask if you want to watch next time.’ She winked once more and then headed upstairs.

A few weeks had passed since my conversation with Jess and more importantly Lib. As far as I was aware she hadn’t mentioned what happened that night to Jess, but the way Lib was acting around me was different. She was a lot more open, and I sometimes got the feeling that she flirting with me. I was no expert in the art of flirting, but the way our conversations were going now, had an interesting edge to them. The bad news for me, I was still no closer to losing my virginity. I did try my best to listen into anything the girls were getting up to, but neither of them brought anyone home and I was yet to catch anybody else in the act. The good news, Jenna had booked us the holiday. We’d be heading to Greece in a week, we’d all be staying in some villa with its own private pool. I was ready for a break away in the sun.

‘We going for a run then,’ Jess said one day when I was sat watching TV. ‘We need to get you holiday ready.’

‘You cheeky bastard,’ I laughed. ‘I’m already holiday ready.’

‘Well, a quick 5km won’t hurt you then will it,’ she quipped. ‘Come on, choppy chop.’

‘Fine, give me ten minutes to get ready,’ I said, trudging off upstairs to get ready for a run in some extremely hot weather. Well, hot weather for the UK.

I came back down shortly after and was dressed in my running shorts, t-shirt and was just putting my shoes on when Jess came bouncing into the front room ready to go. She was wearing a sports bra and a pair of cycling shorts which hugged her bubble butt to perfection. ‘You ready?’ I nodded to say I was, and we headed outside where we started stretching. I did my best to avoid staring at her whether it was looking down towards her chest or at her ass when she started bending over in front of me. We managed to set off on the run without any major incident, although I had to deal with a semi boner until we got going and finally my cock stopped trying to control my brain. Just as we were coming towards the end of the 5km, I felt a small twinge in my groin or thigh. I didn’t say anything and kept ploughing on, until eventually Jess was running out in front of me, which to be honest, I didn’t really mind. Her ass had some serious jiggle.

‘God, what happened to you slow coach?’ She teased me when I made it back to the house shortly after her.

‘Haha, very funny,’ I said. ‘I’m carrying an injury if you must know. Now I’m gonna go shower and hope some cold water helps make it feel better.’

I left Jess in the living room and showered. My leg wasn’t feeling much better and was starting to feel a bit stiff by the time I got out of the shower. I threw a pair of shorts on, forgoing my underwear, sometimes I liked to free ball and climbed onto my bed and just laid there, hoping it wasn’t going to get much worse. ‘How’s the leg?’ Jess popped her head into my room before she went in the shower.

‘Not good, stiffening up, it’s either cramp, a pulled groin or I’m just completely fucked,’ I laughed.

‘Maybe I could take a look?’ Jess offered.

‘Are you a qualified physio now?’ I teased her.

‘No, but we’ve just finished a unit on sports massage at Uni, so maybe I can help,’ she shrugged her shoulders.

‘I dunno,’ I said, unsure of what to do. The pain was in a couple of areas, and some of them were more sensitive than others.

‘I’m not going to take no for an answer,’ she told me. ‘I’m going to quickly shower; can you hobble to my room in the meantime?’

‘I guess so, but why do I have to move?’ I asked, confused.

‘Cause it’s funny,’ she said before spinning on her heels and heading into the bathroom. I heard the shower start and so after a couple more minutes of building myself up, I climbed out of bed and limped towards Jess’ room.

Walking into Jess’ room felt strange, I’d never actually been in it, I wasn’t the type to snoop or anything like that. She was a little messy, clothes were here there and everywhere. Part of me was a clean freak so I really wanted to tidy up. Her dressing table was covered in make-up, which was testing my cleanliness trigger. At least one thing that was nice and tidy was her bed. The light pink bed sheets were pulled back, so I climbed onto the bed and laid down. A few times before the shower stopped, I contemplated just going back to my room and refusing the help, and finally when I’d made my decision to, I heard the bathroom door open, so I stayed put.

‘Jess, you really don’t have to do this, I’m sure I’ll be fine tomorrow,’ I called out as she walked back towards her room.

‘Like I said earlier, I’m not taking no for an answer. Let me help!’ Her voice got louder as she approached her bedroom door.

‘Holy shit Jess,’ I shouted as she walked into the bedroom. My eyes nearly popped out my head. She walked in wearing nothing more than a pair of white lace cheeky panties with a crop top and no bra underneath. Her nipples were almost tearing a hole in the shirt, and my eyes didn’t know where to look.

‘What?’ She said, arms outstretched. ‘It’s warm, and this is what I normally wear when I have a shower.’

‘Yeah, but…’ I stuttered. ‘I didn’t think you’d dress like that knowing I was in your room.’

‘Is it going to be a problem?’ She asked smiling.

‘I guess not,’ I said.

‘Well shut up then and let me help you,’ she said cutting me off before I could say anything else.

She turned and closed her bedroom door, and my eyes were fixed on her ass as it jiggled and bounced when she turned. Now in my head I was doing all sorts of mathematical equations, trying to avoid thinking about her. The last thing I needed now was an erection in these shorts with no underwear on. I laid my head back on the pillow and tried not to watch her as she climbed onto the bed beside me.

‘I’m going to start around your knee, then move up to your thigh and then into your groin area,’ she said. ‘Are you okay with that?’

‘You’re the expert… apparently,’ I said laughing.

‘Very funny,’ she slapped my thigh which hurt, and that was her revenge.

She started massaging slowly around my knee, and asked how the pressure was. And to be honest, it was perfect. Her hands were soft, and it felt good. She lifted my leg up, so it was bent at an angle and massaged underneath my knee before placing it gently back down onto the bed. Jess moved her hands up slightly higher and started to really push her thumbs into my thigh, she worked her way all the way to the top of my leg with her thumbs before going back to just above my knee and starting a gentler massage. She worked her way up and down my thigh, and I just tried not to overthink. The massage was good, whatever they were teaching her at Uni was working. I was relaxed and that’s when my cock was going to be at its most dangerous. If she worked her way towards my groin, then I could be in trouble. I was just starting to drift off, my eyes closed when Jess went higher up my leg. One hand massaged its way up towards my hip whilst the other went up the inside of my groin. Thankfully with my leg stretched out a little bit, my cock and balls were nowhere near my groin, so she didn’t make any contact with them. Jess did this a few more times, and obviously the massage didn’t feel as good through my shorts. I just wasn’t sure if Jess was brave enough to go inside the shorts.

‘These are in the way,’ she said, answering my thoughts. ‘Can I take them off?’

‘What?’ I said, trying to buy myself some time. My cock started to stir.

‘Can I take the shorts off?’ She said again, ‘they’re in the way of me getting to the top of your leg.’

‘I dunno,’ I said nervously.

‘Oh, come on, I’m in my underwear,’ she said and started reaching for the waistband of my shorts.

‘Jess, wait,’ but before my protests could be heard, and before I had chance to stop her, she already had her fingers into my waistband and was pulling my shorts down. My cock growing by the second was almost doubling in size. Yes, I’m a grower, my soft cock which was usually three or four inches was now doubling to my eight-inch erect cock.

‘Holy shit,’ Jess muttered when she saw my stiffening cock. ‘And there’s you complaining about my outfit. Jeez, who knew you were packing?’

I tried to cover myself, but Jess moved my hands away. ‘Jess, please?’ I pleaded for her to pull my shorts back up.

‘It’s fine,’ she said, pulling them lower until she pulled them off and threw them off the bed. ‘Just lay back, close your eyes and let me finish what I started.’

I quickly realised there was no point in fighting with her, and did I want to fight with her. My cock, now as hard as a rock just laid there as Jess continued massaging me as if nothing had changed. Now though, she had free access to my groin and that’s where she focused her attention. I was no longer relaxed, it felt completely strange. I kept my eyes closed, willing my erection to go away but there was little chance of that. I opened my eyes briefly and looked up at Jess, and I caught her staring at my cock and when she saw me looking, she quickly looked away.

‘I thought I told you to close your eyes,’ she said sternly.

‘Sorry,’ I said, not entirely sure why I was apologising.

I closed my eyes again and tried to focus on the massage. Jess was making very difficult though, she was spending more and more time focusing on my groin which was driving me crazy. This time she let her hand brush past my balls, and a small moan escaped my lips. Then Jess crossed a boundary, and I didn’t know how to react or what to do. I felt her hand get closer to my cock before she took hold of it in her hand. I opened my eyes, but she was already moving and was now sat on top of me. Her ass on my thighs, while she held my cock in her hand. It was the first time a woman had held my cock, and that alone almost made me cum.

‘Have you ever had a blowjob?’ She asked as she gently stroked my cock.

‘Oh, fuck, no,’ I moaned as a new wave of pleasure ripped through my body.

‘Would you like one?’ She asked all innocently, sitting on top of me in just a thong and a top.

‘Jess we can’t,’ I said weakly. I think we both knew I couldn’t resist what she wanted to do.

‘Why not? We’re not really brother and sister?’ She said, and that statement was becoming a common theme in this house.

‘Jess, we shouldn’t,’ I tried again to refuse.

‘Let me do this for you,’ she smiled. ‘Let me help you out. I can see you’re already dying to cum.’

‘Jess…’ I tried again before she cut me off.

‘Did you know I was a virgin when I went to Uni?’ I shook my head to say no. ‘Yeah, hadn’t done anything, then I realised I was very good at giving head. And guys just love my ass, do you like my ass?’

‘Yes,’ I moaned as she rolled her fingers around the head of my cock.

‘I thought so,’ she teased. ‘I could see you checking me out when I first came into the room. I think I could make you cum rather quickly, couldn’t I?’

‘Yes,’ I moaned again.

‘Do you want me to make you cum?’ She asked me directly.

‘Yes,’ I moaned weakly, giving in to what she wanted. I mean, who was I to deny a beautiful woman who wanted to suck my cock.

‘I’m so glad you’re seeing it my way,’ she said cheekily. ‘Now, let me get in position, then you can just enjoy everything I’m about to do to you.’ She shuffled around and, in the end, she settled with her ass on my chest, facing towards my cock. ‘Is this, okay? Feel free to have a feel if you see something you like.’ She leaned forward to be able to suck my cock and now her ass and pussy was in my face.

‘Holy fuck,’ I said, staring directly at my stepsisters pussy and seeing a damp spot on her thong. I grabbed a hold of either cheek with my hand, feeling how soft her skin was and how firm her ass was.

‘Ooooooo,’ she laughed. ‘That was quicker than I thought.’

‘Should I tell you when I’m going to cum?’ I asked nervously, not sure of what to do.

‘It doesn’t matter,’ she said quickly. ‘I’m going to swallow it anyway, there’s less cleanup that way.’

‘Shit,’ I moaned when she said that, and then I moaned again when she leaned forward and took the head of my cock into her mouth.

‘You are aware that your cock is fucking huge, aren’t you?’ She said before taking my cock back into her mouth.

I had no words to respond to that other than moan as her mouth worked its way further down my cock. Jess took her time with me, she teased me, sometimes only stroking my cock and then licking around the head. I was already being driven to the edge of exploding. And Jess knew whether it was my breathing or just how good she was at giving head, but she just knew. And that’s when she’d slow down to tease me again. The warm sensation of her mouth wrapped around my cock was incredible. I was finally learning what I’d been missing out on all this time.

The inner thoughts in my head were starting to take control, I slapped Jess on the ass before rubbing one finger down the outside of her thong causing her to say, ‘naughty big bro,’ and laughing before focusing on my cock again. I took that as a sign to continue, so I continued. Feeling the dampness spreading on her thong as I pressed a finger into her pussy. She moaned around my cock, and I was getting closer to cumming.

‘Fuck Jess, I’m gonna cum soon,’ I warned her.

A muffled confirmation told me she already knew what was coming. I didn’t want it to end, I wanted to continue playing with Jess’ pussy. But now she was working my cock faster, her blonde hair was bobbing up and down at a rapid pace and it was about to bring a premature end to our activities.

‘I’m cumming, fuck Jess, please don’t stop,’ I moaned. Jess deepthroated my cock, then swirled her tongue around it as she brought it back out of her mouth, by the time she reached the tip, I started to cum. Cum shot out of my cock and Jess took it all, she kept sucking, slowing down and milked my cock of everything I had. I squirmed underneath her, but she was strong for her size, and I couldn’t move until it became too sensitive, and she stopped.

‘I’m home guys,’ Jenna announced as she opened the front door. Jess almost jumped out of her skin, and climbed off my body. I quickly scrambled myself together before making a quick exit and heading back to my room. I looked back as I was leaving and saw Jess smiling, scooping some cum from the corner of her mouth and eating it. Sweet Jesus Christ, what had I gotten myself into?

Later in the evening, I showered and quickly headed back into my room. I tried to avoid contact with anyone for the rest of the day. I didn’t know what to think or how to feel. Well, I knew how I felt, and it was good. I spent the evening convincing myself that it wasn’t wrong but that did nothing to hide the taboo feeling I had. As people started going to bed, I ventured downstairs and ate some cereal before going back to bed. I closed my door behind me and left the bedside lamp on so I could read my book before going to sleep. Just after midnight I heard footsteps. Initially I thought it was someone going to use the bathroom, but the footsteps sounded like they were getting closer. There was a light knock on my door before it opened, and Jess popped her head round.

‘Can I come in?’ She whispered.

‘Sure,’ I said, butterflies immediately in my stomach.

The door opened fully and Jess crept in. My cock twitched straight away; she was wearing some sort of satin pyjamas. A black strappy top and the shorts to go with it. As she closed the door, the shorts barely covered half of her ass cheeks which jiggled again. I was in trouble, and I knew it.

‘What’s up?’ I asked when she walked over and sat on the edge of my bed.

‘I just wanted to make you’re okay,’ she whispered again.

‘I’m good,’ I kept it short.

‘I hope this doesn’t change anything between us,’ she said, as a hand reached out and rested on my knee.

‘It won’t,’ I reassured her.

‘Good,’ she smiled. ‘Did you enjoy it?’

‘I think the answer is pretty obvious, don’t you?’ I smiled back at her.

‘You know you have the biggest cock I’ve seen,’ she said with a cheeky grin. ‘And I’ve seen enough.’

Her hand started to work its way up towards my groin, ‘Jess, we shouldn’t,’ I started to say but it didn’t deter her as she kept going. ‘Jess,’ I tried again but now her hand was already on my cock and my protests turned to a soft moan.

‘Don’t you want to explore further?’ She asked me.

‘Jess,’ I said again, and she squeezed my cock again, ‘yes,’ I moaned.

‘Have you ever seen a pussy before?’ She said with her hand still wrapped around my cock.

‘No,’ I shook my head.

‘Would you like to?’ She teased, ‘would you like to lose your virginity tonight?’

‘Yes please,’ I whimpered.

‘I thought so,’ she said. ‘Now let me start with your cock, and we’ll take it from there.’

And Jess wated no time at all. In an instant, my shorts were pulled down and thrown away, leaving my hard cock right in front of her face. She quickly took me into her mouth and swallowed my cock in one motion, ‘oh fuck,’ I moaned.

She quickly released my cock from her mouth, ‘you’re going to have to be quiet,’ she told me. ‘And when you feel like you’re going to cum, tell me so I can stop.’

I nodded to tell her I understood and waited as she teased my cock with her tongue. She started at the base of my shaft, then teased both of my balls before she licked from the base to the tip of my cock. It was difficult not to make any noise and I had to bite down on my lip to stop myself. Jess continued working my cock to perfection, mixing it up. When I felt the warmth of her mouth wrapped around the head of my cock, it was enough to almost send me over the edge, but just when I thought I’d need to tell her to stop, she’d change it up and then focus on my balls while playing with my shaft.

‘Jesus Jess,’ I moaned quietly, ‘that feels so good.’

She just looked up at me and smiled. It was an image I’d never forget, a beautiful woman smiling up at me with my cock next to her face. But it didn’t last long and soon her mouth was wrapped around my cock again. She could easily take all my length and she would only gag after deepthroating me for a while. I ran my fingers through her hair, and for some reason she took that as encouragement to go faster.

‘Shit Jess, too much, too much,’ I moaned, and she quickly let my cock fall from her mouth. I was breathing heavily, on the brink of cumming but thankfully Jess stopped just in time.

‘Would you like to undress me?’ She looked at me with a smile I just couldn’t resist.

She stood at the side of the bed and offered me her hand, and I climbed up until I was standing in front of her. Standing next to each other, the top of Jess’ head reached round about my chin. She pulled me in close, and my cock got stuck in between us, a damp spot appearing on her satin pyjamas from all the saliva on my cock. I looked down at her, and we kissed. Our lips met, and everything else around me seemed to disappear. Her tongue worked its way into my mouth as she wrapped her arms around my neck, and I put my around her waist before eventually settling on her ass.

I ran my hands up her body, grabbing the bottom of the top she was wearing and taking it with me. She released her hands from my neck and held them in the air as I removed her top. She had the cutest little tits. They weren’t massive but they were perfect for her body size and type. She had one nipple pierced and that was wear I focused my attention first when we stopped kissing. I ran my tongue over the metal, and she threw her head back, she wanted to moan but knew she couldn’t make too much noise. She placed her hand onto my head as I turned my attention to her other nipple. The she started to push on the top of my head, telling me she wanted me on my knees. As I lowered myself to the floor, I kissed my way down her flat tummy before reaching the top of her shorts.

I hooked my fingers into the shorts and started shuffling them down her body, underneath she was wearing a black lace thong. ‘Is this what you always wear for bed?’ I teased her.

‘No,’ she went a little bid red in the cheeks. ‘I wanted to wear something special for you.’

‘I love it,’ I told her. ‘But I’d love it even more if you bend over the bed so I can get a really good view of your ass.’

She stepped out of the shorts and granted my request. She slowly started to bend over as I turned myself to face the bed, still on my knees for the perfect view. She rested on her arms, and I stared in awe at her beauty. The string of her thong was barely visible between her perfect cheeks. I gave them a little slap and then kissed her ass. I ran my finger up and down the crack of her ass, down to her pussy, which made her groan before stopping. ‘May I?’ I asked.

‘Of course,’ she said, looking over her shoulder at me.

I reached for the string of her thong and pulled it to the side, revealing a sopping wet and what looked to be a hairless pussy. The first one I had seen that wasn’t in a porn film. But I’d watched plenty of porn to have an idea of what to do when pleasuring a woman. I spread her cheeks and leaned in and kissed her pussy first, before starting to use my tongue. It got some quick high-pitched yelps of pleasure which told me I was on the right tracks. I tried to position myself better, so I moved and sat with my back against the side of the bed, so Jess was now effectively sitting on my face. I put my hands on her ass and dived back in headfirst to her pussy. The taste of her pussy was something else. I could feel her juices coating my chin, my own cock was harder than it’d ever been.

‘I’m going to cum,’ she said so quietly that I barely heard her. ‘I’m cumming,’ she started to grind her pussy against my tongue and face as she came. Her juices flowed even quicker, her legs started to buckle and shake until they gave way, and she ended up sat on my lap. She only just to say avoided landing on my cock.

‘Was that, okay?’ I asked looking for reassurance.

‘Okay?’ She giggled, ‘where the fuck did you learn that?’

I couldn’t stop smiling. The fact I’d made her cum was enough for me, I could go to sleep a happy man even if nothing else happened, but I knew that wasn’t what Jess had planned. As she sat on top of me slowly recovering, she started to play with my cock again. She slowly teased me while looking at it, before she dropped a huge bit of saliva on it to get it nice and wet.

‘Are you ready to lose your virginity?’ She asked. ‘It doesn’t matter how long it lasts; I just want you to fuck me.’

‘Yes,’ I gulped. ‘Do you have a condom?’

She looked at me funny, ‘a condom? I don’t really want to use one unless you really want to?’

‘What if I don’t pull out in time?’ I said nervously. The last thing I needed was a pregnant stepsister.

‘I’m on contraceptive… I want you to cum inside me,’ she said before kissing me. ‘I don’t waste cum, it either goes in my pussy or my mouth.’ She giggled when she felt my cock twitch in her hand, ‘you ready?’

I nodded to say yes, and Jess adjusted her position slightly, so she was able to position her pussy over my cock. She held my cock and rubbed it against her pussy before pushing it towards her opening. If I thought her mouth was warm, her pussy was another level. The head of my cock slowly slipped into her tight pussy and Jess continued to lower herself down onto me until all my cock was inside her.

‘Congratulations, you’re no longer a virgin,’ she leaned in and kissed me. ‘And you’re officially the biggest cock to fuck me so far.’

She slowly started to bounce up and down. The full length of my cock went in and out of her pussy repeatedly. It felt like the pressure and pleasure levels were increased dramatically because of how slow she was going. She leaned down and kissed me, and I played with her tits. Her hand disappeared between her legs, and I could see her furiously playing with her clit. Her spare hand was clasped around her mouth as she started to moan a little too loudly and I looked towards my bedroom door, hoping that just by looking at it, I’d be able to hear better. But so far, I heard no sounds of movement outside of my room.

‘I’m going to cum on your massive cock,’ she removed her hand from her mouth to say. ‘Do you want me to cum all over your cock?’ I nodded to say yes, but that wasn’t enough, ‘tell me that you want your little sister to cum all over your cock.’

New kink unlocked, just hearing her call herself that while she was riding my cock was nearly enough to make me cum, ‘I want my slutty little sister to cum all over my cock,’ I pulled her head towards me and whispered in her ear.

‘I’m cumming,’ she moaned at me and started biting on my ear to stop herself getting too loud. Her pussy started to tighten around my cock and thankfully she was no longer bouncing up and down, because if she was, she’d have a pussy full of cum.

‘Holy shit,’ I said as Jess’ pussy continued to contract around my cock. ‘I won’t last much longer.’

‘Fuck me on the bed then,’ she said as she tentatively got onto her feet. ‘I want to watch your face when you cum inside someone for the first time.’

By the time I stood up, Jess had discarded her thong down the side of my bedside table and was laid on her back, holding her legs open as I positioned myself in front of her pussy and started to fuck her again. ‘Don’t hold back,’ she told me. ‘Just cum when you want.’ I started off fucking her slowly, feeling every bit of pleasure as my cock was trapped inside her pussy. But even at this pace I could already feel my own orgasm building. I was annoyed and frustrated with myself again because I wanted this feeling to last all night. I took hold of her legs and put her ankles on my shoulders and started to pound her. I was no longer aware of how much noise I was making but it was going to make me cum.

‘I’m going to cum inside your tight little pussy,’ I grunted. ‘Are you’re ready?’

‘Yes,’ she moaned. ‘Fill me with cum big bro.’

Calling me big bro tipped me over the edge, ‘I’m cumming,’ I said as loudly as I could without waking everyone up. Cum started to fire out of my cock, and considering I’d already cum once today, it hadn’t reduced the amount of cum that was flying out of my balls and deep into Jess’ pussy. I collapsed on top of her when I’d finished cumming and we cuddled. Until we both knew she had to go back to her own bedroom. There was no way we could be caught together in bed. Jess got dressed, putting her shorts back on, picked up her t-shirt and quietly headed back to her own bedroom. She turned, pretended to spank her own ass, and then blew me a kiss as she closed my door. I slept like a baby that night.

The next few days had an awkward feel about them. I felt like we’d been caught out doing something we shouldn’t have done. The morning after Jenna was commenting on how she heard someone up and about late in the night and wondered if everyone was feeling okay. Lib kept looking at me funny, then she would look at Jess. I had a strong feeling we’d been rumbled. I tried my best to avoid her gaze when the four of us were having breakfast the day before we were due to go on holiday.

‘Are we all ready for tomorrow?’ Jenna asked, breaking the silence.

‘I am,’ Lib said quickly.

‘Me too, I’m all packed,’ I followed on quickly.

‘Jess?’ Jenna asked, noticing she was staying quiet.

‘I just need to collect an order today, and I’m done,’ Jenna pulled a face as if this was a regular occurrence. ‘I am, I promise.’

‘Well, I need to go out and get some final bits and pieces this afternoon, so we’ll go together,’ Jenna said. ‘James, Lib, you guys need to come and get anything?’

‘I’m going to stay home and pack,’ Lib said.

‘I’m just going to chill,’ I said, ‘seen as though we have to be up early for the flight.’

Later in the afternoon, Jenna and Jess disappeared shouting they’d be back in an hour or so. I moved downstairs to start watching TV, knowing I had nothing to do to prepare for tomorrow other than turn up at the airport. I passed Lib who was coming up the stairs and said she’d be packing. I told her to give me a shout if she needed anything, ‘I’ll only be watching TV, so if you need anything grabbing, let me know.’ It was only about ten minutes later that Lib started calling my name down the stairs. The first couple of times I didn’t hear her over the TV.

‘JAMES!!’ She screamed and I finally heard her.

‘Yeah?’ I called back, pausing the show I was watching.

‘Can you come up here?’ She shouted back, ‘I need your help with something.’

I grumbled, getting up from my comfortable position on the sofa and starting trudging my way upstairs, going as slow as you could go. I reached the top of the stairs and Lib’s bedroom door was closed, I knocked and waited, ‘you may enter,’ she said laughing as if I should’ve just walked in. I opened her door and stepped inside, she was stood with her back to me, wearing a white swimsuit but was still in the process of pulling it on. I could see her tits in the reflection of the mirror as she pulled the swimsuit up.

‘Fucking hell Lib! You should have said you weren’t decent,’ I said closing my eyes.

‘I am decent,’ she said before seeing me in the mirror. ‘Ooops,’ she laughed.

‘What do you need?’ I asked, sounding a little pissed. I knew she was up to something, and I was annoyed with myself that I fell for it.

‘I just wanted your opinion on a couple of swimsuits,’ she said, acting all coy. ‘I can only fit so many in my case, so I need to choose between this one and another one.’

‘That one’s very nice,’ I said, ‘choose that one,’ and I turned to walk away.

‘Wait,’ she stopped me. ‘You need to see the other one as well. Now close your eyes while I change.’ I leant against her bedroom door and closed my eyes. I could hear her shuffling around, followed by footsteps and it felt like she was taking an eternity until she was finally ready, ‘you can look now.’

I opened my eyes and I think Lib got the reaction she wanted. My eyes nearly popped out of my head as she stood there in a red bikini. She looked incredible, the triangle top had just enough material to cover her tits, and when she did a full spin to show me the back, the bottoms were a thong so her wonderful ass cheeks were on show. Admittedly, her ass isn’t as good as Jess,’ but it’s still a nice ass. I was lost for words as she stood there jiggling her ass for me, nothing was coming out of my mouth, but my cock was answering.

‘What do you think?’ She asked, playing with her hair.

‘Erm,’ I stuttered. ‘You look really good.’

‘So, I should take this one instead?’ She queried.

‘If your Mom is okay with you wearing that on a family holiday, then I don’t see why not,’ I shrugged my shoulders.

‘Why don’t you come and sit down,’ Lib said, walking towards her bed and patting it. ‘I need to talk to you about something.’

‘Okay,’ I said nervously.

‘Now, before I start, I don’t want you to bullshit me,’ she said. And immediately I knew what was coming. ‘I heard you and Jess the other night, these walls are thinner than you think.’

‘I..’ was all I managed to get out before she cut me off.

‘Don’t,’ she said, putting her hand in front of my face. ‘I woke up and heard someone walking past my room and towards yours. At that point I initially just thought it was you going to the bathroom or something. Then I heard muffled voices, and I’m not being mean, but I couldn’t think who you’d be talking to on the phone at that time of night.’

I couldn’t say anything. She had me.

‘So, I paid close attention, the muffled noises turned to muffled moans and that’s when I knew it was Jess who was paying you a visit during the night. So, I listened, ear pressed against the wall before I started playing with myself,’ her hand was now on my leg. ‘I heard Jess talking about how big your cock was, then I heard the slapping of bodies which I assume is when you came inside her. And that’s when I came to.’

I was speechless, my cock was rock hard and was showing through my shorts and underwear, but I didn’t want to draw attention to myself by moving or looking. ‘I don’t know what to say,’ I mumbled.

‘You don’t have to say anything,’ she said. ‘All I want to know is will I get the same treatment?’

‘Why? Why would you want to fuck me?’ I asked. ‘I’m shit in bed.’

‘The other night tells a different story,’ she smiled. ‘I find you extremely attractive, always have. I hated the fact you were my stepbrother.’

‘And you’re telling me this now?’ I was shocked.

‘I didn’t want to weird you out, but now I know you’ve fucked Jess, it’s fair game and I want some,’ her hand reached my groin, and I took a sharp intake of breath.

Now, I had two options, listen to my brain, and get the fuck out of there before I got myself in more shit. Or listen to my cock and fuck Lib right here and now before Jenna and Jess get home. And luckily for me, my cock is bigger than my brain, so I put my hand on the back of her head and brought her in for a kiss. As I pulled her closer, I could see her smiling before our lips met, we kissed and eventually she pushed her tongue towards my mouth. We kissed heavily before we both fell onto the bed, me on my back and Lib eventually climbing on top of me to continue kissing. My hands roamed all over her body, feeling her legs, her back and most importantly, her ass. She grinded herself against my crotch, rubbing my cock perfectly. Lib then started to slide down my body, lifting my shirt to kiss my stomach before reaching the top of my shorts. There was no delaying her, she quickly had them pulled down, my underwear going with them until they were resting around my knees.

‘Wow,’ she exclaimed. ‘Jess was right,’ she looked up and winked at me.

With her hands still on my shorts, she used her tongue to start off with. Swirling it around the head of my cock which was already driving me crazy. She jumped up from in between my legs to grab a bobble and very quickly tied her hair up, removed my shorts and underwear and told me to lay down on her bed properly. She climbed back in between my legs and played with my cock. She held the shaft in one hand and started to lick just below my balls. It was such a sensitive area that I moaned as soon as her tongue made contact. She held my legs open when I tried to squirm and kept licking that part of me until she moved onto my balls.

‘Oh, fuck Lib,’ I moaned. ‘That feels so good.’

‘I bet you really want me to put it in my mouth, don’t you?’ She teased.

‘Fuck yes,’ I moaned again.

‘Mmmm okay,’ she said. ‘I’ll make you a deal… you let me sit on your face and I’ll suck your cock at the same time.’

‘DEAL,’ I shouted, louder and quicker than I should’ve done, and Lib laughed.

Lib spun herself around and I now found myself in a 69 with my stepsister. She shuffled her ass backwards until her pussy and ass were just above my face. She leaned forward and licked the head of my cock. ‘I’m not going any further till I feel your tongue on my pussy,’ she said.

And I didn’t need a second invitation, I pulled the bikini bottoms from in between her cheeks and immediately started lapping away at her pussy. Instead of sucking my cock, Lib held it in her hand while she moaned. ‘Fuck, yes James, your tongue feels so good,’ she whimpered. Her taste was just as good as Jess’ but that wasn’t something I was going to say to make the moment even weirder than it already was. So instead, I slipped a finger inside her now wet pussy before quickly adding a second. Soon Lib was whimpering and making noises loud enough to alert the neighbours, if Jenna and Jess came home early, we’d be fucked. ‘Oh my god, make me cum, make me cum,’ Lib groaned so I stepped it up and fingered her as fast as I could. The squelching noises from her pussy told me just how wet she was. ‘Holy shit, you’re making me cum, I’m cumming,’ I felt Libs pussy tighten around my fingers and she let go of my cock completely and arched her back throughout her orgasm. And as soon as she was done, I withdrew my fingers, pulled her ass closer to be again and lapped up her juices with my tongue, making sure to be gentle around her pussy in case she was too sensitive.

‘You good?’ I asked, laughing.

‘Good?’ She said trying to catch her breath, ‘I’m better than good, no-one has ever made me cum like that. Give me a second and I’ll rock your world.’

‘You could…’ I said, ‘or I could just fuck you now and both of our worlds will be rocked.’

She looked over her shoulder towards me, ‘I like that idea better,’ she said before rolling off me and onto her back.

I climbed off the bed, grabbed her by the legs and pulled her towards the edge. ‘Easy access, I like it,’ I said grabbing onto the sides of her bikini bottoms, pulling at the ties, and quickly discarding them. I put some saliva on my cock and gently stroked it while I played with her pussy.

‘Take it easy on me,’ she said quietly. ‘I haven’t been fucked since that night you watched me.’

I lined my cock up gently with her pussy, felt that warm sensation as I pushed my head inside her. Despite not being fucked for a few weeks, the wetness of her pussy made it easy for me to slide inside her. We both moaned until my cock was as deep as I could go. I slowly started to rock backwards and forwards, hoping this would last longer than it did with Jess. Every time I pushed my cock deep into Libs pussy, she let out a deep moan.

‘Fuck, you’re so fucking big,’ she said looking up at me, with her legs held apart.

We fucked like that for a few minutes, but I needed to change position. I was having far too much fucking her like this, and I was already getting close to cumming. So, I pulled out of her pussy and told her to bend over the bed. And as soon as she was bent over at the waist, I pushed my cock back into her from behind and started to fuck her. She held onto the bedsheets in front of her while I put both hands onto her hips and really started to pound her. Lib just took it; I was fucking her as hard and fast as I could, and she moaned all the way through. ‘I’m cumming again,’ she screamed, and I felt her pussy contract around my cock. ‘Fuck me like my slutty little sister.’ Eventually she put her hand back and onto my stomach to stop me fucking her, I think it had reached the point where she was too sensitive to continue.

I stopped fucking her, and laid down on the bed next to her where she was still panting and getting her breath back. I leaned over and kissed her on the forehead before she looked up and we kissed properly. Her hand moved to my soaking cock, and she slowly started to stoke it before moving down the bed and taking me into her mouth. She sucked on my cock for a minute or so before stopping, ‘I just love tasting myself on a man’s cock,’ she told me. ‘Can you try something for me? That is if you can last before you blow your load.’

‘What’s that?’ I asked her.

‘Do you think you can fuck me while carrying me?’ I looked at her, and I was bigger than her so I don’t think the carrying would be a problem. ‘It’s something I’ve always wanted to try.’

I didn’t reply, I just climbed off the bed and offered her my hand. She wrapped her arms around my neck, and I lifted her up, my hands under her ass and her legs now around my waist. I let go with one hand to line my cock up with her pussy and once it was there, Lib was able to lower herself down and my cock entered her waiting pussy. I held Lib while she started to bounce up and down, kiss and get ourselves into a rhythm. I warned Lib that I wouldn’t be able to hold out forever in this position.

‘Pound me until you’re going to cum, and then spill that cum all over my face,’ she told me in between kisses.

I lowered her down but kept her in the air, this gave me control over the thrusting and really allowed me to pound her. She moaned into my mouth in between kisses, and it wasn’t long before I started to feel my orgasm building. I told her I was going to cum soon, so she told me to put her down and she immediately got down onto her knees. She slapped my hands away from my cock and started jerking me off and sucking me at the same time. ‘Fuck, I’m cumming,’ I warned her, and she removed her mouth from my cock and just continued to jerk me off until I started cumming, the first shot missed her face but every drop of cum after that was on her face and started to drip down her neck and onto her tits.

‘Fuck, that was intense,’ she said. I helped her to her feet and we both wandered into the bathroom where we took a quick shower together. Not long after we both returned to our own rooms, Jenna and Jess were home and now we had to act like nothing had happened.

A couple of days later and we were sunning ourselves on an island in Greece. Jenna had really splashed out. We were high in the hills with no one overlooking us. It was lovely to have a private pool area where we could chill during the day and late into the night. On the day we landed and checked in, Jenna and Lib left to go and get some drinks and food from the local supermarket. I saw my opportunity and I took it. I felt bad for how long I lasted in bed with Jess, so I took her into the bathroom, peeled her bikini bottoms down to her thighs and fucked her again. This time she was more than satisfied by the end and had a pussy full of cum. After a few days of chilling around the pool, Lib and Jess decided they wanted to go and explore the island, so I joined them. I wasn’t really a sitting around the pool guy, so it felt good to get out and stretch my legs. After a while we worked our way to a beach where the girls wanted to set up a camp for the day and chill out. I lasted about an hour before I got bored, Jess and Lib didn’t want to move so I started making my way back to the villa.

‘It’s just me Jenna,’ I shouted to her when I walked in the front door.

She was outside sunbathing around the pool, ‘Could you give me a hand with some suncream please James?’ She called out to me.

‘Yeah, I’ll be out in just a second,’ I grabbed a quick glass of water and headed out towards the patio doors. I could see she was sat one of the lounge chairs around the pool, her little hot dog legs sticking out into the air. A little table next to her where her phone, bottle of water and suncream was. As I walked out the door, I got a shock. I could see over the lounge chair now and Jenna was there topless. She obviously had bigger tits than both her daughters, but considering she’d had two kids, they were still in really good shape. My suspicions were that plastic surgery might have been involved. ‘Sorry Jenna,’ I said when she saw me stood behind her.

‘Behave yourself,’ she said. ‘You must have seen plenty of women with their boobs out on holiday before.’

‘True,’ I said laughing even though that isn’t the same as seeing your stepmom topless.

‘Could you put some cream on my back?’ She asked, leaning forward off the lounger, giving me a better view of the shape of her tits.

I rubbed some sun cream onto her back and then turned over and started to tan her back. I left her to it and went back into the nice, air-conditioned villa. Later that night, the four of us headed out down to the beach where all the bars and restaurants were. We ate some food which Jenna kindly paid for, and we were having a couple of drinks.

‘Are we staying out all night?’ Jess asked.

I refused, Jenna just laughed, but Lib said she’d be up for staying out for a few hours.

‘Looks like that’s settled then,’ I said. ‘I’ll make sure your Mom gets back to the villa safely, and you guys can stay out.’

‘That’s so sweet of you James,’ Jenna said touching my arm. She looked incredible tonight. She was wearing white linen pants, which when we were walking down to the beach, I could see her white lace underwear underneath, a black strapless top and some small heels. Jenna called for the bill, paid and then we said goodbye to the girls and started walking back to the villa. She linked her arm into mine and it took us about 20 minutes to get back, which gave us time to have a very nice conversation. After fucking Jess and Lib, I was walking with a newfound confidence, and I was looking at Jenna in a different way too. Maybe I could make the move on her rather than waiting like I did for Jess and Lib.

On the walk back, Jenna got a little deep with the conversation, she started telling me how she has no confidence since she lost my Dad. And she didn’t want to start having a relationship all over again. I think the big thing she feared was losing someone she loved again. The way she was talking, you would think she was drunk but she wasn’t. It was the most she’d ever opened up to me ever. She told me that she felt unattractive and that was when I knew I had to step in and stop her putting herself down all the time.

‘Jenna,’ I stopped walking and made her look at me. ‘You look stunning tonight; any man would be lucky to have you.’

‘Thank you, James,’ she stood on her tip toes and gave me a kiss on the cheek. ‘That really means a lot.’

‘You’ve raised two wonderful daughters, and you look after me as well, and no thank you would ever be enough for what you’ve done for me,’ I told her.

‘You’re an amazing young man,’ she said. ‘You’ll make someone very happy one day.’

We were walking back up towards the villa entrance, when I stopped her again, ‘I don’t want this to come out the wrong way or freak you out but, I could make you very happy tonight.’

She looked at me blankly, processing what I’d just said to her, we were very close, were facing each other and all I wanted to do was lean in and kiss her, ‘we can’t James.’

‘Why not?’ I asked her.

‘The girls could come back at any moment,’ she said. If she’d have had a different reason, I might have believed she didn’t want to, but in my mind, this told me she wanted to.

‘It’ll be a couple of hours before they’re back, we have the place to ourselves and a lot of privacy out by the pool,’ I said quietly.

‘James… we shouldn’t,’ she said again.

‘So, if I kiss you right now, you’ll stop me?’ I asked.

There was no answer, so I leaned in and kissed her on the cheek first before kissing her again, this time on the lips. She kissed me back, and we held the kiss for a minute before she suggested we move inside before anyone saw us. We all had a key each, so I fumbled in my pocket and found mine and opened the front door. As soon as we were inside, I closed it behind me and locked it. As soon as I turned, Jenna embraced me again and we were locked in another kiss. I put my hand on the back of her head and brought us as close together as possible. It was the most passionate kiss I’d ever had, this felt like it was going to me more than just a fuck.

‘Have you ever had sex outside before?’ I asked her cheekily. Jenna shook her head to say no, which I followed with, ‘would you like to?’

I took her by the hand and led her to the patio doors and outside next to the pool. We didn’t turn any outdoor lights on, the only thing giving us any illumination was the lights under the water in the pool. We started to kiss again, and I eventually ended up sat on the edge of one of the loungers around the pool and Jenna sat on my lap. I think both of us were nervous to take the next step, who was going to be the first one to start undressing the other. I tried to help Jenna when I removed my shirt and threw it onto the floor. She looked down and ran a finger across my slim chest and stomach before we kissed again.

‘Can I see all of you?’ She asked tentatively.

‘Of course,’ Jenna stood up and I stood in front of her, I started undoing my shorts and let them fall to the floor, taking my shoes and socks off at the same time. I was now just in my boxers in front of my stepmom, with my cock trying to escape. ‘These as well?’ I asked with my fingers in the waistband of my boxers. She said yes, so I slowly pulled them down, my cock got stuck on the inside of my boxers and then sprung out when it was free. I saw Jenna smile as she looked down at my cock.

‘It’s been so long since I’ve been with anyone,’ she told me.

‘We can take things as slow as you want,’ I reassured her. She reached out and took my cock into her hand. My cock twitched in reaction as Jenna slowly moved her hand up and down my shaft. We started kissing again and her hand never left my cock. It might have been a while since she touched a cock, but she still knew what she was doing. Her hand briefly left my shaft, but only to start working on my balls and Jenna soon had me groaning.

‘Sit down for me please,’ she said very quietly. And so, I sat down on the lounger, placed my legs on either side and left room for Jenna to sit in between if she wanted to. She slowly got down onto the lounger, onto her knees and in between my legs. She lowered her head towards my cock and gently took me into her mouth. I grabbed hold of her long blonde hair and held it above her head as she worked my cock.

‘Fuck that feels good Jenna,’ I moaned. She started to bob up and down, trying to take more of my cock every time. And soon she was sucking me like a pro, my cock in the back of her throat, she had a spare hand fondling my balls, ‘your mouth feels so good,’ I moaned again. She was putting Jess and Lib to shame with her throat game. It felt so good. When she deepthroated my cock, I almost came. She was able to hold me in her throat for a lot longer than Jess and Lib had.

When she finally let my cock fall out of her mouth, a long trail of saliva kept us connected until she wiped her hand across her mouth and then smiled at me. ‘It feels good to have a cock back in my mouth,’ Jenna said before putting her warm mouth over my cock again.

‘Why don’t we take this inside?’ I suggested. ‘That way I can really make you scream.’ Jenna’s smile got even bigger before she took me by the hand, and we walked into the living room of the villa. There was a sofa, a couple of chairs and a rug on the floor, so plenty of places to fuck. I gave her ass a little spank when she was in front of me, before pulling her towards me as soon as we were inside. With her back against my chest and my cock stuck between us, I moved her hair to one side and started to kiss her bare neck.

With my lips locked onto her neck, she reached one arm up and wrapped it around my neck. I started moving my hands around her upper body before they came to rest on her tits. They felt magnificent, I slowly played with her nipples through her top before pulling it down and letting it settle around her waist. I looked over to get an even better view of her tits before spinning her around, so she was facing me, and I took one of her nipples into my mouth and sucked on it gently before circling my tongue around the outside. I did the same to the other side while Jenna rocked her back and moaned. I couldn’t wait to see how wet her pussy was as I continued my teasing of her tits. I squeezed them together and imagined how good my cock would look in between them.

‘Your body is perfect,’ I told her. ‘You know that, right?’

‘Stop it,’ she said laughing, ‘I’m already going to have sex with you, you can stop with the charm now?’

‘I’m not just saying it,’ I said seriously, ‘I mean it.’

‘Well, there’s still a part of me you haven’t seen,’ she teased.

I took that as a hint and started fumbling with her linen trousers, before dropping down to my knees in front of her when I was finally able to undo them. I turned her around and started to pull them down slowly, so I had the perfect view of her ass. Underneath the linen trousers were the white lace back brazilian I could see earlier on. The back covered most of her booty but left a little bit of cheek hanging out. I helped her step out of the trousers before taking her heels off and turned her around again and put my attention back to her panties. I kissed the tops of her legs and the bottom of her stomach before kissing the top of her panties and then kissing her pussy through the material. I started to lower them down, revealing a neat little landing strip of pubic hair. I kissed just above her pussy and then gently on a clit as a small moan escaped her lips. I pulled the panties all the way down and threw them to the side and guided her over to the sofa where I got her to lay down.

‘Are you okay with me tasting you?’ I asked, slowly getting down onto my knees in front of her.

She ran a hand along her own pussy to feel her own wetness before giving me the go ahead. So, I kissed my way around her legs and pussy again before finally starting to lick her pussy. She was already incredibly wet, so my tongue just glided around as she started to moan and squirm. I decided to slowly slide a finger inside her to figure out how tight she was, and the answer was very. Jenna was whimpering under my touch, and I leaned back in to lick her clit while I gently fingered her pussy. I slowly opened her up, and added a second finger and with the come-hither motion, Jenna was soon on the verge of an orgasm. She started to writhe on the sofa, gripping onto anything she could.

‘Make me cum, make me cum,’ she screamed. ‘I’m cumming, shit, I’m cumming.’ I slowed down, going back to a gentle fingering while she laid breathless, recovering from her orgasm. ‘Please let me ride that big cock,’ she said in between breaths.

It seemed more like an order rather than a request, but I wasn’t going to deny her anyway. I swapped places with Jenna, she was a bit shaky of her legs initially, but she took my cock into her mouth once more to get me nice and wet before she straddled me and lined up my cock with her pussy. She started to lower herself down and I could feel how tight her pussy was. She took her time, slowly sliding down my cock until I was balls deep inside her. Jenna just sat on my cock, and we kissed while she got used to the feeling of being full again. Then she began to slowly bounce and up and down, she leaned back and placed her arms on my thighs and was able to grind her pussy against my cock. I reached for her clit and started to rub her pussy which soon had Jenna cumming for a second time. Her pussy tightened around my cock, and it felt incredible as she continued grinding against me. Eventually Jenna collapsed onto my chest, and I slowly started to fuck her. I moved my ass, so it was hanging over the edge of the sofa, so I had room to thrust underneath her.

We quickly changed position; the passion was completely taking over both of us. We ended up on the floor on the rug, Jenna on her back and me in between her legs. I slowly entered her pussy again and this time we fucked slowly. This was more love making than pure animalistic fucking. We kissed as I rocked backwards and forwards, Jenna moaning into my mouth, so I turned her head to the side and started to kiss and lick her neck. I would gently bite on her ear, and this was all driving her crazy. I could sense that she was getting close to another orgasm, so I started fucking her quicker to get her over the line. She screamed my name as another orgasm ripped through her body. Then I quickly withdrew my cock from her pussy and went down on her to taste those juices. She tasted sweet, and her pussy was literally soaking with juices. I thought she was close to cumming again, but she pushed my head away because it was too sensitive.

‘Can you keep going?’ I asked her, not wanting to overdo it, seen as though she hadn’t had sex for a very long time.

‘Are you close?’ She asked me, breathless.

‘I’ve been close since we started,’ I laughed. ‘It’s hard to keep myself from cumming when I’m fucking a beautiful woman like you.’ I kissed her and my cock slipped back into her pussy because of how wet she was. We stayed like that for a couple of minutes, just kissing while my cock was buried inside her.

‘Why don’t you fuck me from behind?’ Jenna suggested, ‘I love being fucked from behind.’ She climbed onto the chair, gripping onto the back of the chair as I lined my cock up and pushed it into her pussy. With my hands on her hips, I really started to drive my cock deep into her pussy making her gasp with every thrust. Soon, the sounds of our bodies slapping together, and Jenna’s moans started to echo around the room. I was already close to cumming before but with Jenna looking over her shoulder at me and smiling, that was enough to tip me over the edge and I was past the point of no return. I could feel my balls tightening as they got ready to explode.

‘Oh fuck, your pussy feels so good, I’m gonna fucking cum,’ I groaned. ‘Can I cum inside you?’

‘Oh god yes, cum inside me, fill me with your fucking cum,’ Jenna shouted.

‘MOM WHAT THE FUCK.’ I heard the front door close. Jess and Lib now stood staring directly at us while I was still buried deep inside her. And there was nothing I could do to stop my orgasm.

‘Oh fuck,’ I moaned. ‘I’m cumming,’ and I continued pounding Jenna’s pussy in front of her daughters as I started to pump her full of cum. The girls didn’t move, they watched on as I filled their Mom with cum, and once I’d stopped cumming, I pulled my cock out of Jenna’s pussy. Jess and Lib stared at me, the irony that only Lib knew that I’d now fucked all three of them.

‘Girls, I think we need to talk,’ Jenna said in between breaths. Lib and Jess turned on their heels and headed into their bedrooms. Jenna turned and looked at me, ‘I really hope this won’t be the last time we do this.’

‘Me too,’ I planted a gentle kiss on her lips, ‘but we need to talk as well.’

This certainly was the holiday of a lifetime.