Literotic asexstories – Session 55 by VCDC,VCDC Sometimes I think it is not worth it. The pressure of running a world wide travel agency gets me down. Long ago when it was just me, it was way easier. I took care of my customers with absolute, superb service. I loved drowning them with personal attention, answering their calls for help 24/7 across the US then Europe.
Flight cancelled – I am on it. Hotel sucks, no problem. Car rental reeking of smokers, I got it. It seemed so easy back then, hard work, but extremely satisfying. Single and driven for success I was working `18-20 hours a day covering the time zones. It was not going to last. I needed steady revenue
I expanded to corporate customers, signing deals that exploded my revenue and profitability. I expanded my staff, carefully hiring the right stuff committed to my high level of service.
I solicited investors that bought into my vision. Go beyond booking, expand to vacation destinations. Why should someone else get the revenue for my customers and I only get a fee?
Funding my vision, we bought a cruise ship and a vacation resort. Both first class assets. We started a subtle campaign with both retail and corporate customers to use the companies assets for cruises and destinations, sometimes combining both in a package.
It worked.
The investors pressured me to buy more. I did, but I only committed to traunch 1, then 2 then 3 to control the expansion. I did not want to get out in front of my skis.
It was working, then I met Chris.
He was a talent on the cruise ship. He had something I liked. That night, I was not protected. Nine month later Melanie came into the world. He disappeared giving up his parental rights in writing.
The Board, which was mostly the investors, were rattled. My one outside member Sam was not. Sam was on my side.
The investors planned to push me out because they did not believe that I could be effective as Chairman and CEO with Melanie as a distraction. Sam and I agreed on a plan for the showdown Board meeting.
I called the meeting to order. My General Counsel Lane who was also Board Secretary would take the meeting notes.
‘Gentlemen, you have concerns about my ability to manage this company because of Melanie and have requested a no confidence vote.’
My personal secretary on queue, rolled Melanie in via her stroller.
‘I disagree with that. I believe the Board members should go on record with their views on this topic.’
‘But, before we take a vote, I have an offer to all Board members. I will buy out their shares in the company to relieve them of their concerns.’
‘Our GC has drafted, per my directions, my proposals to buy you out. Just raise your hand if you wish to receive your offer.’
‘Lane off the record please.’ she nodded.
‘If you have a limp dick and do not have the balls to take a stance in front of your co-horts, please text Lane privately to arrange a meeting to review and approve my generous offer in 24 hours.’
‘Lane back on the record.’
‘No members wish to acknowledge the offer. Gentlemen, please decide in 24 hours if you choose to accept my offer.’
‘Any questions or comments? Who wishes to call for the no confidence vote? None? No one? I have a comment.’
‘Most of you used your wife’s successful companies to make your investment. And most of you have children with your successful wife. It appears to me that a working mother can be quite successful.’
I waited 30 seconds.
‘No other comments or questions? No vote to call? Meeting adjourned. Melanie, let’s go home.’
***
Lane called the next day, no one wanted out, They dropped the no confidence vote. Not surprised.
That was 25 years ago. I grew the company into a publicly traded mammoth travel giant with a $750 billion dollar market cap. Along the way, I married and had Scarlett – a seven year gap from Melanie. The marriage lasted eleven years. When Melanie turned 18, Scarlett’s Dad had sex with Melanie, seducing her into thinking she needed sex skills to find a partner. I caught him face fucking Melanie. I threw him out. The divorce was finalized in weeks. I gave him some money. After all, he was the father of Scarlett.
Melanie told me that it wasn’t the first time he made her have oral sex. She said she hated it. He made her gag all the time, but he didn’t care. He told her he was going to tell me that she begged him to do it. What a liar. She didn’t know what to do so she put up with it. She told me she was turned off by men.
I love oral sex and always took care of Scarlett’s Dad. Huge cock which I loved. I never understood why he forced Melanie to have sex. My only theory was he needed to dominate which he could not do with me. And… she lost her virginity to him. He was lucky she didn’t get pregnant.
At Harvard grad school, Melanie met Ashley. He changed her mind about men. They fell in love and married after graduation. Harvard MBAs are a big deal. I was pumped up about the possibilities of Ashley and Melanie taking over the company at some point, both were busy savvy and ambitious. I would train them up right. I hit 50 so I have to think about a succession plan. I wanted to retire at 55 and enjoy life and travel for fun, not business. I was starting my fun early.
I still had my looks, worked hard to have a trim body and had an occasional lift here and there. And… my sex drive was still there, but you never know when it may die out. My dates were usually way younger than me, I liked the energy they brought. I am sure they enjoyed my oral skills. I just love the feel of an erect cock in my mouth.
Melanie would pester me about dating someone my age. She reminded me that most of my dates were Ashley’s age. I kidded her that I would rather have two 25’s than a 50.
We had an 18th birthday party for Scarlett in the Bahamas at one of my companies resort properties. We used the corporate jet to fly in style. One of my 25’s was the pilot although he was closer to 30. We have plans for later.
We had a sumptuous lunch on the beach with a wait person for each one of us. What the heck, I was spending the kids inheritance on them. I had my eyes on Scarlett’s waitperson. He clearly took care of his body. No hiding the muscles in the white Bahama shirt and matching shorts. His tanned skin blending nicely with his sun bleached blonde hair. His blue eyes were captivating.
He flirted with Scarlett, She was loving it. I was always amazed at the different body types Melanie and Scarlett had. Melanie, long black hair, dark brown eyes, high cheek bones, ample bosom with pilates sculpted ass cheeks. She stood about 5 foot 10, slightly taller than Ashley.
Scarlett looked more like a 14 year old right now. Relatively flat chested, blonde hair in short little pigtails. She had a nice bottom and legs, stood about 5 foot 5. She was in the last stages of braces, she started late. I saw her changing into her swim suit yesterday, she had a hint of pubic hair. A virgin. I wasn’t overly concerned with his attention, but maybe I should be.
He knew who I was and maybe tried to make points with my daughter hoping that had a positive effect on me. The only positive effect on me would be if he and I… stop it.
I have my private pilot lined up for later. We were going to meet on the jet. He asked that I ride him while he was in pilot seat. A fantasy he had. I am so bad, I agreed. He called me his favorite MILF although he admitted he didn’t have another.
All of us ladies were going shopping. Ashley of course said no. I had to tear Scarlett away from her now favorite wait person. We would be here for another week I told her. We were off! Look out Bahamas! Shoppers on the loose!
***
I waited about 20 minutes. I pulled out my iPad Pro, connected to the room WiFi. I used private mode to find my favorite site. Small Tit Teens. I loved those videos, I liked the puffy nipple videos especially. I hoped that is what Scarlett had. I fantasized it was her sucking my cock, bare chested with her little tits and puffy nipples well in my grasp. I pictured a hairless smooth pussy that I finger fucked till she was wet enough to take my cock. I hoped to see the real thing this trip, but more of a dream.
Yesterday, I started to sneak into the cabana where Scarlett was changing. iPhone ready for pics or a video. But her Mom was there, I retreated.
But all that was a means to the end. Melanie had no interest in oral sex, something in her past turned her off. She was straight laced in bed, missionary only, cum only in her pussy. Sometimes I thought she didn’t like me, or just men. After about a year of asking for a blowjob, I gave up. I thought about contacting my old girlfriend who was the exact opposite. She spent more time sucking my cock, then I spent fucking her pussy.
But I loved Melanie and would not do that. After a while, masturbation was fine. I watched blowjob videos. When I met Scarlett, I switched to small tit teens. Still not satisfied. Then… oh boy… then… I ran across a self suck video site. That was for me!
I watched intently on how they did it, then researched how I could give myself a blowjob. I had a pretty good cock size, more thick, then length, but nothing like some of the guys and shemales who made it look effortless. Spread legs wide, dip down, take cock in mouth. stroke and overfill mouth with cum. I was so jealous.
The other method – laying on your back, legs raised and pulled up and over the self-sucker’s head. Usually a side video view of the cock dropping down to a waiting mouth. Some able to take at least the head, some down the shaft, some close to deep throat, some just stroking cum out into the mouth and face. I decided to train for that position. It was a start.
I took yoga, swimming and pilates classes to fill out my physique and improve flexibility. I was extremely disciplined about it working on it for over a year.
Typical self-suck session, I would set my iPad up on one side of my body tuned to small tit teen videos, my iPhone on the other side recording my session. I used the recorded videos to refine my technique.
When I first started, my cock head was 3 inches from my lips. It was disappointing, but over the year I continued to get closer. Last session I was able to lick the underside of my cock head, enough to trigger a cum explosion. Watching the video became another satisfying masturbation option.
My next goal – wrap my lips around the cock head, all of the head in my mouth, lips below the corona. I would stroke and cum in my mouth. I had to do it. I was so excited. It was a goal worth achieving.
I figured I had hours for a self-suck session today. They were shopping. I moved to our bedroom, stripped naked and set up the iPad and iPhone. I watched my favorite Small Tit Teen video, one that always got me off. The girl could have been Scarlett’s twin, short blonde hair in pigtails, puffy nipples, smooth pussy. Scarlett is going to give me a blowjob!
It didn’t take much for me to get hard. I was worried that I had missed my exercise routine for three days. But… this might be my only chance to do this in the next few weeks. Moving into position, I spent a moment to admire the big head of my cock only an inch away. I stroked it hard and pulled it closer to my lips. I raised my head up, stuck out my tongue and made contact with the head. Yes!
Stroking harder, I felt like I gained some ground. I strained hard to move in close. My lips contacted the head, I pulled down hard and raised my head up further. My lips were under the head touching the shaft! It was a struggle to hold there. I stroked hard. I was so excited, harder, lips still in place, harder. My balls tingled. Precum leaking. One more stroke, the first explosion. I couldn’t hold position, my head fell down, the cum continued to spray in my open mouth, some landing on my cheeks, some hitting my eye and blurring my vision. I kept stroking, all of my cum pouring out, leaving nothing in my balls.
My legs were weak so I dropped them to the bed. The recording turned off. I laid there for a second. Unbelievable, not a blowjob but heading that way. I was proud of myself. Such a load! Well it has been almost a week. Melainie was having her period. And… I wasn’t even thinking about Scarlett! Progress.
The excitement of a cock in my mouth was something I did not anticipate. Maybe I like it too much? Maybe I… no, I can’t picture me sucking another cock. But it was pretty damn exciting.
I looked at the video. Awesome, one of my better videos. I clipped off the dead slices in the front and end and saved it to my iCloud folder, I didn’t notice which one. I would find it later.
***
We were shopping. Yes, look at everything mostly not knowing what we were looking for. My girls found some knick knacks and some interesting items beyond the normal tourist drivel.
I decided to check my emails. I saw that Ashley had shared a something called Session 55.
I asked that he share any pics on the trip with me. I opened it, a video.
Oh my God! What was he doing? Jesus Christ! He was self-sucking. What is wrong with him? Why is he sharing this with me? Is he sending a message? Was he showing off his thick cock? So thick, such a big head. I turned the volume down.
I could see an iPad. It was playing a video. I caught glimpses of a flat chested teen sucking a cock, she looked a lot like Scarlett.
‘Mom, what are you looking at?’ Scarlett asked
I was so surprised I dropped my phone.
‘Mom, I can get it.’
I pushed Scarlett aside knocking her down to pick up the phone.
‘Mom, that hurt.’ She rubbed her shoulder.
‘I am so sorry Scarlett!’ I gave no other explanation.
‘Were you watching porn or something Mom?’
‘No, no, nothing like that. So sorry. Big problem at work.’
‘I am sorry, should I get Melanie to help? Should I call Ashley?’
‘No, no I got it.’
I walked away. My phone screen was cracked. I closed the video. Time to think.
***
I was going through the motions of shopping. I couldn’t stop thinking about the video. I need to watch it again to confirm what I saw. I was in shock the first watch. But, what I couldn’t get out of my mind was the thickness of his shaft and the size of the head. It stimulated me to think about it. It has been too long since I had a cock in my mouth, looking forward to tonight with my pilot friend.
Maybe Ashely and I can help each other out? I am sure Melanie is not helping him out, she told me she was totally turned off by oral sex due to the step-dad incident. Still not convinced she is OK with men, OK with Ashley. Mom’s intuition.
No! He is my son-in-law, not just some big cock 25 year old. Stop it. Don’t watch the video again I told myself. I should delete it, but I couldn’t bring myself to do it. Maybe later after I make my plan to address it with Ashley.
***
Back to the resort I decided I needed some time in the sun to think about the video. I don’t know how I will handle talking or even looking at Ashley right now.
Knock on the door.
‘Come in, it is open.’
In walked Ashley and Scarlett. He was wearing the smallest white Speedo I have ever seen. I could not help but look at his cock which was bulging out of the little bit of cloth keeping it in check. The big head was neatly outlined. I had to look away but then I looked back. A tingle of desire rolled through me. I want it.
Scarlett was wearing her modest two piece swimsuit. Her nipples were pressing up against the white top. The bottom piece tight against her pussy, the lips easily seen. Need to talk to her about that.
‘Hey Mom, Scarlett and I are going to surf a little bit. Want to join us?’
‘No thanks Ashley, I am just going to work on my tan.’
‘Got it, see you at the cabana!’
He held Scarlett’s hand and they walked out. 24 hours ago, I would have thought nothing of what looked like an innocent, cute gesture.
I put out the do not disturb sign and double locked my door. I locked the adjoining door to Scarlett’s room. I retrieved my skimpy bikini and laid it out on the bed. Nothing but strings and three small pieces of cloth. I still looked good in it. I convinced myself I would wear that to maximize my tan – yeah right.
I looked at my phone, I picked it up and crawled onto the oh-so comfortable bed. Way too big for one person. I opened up the video and was about to hit start when a FaceTime call came through.
‘Hey boss what are you doing?’
It was Steve, my 25+ pilot.
‘Well I was about to masturbate while thinking of you.’
I flipped the camera and showed Steve my naked body, showing him my breasts with a up close of the nipples. Down to my pussy. I squeezed my lips together, then slipped two fingers deep inside.
‘Stop it! I am so turned on.’
‘Take it out, let me see how much.’
He complied, he wasn’t totally erect but getting there. He zoomed in on the head. A view I would have right before plunging down on him.
‘I can’t wait for tonight. I am so horny for you.’ I said.
We flipped our phones back to our faces.
‘You will have to wait a little longer. Your cruise ship EVP’s assistant just called. He needs to be in Cozumel tonight, an active shooter incident on the Princess Scarlett. He is in Miami, can’t get there with commercial. The other corporate jet is in Thailand. All your resort exes there for the opening of the new property. I am his only hope.’
I should have received a notification. I double checked, it came in right after the video. Shit. I should have seen it. So bad, totally distracted by Ashley.
‘Well I could just fire him and let his second in command handle.’
Long pause from Steve.
‘You would do that?’
‘Either that or fire your company.’
We just leased the jets and pilots. He was speechless.
‘Steve, that was a joke. Lighten up. Go take care of the situation.’
‘OK boss. I was worried there for a moment.’
‘Bye!’ I hung up.
I was so looking forward to getting laid tonight amongst other things.
I looked at my phone. I picked it up. Opened the video. The start triangle staring back at me, the screen crack running right through it. I turned up the volume. I pressed the start. This time I paid attention.
I could tell he was setting up the iPhone to record and the iPad for porn viewing. Phone was on and recording. He was naked, his sizable limp cock laying on his pelvis. So desirable. Stop thinking that way!
He appeared to navigate to the video. I could hear the audio.
‘But Uncle Jim, I am still a virgin, won’t it hurt the first time.’
‘Oh no Ann. It might pinch a little but after that you will love it.
She could have been a double for Scarlett, Same type of body, small chested with puffy nipples, smooth pussy but probably shaved.
‘First, you have to help me get an erection. Will you do that for your Uncle?’
‘Sure, what do I do?’
‘First take off all my clothes.’
‘OK.’
‘Now move between my legs and hold my penis. Start by licking and kissing it, then take it in your mouth and gently hold my scrotum where my testicles are.’
‘Ok’
‘Good girl, can you tell it is getting nice and hard.’
‘Yes Uncle Jim. I can’t believe I am making that happen. It is growing so fast. I love it.’
At this point Ashley moved into his self suck position It was amazing how he just lifted his legs up in the air and over his head without effort, great for Amazon fucking, one of my favorites.
Nice camera view of the thick hard shaft and head dangling down to his lips. I was getting aroused, picturing that cock heading my way.
He kept stroking and pulling it down while forcing his head up.
I could hear on the video, ‘Ann, stroke it harder, keep it in your mouth, I am going to give you a big surprise.’
Ashley picked up the pace, he was getting closer and closer, he stuck his tongue out touching the top of the head. He pulled down harder, moved his head closer. Contact! Lips halfway up the head.
I felt a tingle rolling through my body, I grabbed my breasts and pinched my nipples. I rubbed my clit, I finger fucked myself. I desired an orgasm.
He now had the whole head in his mouth! He kept stroking. He moaned really loud, he came. He could not hold onto the head, the rest of the streams painting his face.
I paused the video catching a white stream of semen exiting the big head. I put the phone down so that I could grab my breast with one hand and finger fuck with the other. I rubbed my clit. Other hand now finger fucking me. I was so wet, my fingers slid in and out so easily. I squeezed my clit.
Good Lord! I came so hard, I shook my head back and forth in ecstasy. So satisfied. No way would I delete the video. Fuck it, I wanted the real thing.
Knock on the door.
‘Mom are you OK?’
It was Ashley, I threw on a robe and opened the door. He had a towel wrapped around his Speedo. Why???
‘Yes, I had to take a few work calls. Emergency on the Princess Scarlett down in Cozumel. Active shooter incident. Marty is going to head that way. I am sending out the jet to him.’
‘Anything I can do for you?’
I thought to myself, yes, take off the towel and Speedo and get on the bed, Get ready for the best blowjob in your life.
‘Nothing you can do right now. Give me a minute and I will get my suit on. You can wait here for me if you wish.’
‘Sounds good.’
He took off the towel, laid it on the bed attempting to keep the bed dry from his wet Speedo. I stole a look at his cock. I had an idea, no time like the present.
My string bikini was right next to him. I let loose of the robe as I walked over to pick it up. The plan worked, I could feel the cool breeze of the AC hitting my exposed breasts. He was working his phone. I bent over to pick up the bikini. Robe now fully open.
‘Ashley, did you surf already?’
He turned to look at me.
‘Yes I… did… Mom, your robe is open.’
I looked down at my body giving him time for a longer view, not attempting to close it right away.
‘Oh, sorry.’
I took my time pulling one side over the other with one hand. I bent over to pick up the bikini, the top of the robe pulling open again, at least one breast in full view. I smiled at him.
With bikini in hand I headed to the bathroom, I closed the door partially. I could see him in the mirror so he could see me. I let my robe fall to the floor, he should have a full frontal view of me via the mirror. I applied sun tan lotion all over my body as the bikini did not provide much coverage. I rubbed it all over my breasts, chest and stomach. I raised my leg up to the granite covered sink area. He should have a pretty good view of my pussy. Then the other leg, then moved back to finish my arms.
I could see him rubbing his cock. Maybe he will pull it out. He didn’t. I put on the bikini giving him another show as I adjusted the tiny pieces of cloth over my areolas. The slightly larger piece to cover my pussy, I pulled it taut, forcing it between my labia, leaving the outer edges of the lips visible. I was ready. I beckoned him into the bathroom.
‘Ashley, would you be a dear and put the lotion on my back and cheeks? I never can do that right.’
I held out the lotion to him and turned my back to him.
‘Take it slow, it always feels so good when someone else does it for me.’
He started with my back.
‘Hmmm it feels so good having your strong hands apply the lotion.’
He finished the back and stopped.
‘Don’t forget my cheeks. Make sure you apply some between them. The sun does shine there sometime.
He reluctantly applied the lotion.
‘Hmm that feels so good. You have such a nice touch. Don’t forget between them.’
I opened my stance creating a bigger gap for his hand and lotion. He applied the lotion on the inside of my thighs, up close to my ass hole.
‘Nicely done, but can you put some towards my front? I like the wet feel between my legs.’
He placed his hand further in between my legs.
‘Hold a second Ashley.’
He didn’t move his hand. I pulled the bows on the strings and let the string between my cheeks drop. I held the tiny cloth in place loosely on my front.
‘There, now you won’t get any lotion on my suit. Go ahead, rub it in between my legs.’
He slowly complied. I then pretended to stumble back on his hand, trapping it with my thighs as I gained my balance. The tips of his fingers now touching the bottom of my pussy. I didn’t let go.
‘I am so clumsy but I have to admit it feels great having your hand there. Don’t you agree?’
He pulled his hand out, ‘Mom, I shouldn’t touch you there. I am so uncomfortable.’
I turned toward him and let my bikini bottom drop to the floor.
I placed my arms around his neck and pulled him in close to my face. My open pussy now resting up against his erection. I kissed him on the lips.
‘I am so sorry I make you uncomfortable.’
I released my hold, I backed up a step where my bikini bottom fell. I pulled the cloth off my areolas. I kneeled down to get the bottom, my mouth and lips now no more that a half a foot from his erection. I placed my hands on his hips, slipping two fingers into the Speedo. The thick shaft and big cock head straining hard to get out.
‘Maybe you can suggest something I can do to make you feel comfortable. Any suggestions?’
I slowly used my fingers to start pulling the Speedo down. The base of his cock now visible. I kissed the exposed shaft.
Clearly I was driving him crazy, he did not know what to do.
‘Mom, I got to get out of here.’
He broke away and headed to the door. I stood and faced the door. He stopped and looked back, a full naked view of me now available.
‘I will see you in the cabana Ashley. Lets continue our discussion on what makes you comfortable. Order some drinks for us.’
He shook his head and stormed out of my room.
I thought for sure he would let me suck his cock. He will let me do it, I know it. I have that video for leverage. The base of his shaft was so thick. I might not be able to deep throat him. We will see.
***
What the fuck was that all about? Was my mother-in-law testing me? Would I cheat on her daughter? Is she trying to seduce me? She is pretty fucking sexy. It is not like I haven’t fantasized about her.
I was so turned on. When she kneeled in front of me and inched my swim trunks down and kissed the bottom of my shaft, my cock was ready to spring into action. I was so hard. I still am. I need a towel to hide it, but it is back in her room. No way am I going back there. I don’t trust myself.
It took all the intestinal fortitude to stop. Would I like getting a blowjob? Yes. Would I like to do that with my mother-in-law who is also my boss? It was tempting. Better than self sucking for sure.
I grabbed a towel on the way out to the beach to cover up my fucking hard on. I looked closely at it, There was stain on my trunks, had to be precum. I need to take a swim and see if it will wash out.
I looked around to find Scarlett. She was in a different cabana, one that you could close up for privacy. One setup for private beach sex. Something was up, she looked distraught.
‘Scarlett, what is going on?’
She thought about it then blurted out, ‘Uncle Ashley do you like oral sex? You know… do you like blowjobs?’
Shocked I didn’t respond, but then said, ‘Scarlett, why do you ask?’
‘Well you know I was kind of attracted to Juan, my private wait person. He was off duty this afternoon so we met up in this cabana. He brought drinks for us. Anyway we were having a nice time talking about stuff. He joined me on this cot after a while and we started kissing. He helped me take my top off and he kissed and sucked on my nipples making them hard.’
Show them to me I thought although I could see they were still hard.
‘He pulled off my swimsuit bottom and started kissing me between my legs. I had never had that before. I was getting so excited. I could feel a wetness that surprised me. He stopped, smiled at me and crawled on top of me. I felt his penis against my privates. We started kissing again. I thought… I thought… I thought he was going to enter me. I was about to lose my virginity.’
‘Instead, he leaned back and straddled me above my hips. He pulled down his swim trunks enough to free his penis. It was big… I guess it was big, I never saw one except in videos and it was dripping something. He moved up closer to my face. He rested his penis on my lips and said, ‘It is your turn. Take it in your mouth rich bitch. Go ahead, I took care of you, you need to take care of me. If you want boy friends you better get used to sucking cock. The more you do, the better you will get at it.’
‘He forced my mouth open and put it in. He pushed it in and then took it out. He kept repeating the in and out. Then he pushed in hard, real hard. He placed his hands behind my neck and pulled me further on it. I could feel it in my throat, then something warm was filling my mouth. He was saying, ‘Yes, yes you cocksucking bitch. Suck my cock, swallow my cum’ ‘
‘I gagged more. Then I spit out the white stuff at him. He didn’t like that but I was mad. He slapped me, then forced his penis back into my mouth. I thought about bitting it but instead I kneed him between the legs to make him stop. He screamed and fell off of me. He was laying on his side, his knees pulled up to his chest screaming, ‘You rich bitch, who do you think you are messing with? My Dad manages this resort.’
‘I told him, ‘Big fucking deal, my Mom owns the place.’ He finally left. I was shaking. I didn’t want to leave for fear of running into him.’
‘Hang in here, I will be right back.’
I started checking the cabanas, some inhabited by topless sunbathers. Some invited me to join them.
Jesus, where is Mom?
I found her. She was enjoying a drink, one tit totally uncovered.
‘Mom, Scarlett fought off unwanted sex from her waitperson Juan. He told her that her Dad manages the resort.’
She picked up her phone and called her HR person.
‘Yes, fire him and his son, no severance, no last pay check, just do it. Get security to usher them out. Call me when complete with the details.’
She said, ‘OK, lets go to Scarlett.’
I told her to hang here and I would bring her. I asked her if she could cover up. She acted like she was unaware her breast was out there. I couldn’t help myself from staring at it.
Back to Scarlett.
‘Taken care of. Juan and Dad will be fired and asked to leave. After I answer your original question, we will go see Mom.’
‘OK, so you like blowjobs?’ she asked.
‘Yes Scarlett I do. You probably have heard the only joke, 90% of the men like blowjobs, the other 10% lie.’
‘That’s funny!’
‘So… how often do you get one? Is Melanie good at it? Did you teach her how you like it?’
I didn’t like this line of questioning. She sensed that.
‘Sorry, I was out of line.’
‘It is OK. To answer, it has been a long time since my last one. It was not Melanie who did it. I tried to teach her, I asked her numerous times, I even begged her to do it once but she had no interest.’
‘Wow, so you like blowjobs, but your wife doesn’t? That’s a bummer for you. So what do you do to get one? Do you cheat on her?’
‘No way Scarlett, I would never do that no matter how tempting.’
Including your Mother I thought to myself.
‘But is it something… something I should learn?’
‘It is up to you, but my opinion is yes.’
She thought for a moment.
‘So how do I learn?’
‘You work with someone who cares about you and can be understanding as you work to improve your skills.’
More deep thought.
‘Someone like you?’ she asked.
‘I am not perfect, but yes someone caring and understanding like me. Melanie doesn’t like it, but I understand and still care for her.’
‘To be clear – you. Can you teach me? Seems like the right combination. My sister doesn’t care for it, you are a nice guy and go with her preferences. I am a student in need of a teacher. You are someone I know and trust. What do you think?’
I thought to myself, yes, yes, fucking A yes.
‘If you really want to, yes I can do it, but is has to be our secret, no one can know.’
‘Makes sense to me. After we talk to Mom, can we go to my room for our first session?’
‘Sure.’ I said hesitantly. This was moving way to fast for me, but I was getting excited,
Today, Melanie was laid up in bed, she always had painful periods. She would be fine with me hanging out with her sister. I was going to get a blowjob from Scarlett! Yes!
***
Ashley and Scarlett entered my cabana, holding hands and looking guilty. Maybe it was just my imagination. To make Ashely happy, I had on my cover up.
I hugged Scarlett.
‘Are you OK baby? Ashley told me about what you had to deal with.’
‘Yes, just fine especially knowing he is gone.’
‘What did he do to you?’
‘It was consensual until he tried to force me to have oral sex with him. I refused when he forced himself again on me and I kneed him in the crotch! Just like I learned in the self defense classes you insisted I take. He left, Ashley found me and was a big help.’
She held his hand again and kissed him on the cheek. My radar was up.
‘Great, what are y’all going to do now? Should we get ready for dinner in town? I need a shower.’ I said looking at Ashley trying to telegraph that he should join me in the shower. Love it when the water rains down on me while I do my thing with the male organ.
‘Ashley and I are going to do something fun, then we can get ready for dinner. Ashley, what do you think? Maybe an hour?’
‘More like a half hour.’
‘OK, let’s meet in the lobby at 7 PM.’ I said.
‘Deal! See you then.’
They were in a hurry. I waited a moment. I decided to discreetly follow them. Something was up. I felt a little woozy with all those drinks and hanging out in 100 degree heat. I stumbled coming out of the cabana but got control.
I followed them into the lobby. They practically ran to the elevators. We were all on the same floor, the executive suites on the top floor. My guess, they were heading to her room, adjacent to mine with a connecting door.
I took the second elevator. I arrived just after them, They were literally running down the hall to Scarlett’s room. Ashley and Melanie’s room was across the hall from me.
I decided to check in on Melanie and tell her about the dinner plans.
She was in bed watching her favorite shows. She told me she was not up to going out, she would order room service. She said she was OK, but didn’t look right to me. She said the bleeding was heavier than usual.
In my room, I stood next to the adjoining room door. I could hear them talking and giggling like teen agers. Well one of them was. I couldn’t believe what I heard so I recorded it.
***
‘Let’s jump into the shower and do a lesson there,’ Scarlett suggested.
Let’s do a session and shower after.’
‘Good idea. Ok teacher now what?’
‘You start slow with your partner. Kissing, removing garments, getting naked. For you, keep your hand in and around his… cock to signal your interest.’
‘Like this?’
‘Well, maybe after some kissing.’
‘Ashley, we are in a hurry – right?’
‘Yes.’
‘So let’s get naked. Take your clothes off silly.’ Scarlett said.
‘Uncle Ashley, it is so big! A lot bigger than Juan’s. Can I take it in my mouth, right now?’
‘Sure. But take your time. Lick the end… the head, get the whole thing wet.’
‘Just hold my balls, not too much pressure. Hold the bottom of my shaft with one hand. With tight lips, move up and down on my penis. Go as far down as you can without gagging. Do it faster and faster while caressing my balls.’
‘Go down as far as you can. If you feel the head in your throat, try not to gag. Back off and do it again.’
‘Scarlett, you are doing great. I might cum in your mouth like Juan did. It might be a shock to feel it in your mouth again, stay with it, swallow what you can.’
‘Uncle Ashley, can you fuck me instead? Later tonight, I can give you a blowjob.’
‘OK, So move forward to me, spread your legs wide. I am going to enter you now, I will move in slowly. I am feeling the resistance of your hymen, I will push a little harder but gently. It broke Scarlett! Now I will go harder. Buck up against me with your hips as I go deeper. You are so tight and wet. Too tight and wet, I am cumming in your pussy. It just feels so good to me.’
‘Scarlett, I am going to unload all my cum into your pussy,’
‘Scarlett, that was great, especially for the first time.’
‘Thanks Uncle Ashley. You are the best. Thanks for session 1. See you in the lobby at 7 PM. I hope Melanie can join us. Oh, should we shower first?’
‘Yes, let do that.’
‘Can I give you a blowjob in the shower?’
‘Sure.’
***
I thought I was going to faint. I was already woozy from the sun and drinks. My son-in-law was fucking my virgin baby girl! I had to lay down before I fell down. The heat of the afternoon, too much wine, not enough water. My head was spinning. I fell onto the bed, I felt like I was blacking out.
***
I heard the sirens. I checked my phone. My team broadcasting that a guest in the Bahama resort called 911. I called my director in charge. She was no help. She said she was in bed with her lover. It was a guest, that is all she knew but was digging after she finished sucking her lover Ashley off. The sirens were closer. I looked out on the entrance, nothing but flashing lights. EMS rolling in stretchers.
I moved to the hall. It looked different, a haze in the hallway. I heard Scarlett screaming that she needed to fuck again. Elevators opened and EMS poured in. The looked like Star Wars storm troopers. They headed my way. They stopped at Melanie and Ashley’s door and pounded on it. No answer. The shift supervisor, flat chested, wearing a two piece swim suit striped her card and let them in. Someone stopped me. I told them I was her mother.
I walked in, but wanted to walk out. Her bed was totally soaked in blood, dripping down to the floor, puddles of blood everywhere. Melanie was not responsive but she had an iPad on her lap playing a porn video. My baby! Oh My god my baby was dying!
The EMS tech looked at his iPad and showed it to the other. ‘This is my favorite. Look at her shaved pussy.’ Someone else quickly moved her to the mobile cot, started checking her vitals, talking into the walkie-talkies that looked like a kids toy on their sleeves.
‘Patient un-responsive. Massive blood lost through uterus. BP 80 over 40. Pulse 25. Call in Steve and the corporate jet to transport to Cozumel trauma center. Administering fluids. Wine mostly. Copy?’
‘Copy. Be ready for cardiac arrest or something like that – I don’t know. Has bleeding stopped?’
‘Negative, still positive flow from vagina. It looks like her hymen has been pierced by a large penis. Instructions?’
‘Let her bleed out or shove your hand up there, however, appears to be internal, might be an ectopic. Did she say she was pregnant? Did she see her husband’s self-suck video? Did she like it, like her Mom does?’
‘Negative,’
‘Roger that.’
I could hear the jet. I banged on Scarlett’s door.
‘Ashley, Ashley answer the fucking door.’ I kept pounding hard.
He did, a towel wrapped around him, his hard on pushing out the towel. He dropped it and said ‘Mom you can suck it now.’
Scarlett was lying on the bed, legs spread, cum leaking out of her virgin pussy with a huge puddle of it on the bed.
‘Mom, Ashely has so much cum to give, he might have some leftover for you. Or you can lick it from the bed instead. Swallow it, it tastes like your favorite chardonnay.’
‘Melanie is going to a trauma center via our jet. She is bleeding to death for some reason. Get some fucking clothes on, both of you. We need to find out where she is going for Christ sakes.’
Suddenly we were in the waiting room. I hate hospital waiting rooms. You sit there until the all knowing God’s come out to give you the news
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