My boss accidently walked in on my girlfriend sucking my cock when I was 16 and things went on from there.
One day my girlfriend and I had skipped school and had gone to a building behind the skating rink I worked at. There was an attached room with a couch, table and bed. My boss was married but sometimes took girls back there and had given me a key so I could use it. We’d been fooling around and were both naked. She was on her knees in front of me while I sat on the couch and was sucking my cock.
We hadn’t heard the door open because the radio was turned up loud. Then I heard a noise. It was my boss who was in his late 30’s and had a daughter my age. His hand was rubbing his cock as he watched my 15 yo GF going down on me. We were both shocked but he told us it was cool and not to stop so after some coaxing she went back to sucking me off. She had a really hot body and was quite well developed for her age and I think was a little turned on having him watch. Especially knowing his daughters was one of her friends.
Once I’d shot off in her mouth she got up & sat beside me as our clothes were on a chair behind him. He promised he wouldn’t tell our parents but said there was something he’d like for us to do for him. At that point he pulled his hard cock out and said he’d like for one of us to suck his dick and it didn’t matter which one. I looked at my GF and said I sure wasn’t going to do it. And without hesitation she got on her knees and started sucking his cock as he reached down fondling her firm young tits.
I got hard watching and he noticed and told me to fuck her. So I got behind her and started fucking her while she kept sucking him off. It surprised us both when he started talking about how much he was enjoying it because my GF reminded him of his daughter and he’d fantasized about catching her with a guy and having her suck him off while her BF fucked her. Surprised us even more when he said she looked just like my GF when she was naked and confessed spying on her in the shower.
I shot my second load in her pussy and soon after he gave her a second load of cum in her mouth. We all sat on the couch and he sucked her tits and then ate her pussy and saying how good my cum tasted inside her. It was getting time where she would be expected home from school so we got dressed & left. It turned out she’d gotten off on what had happened and I did too. I went to work that night and nothing was mentioned about what had happened until we closed.
His daughter worked the snack bar and had left and I’d started cleaning up when he started asking if I’d noticed the tight jeans & top she’d been wearing and didn’t her body look a lot like my GF’s? And I had to agree, but was shocked when he said he could tell she liked me and suggested I ask her out and maybe take her to the room in the storage building and fuck her with the lights on so he could watch through the window. And said my GF wouldn’t have to know and said he knew she’d do it because he’d heard she was a real slut, like her mother.
I was really taken off guard so just agreed and said I’d ask her and see what she said. But the surprises kept on coming as he said he understood why I wouldn’t want to suck his cock with my GF there but suggested I might wan’t to do it then? I told him very firmly I’d never suck his or any other guys dick. That I’d be glad to fuck his daughter or his wife or any other hot girl but I wouldn’t suck a dick.
So he said that was ok. Then said but he’d really like to suck me off. After lots of coaxing I let him suck my cock and as he did he started talking about me fucking his daughter then said he hadn’t said anything about me fucking his wife but since I’d brought it up hed really like that too. And I was getting turned on thinking about his hot daughter and very,very sexy MILF wife. So I soon shot my cum down his throat.
I thought he was just talking shit but a couple of weeks later he wanted me to come over to his house after we closed. His daughter was spending the night with a friend. And when we went in his wife was there waiting in a see-through teddy looking hot as shit. An she wasted no time in leading me to the bedroom and undressing me. I felt like the luckiest guy alive at 16yo with this hot 30 something hottie who’d been a pro skater and was in fantastic shape and had a body like a playboy centerfold.
Soon she was kissing me and rubbing my thick 9′ cock. I started sucking on her big tits and moving my hands over her body as Joe sat and watched. Then she went down and was giving me the best blowjob ever. I couldn’t hold on long and shot off in her mouth but she had me hard again in no time. She straddled me as she guided my hard young cock inside her pussy and started riding me with her big tits bouncing in my face. I was fucking her as hard as I could and she was loving it. I saw a flash & looked over and saw Joe was taking pictures of his hot wife being fucked by a 16yo.
But at that point, I really didn’t care and just kept pounding that pussy. She had several intense orgasms before I finally emptied my 2nd load inside her pussy. I sucked her tits some more and she sucked my cock and got me hard again ” Oh to be 16 again”. She had me fuck her from behind this time and after Joe ran out of film he had her suck his dick while I fucked her like we’d done with my GF Lisa. I shot another load in her pussy and by now we were all pretty well spent. Joe shot his cum all over her tits and that turned me on like crazy and to this day I still like shooting off on a girls tits.
I arranged for Joe to fuck Lisa a couple of times after that and she sucked his cock several times. And he sucked me off a few more times but that stayed between him and me. I fucked his wife one more time. And after he arranged a date for me and his daughter Elle I did get her in the room and she didn’t hesitate to undress and in no time was going down on me. And like Joe wanted I left the light on so he could watch while I fucked his daughters brains out. The only thing Joe got hung up and never made it. But loved hearing me tell him about it.
And Elle wouldn’t go out with me again feeling bad about going out with her friends ” LISA” BF. Though she did fuck me a cpl more times when her parents were gone. It was funny she didn’t feel guilty about that. But a few months later the owner of the skating rink brought in another manager and sent Joe to another city to run a new rink he’d just built. But my experience from this really had a long-lasting effect on my sex life once I was married a cpl of yrs later ” Not to Lisa”. And we were into swinging for over 20-yrs.
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