You tell me what are the chances of this, because I can't figure them out.
At the age of nineteen, I along with another mate of mine my age were invited back to an older woman's home to have sex. My mate had told her about my penis size as we were playing pool in a pub. She'd been flirting with him and he'd told her, it was me who had the large cock. In her home, myself and my friend spent nearly two hours fucking the woman who was in mid fifties, but looked a lot younger. We ended the night with my friend under her with his cock up her pussy and me fucking her really tight arsehole from behind, both emptying our cum up her holes. Before we left she asked me if I'd "visit" her again, but I never did (My mate did though, a few times).
Jump forwards to last April, when I went to party, again with a mate. At the party I had a woman called Jenny who's in her late thirties, offer me a blow job. What she didn't know was, about an hour earlier in the back garden of the house where the party was being held, her husband had sucked me off. That's because in the years from being nineteen to last year, I'd discovered the delights of fucking men as well as women. I was about to tell her I wasn't interested when she cupped my cock and balls. Taking her to the exact spot I'd had her husband suck on my dick, I had her sucking on my cock too. Hoping she'd just want to suck me dry, she instead stood up, turned around and offered me her pussy, by showing me she had no knickers on under her short dress. From my many many fucks with guys over the past few years, I always carried condoms. So getting one from my wallet and slipping it on, I slid my dick into her already dripping c**t. She was super wet and it felt amazing, so without caring about her at all, I literally pounded the bitch. I knew who she was married to, but at that point I didn't care. If he was going to chest on her with me, then who was I to stop her wanting the same. Fucking her for only a few minutes she came on my cock, then asked me if I'd cum in her mouth. Eventually ready to let go, I pulled out, slid the condom off and watched her take my second load of the night.
Six weeks ago I met a great guy who's just turned twenty. Straight away we hit it off and I soon became infatuated with him, as he, his amazing body and his beautifully tight arsehole really really turn me on. We were having the kind of sex I adore and it soon became apparent we were extremely good together in and out of bed. We fucked just about anywhere when the fancy took us and when I say anywhere, I genuinely mean anywhere. In my car, in his car. On a tram ride into town, out in the countryside (A lot), up against public buildings, on a golf course we were walking across, and only last week on our trip back from a short break in Portugal, I had him suck me off at the rear of the plane.
This is where it gets freaky. Arriving back he got a text asking him if he'd like to bring his new "Friend" to a family get together, for a barbecue.
As soon as we walked into the back garden, I met his mother and father. Both of whom had sucked on my cock, and his mother I'd fucked. Totally weird I can tell you. But nothing was said as you can probably guess. Then to top everything after about twenty minutes as I was finishing off my drink, his nan arrived with her new fancy man. The very same older woman my friend and I had fucked when I was nineteen. She did say something, but didn't give it away we'd had sex together. What she did say was "Make sure you treat my grandson right" (Patting my arse) she added "I'm sure you will". I know what she meant, and in some ways I think her daughter and her son in law did too.
Obviously I've not said anything to my boyfriend about what has happened, but like many things in life, these things have a way of coming to the fore. Now I'm wondering if I should tell him everything or just carry on fucking his tight sweet arsehole.