“Yeah, sorry, I wanted to ask you something actually but I’m plucking up the courage to ask, I don’t know what you’ll say,” she blurted out.
“You can ask me anything, it’s fine,” I answered.
“Do you really like me, like, find me very pretty?” she asked, blushing as she did so.
“Yes, you’re beautiful, I told you Pete is a lucky man, you just don’t see it because you doubt yourself,” I replied.
“Beautiful enough to fuck me?” she said abruptly.
As she said it we stopped at traffic lights. We sat, staring at each other in silence.
“I knew I shouldn’t have asked,” she whispered.
“It’s not that I wouldn’t. but you have a boyfriend and I’m married, and I wouldn’t want it to get awkward at work,” I answered as diplomatically as I could, my erection at the thought of fucking her disagreeing with me.
The rest of the journey was in relative silence, and the only talk was far removed from the conversation, more about work itself. As we pulled up outside her house I saw Pete open and stand in the doorway, watching.
“I’ll just get my things out of the back,” Brook said.
I told her I’d wait and expected her to get out and open the back door, instead, she took off her seatbelt and leaned between the seats to reach into the back. Her round arse was right by my face, just the tight black fabric between me and her hidden gems. I wanted to move my head, playfully pull the fabric with my teeth, to slide my fingers along the crack between her buttocks where the fabric disappeared, but knew Pete was looking on. She seemed to be there for an eternity.
“Sorry,” giggled, “the handle of my bag is stuck on something.”
Trying to pull the bag free made her body jolt backwards, and an image of me behind her naked self, that round arse pushing back onto me as my erection slid into her, flooded my head. My erection was bursting to be set free, and then her face reappeared, all flushed and red.
Brook thanked me for dropping her off, and then got out of the car. Walking towards Pete I saw him mouth something, then Brook shook her head to say no. Pete looked towards me, a disappointed look on his face but he waved goodbye and gave me a thumbs up, presumably for dropping Brook home.
I got home and went in to silence and a note from Stacy saying she’d gone in to work early again. It was more of a pity tonight, despite me not complaining as she got paid extra for overtime, my cock needed some action after having Brook’s arse in my face earlier. The thought of it made my cock twitch again. Not only that but her asking if I’d fuck her too.
Me. In my fifties, balding with grey hair and a pot belly. This young, quiet, but round-arsed girl had asked me to have sex with her. I mulled it over in my head, trying to work out why. I know she was quiet, awkward even, but she was pretty enough that guys her age would be interested in her. Pete was her age after all. I wondered then if Pete knew about this new arrangement.
I was halfway through watching a film on TV when my phone pinged.
“Sorry about earlier, hope we’re still mates,” Brook had typed.
“It’s no problem, it’s forgotten about, there’ll be no problem at work. You’re beautiful, but it wouldn’t be fair on Pete would it?” I responded.
“Fair? It was Pete’s idea,” Brook had replied with a smiley face.
“What do you mean Pete’s idea?” I sent back.
There was a little bit of a pause before a new message came through.
“He wants me to fuck someone else, to make me see someone else fancies me. I’ve only ever slept with him, and he thinks this will help me become more brave, more out there,” she replied.
“He’s encouraging you too? Wow, that’s a big step, he must be very trusting in you then?” I asked.
Again, another pause, it was almost five minutes before a reply came through.
“It’s not so much in trust, he’ll be there watching. Don’t take this the wrong way, but he thinks you’ll be perfect,” she written
“He wants to watch eh? Fair enough. What do you mean I’d be perfect?” I responded.
“Well, you’re married so you’re highly unlikely to tell anyone. And he doesn’t see you as competition,” she said, “sorry if that sounds harsher than it should.”
“Competition?” I put.
“He thinks if he lets me sleep with someone our age, I might be tempted to stay with them afterwards. He thinks with you it will just be a bit of fun,” she messaged.
I didn’t answer for a while, around fifteen minutes passed before my phone went off again.
“Do you need some persuading then, hope this helps.”
There was an attachment with the message, I clicked it and Brook’s arse came into view, her trousers halfway down her thighs and her g-string cutting into her buttocks. Around thirty seconds later a second message, no text but another attachment. This time the trousers and g-string weren’t in shot, but her hands were, pulling her buttocks apart and exposing her holes to me.
Her arsehole was tiny, a light pink colour like a little rosebud, despite her pulling her buttocks apart it barely opened. Her pussy was much the same, very neat, with no big protruding labia everywhere, like they’d all been packed neatly away. Her hands in the shot told me Pete had taken the pictures.
“Very nice, when did you take those?” I asked.
“Just know silly, Pete said he thinks it will change your mind. Do you still need convincing?”
I hesitated before answering and decided to push my luck.
“Yeah, I need more convincing than that, and show me you’re doing them now too,” I asked.
The next picture was Brook lying forward on the bed, arse pointing directly at me as her feet were planted on the floor. Her hands pointed towards the TV, the programme on it had the station in the corner. I quickly changed my TV to that channel just in time to see the same scene just finishing.
Another message, this time Brook was lying on her back, legs spread and pointing right up, holding today’s newspaper across her stomach. I could see now she was enjoying this, as the first signs of her pussy being wet showed.
“Convinced now?” she asked.
“Not quite,” I replied with a smiley face.
A similar picture came through, still on her back but with two fingers now in her pussy. Her top half was covered with a long-sleeved jumper, that was also pulled up over her face.
“Camera shy?” I asked.
“A little yes, it’s my first time doing anything like this too,” she said.
“Pete said if you’re still not convinced, can I phone you if your wife isn’t in?”
I wondered what my wife had to do with it, but told her yes anyway. The pictures had already made my mind up, but I was intrigued now. I wondered what she’d say, probably tell me to stop dreaming that this young pretty thing wanted me. We’d had encounters with others while we were younger, always telling the other either before or after, but those days were long gone or so we’d thought.
My phone rang, it was a video call. I answered it and saw a hand moving the phone. I turned mine sideways in time to see Brook’s arse move away from the phone. She walked towards their bed, and I saw her arm jerking, until she turned around, facing towards the screen.
Brook parted her legs and used one hand to lift her jumper a little, holding it to her stomach. I couldn’t see much further up with the angle that the phone was at. She lifted one leg a little, Pete was lying on the bed. Brook held his erection, not that big at around six inches long, and slid herself down onto it. It took her a while to take him in, her loud groans telling me she was a tight fit, but eventually, she was sitting with him all inside her. My view was his legs and cock, with her legs on either side of him, and the base of her stomach.
Brook started to ride him, slowly, groaning loudly each time she sank onto his cock. I watched intently, staring at her pussy, instinctively releasing my cock from its confines. I stroked, matching her rhythm, her hands on his knees.
“Can you see me?” she asked in between moans.
“Sort of, I can’t see your face though, but I thought you’d done that on purpose,” I answered.
I watched as she slid herself off Pete’s cock and walked back towards the phone. She moved to the side of it, and the screen moved a little. I could see Pete now looking towards the screen.
“That looks better,” I told her, “put your feet up on the bed too.”
I saw Brook walk back towards the bed, turn and smile at the camera. Taking the same position as just, she eased down onto Pete’s cock, this time a little easier. She turned and said something to Pete, whose hands appeared on her hips. I assumed it was to steady her and she lifted her legs one at a time and planted her feet on either side of Pete’s legs.
She started riding again, her face screwed up, biting her lip as she rode him. She started getting quicker, her mouth opened wide as her moans and groans got louder. Her hair was down, billowing about as she moved, it made a change from being tied up.
“Lift your jumper,” I shouted out.
Brook did so, and I gasped. Like her arse seemed too big and round for her small petite frame, so did her heaving breasts. She couldn’t have been more than a 30 or 32, but those were big round and firm, at least a C cup. The works uniform certainly hid them well. She played with her nipples with both hands, tweaking them, and now and again putting her fingers into her mouth to wet them, and then rubbing her nipples until they were both erect and large.
Her jumper kept slipping back down while her hands were busy, and before I got the chance to suggest it she lifted it up and over her head, throwing it on the floor. Now her hair mischievously covered her breasts, and she used her hands to rub it across her nipples, eventually pushing it back behind her shoulders. Each time she loosed it, the force of her riding on Pete made it fall back in front of her, and each time she’d grab it and hold it above her head, not once breaking her stride.
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