I recently met with an elderly lady, a friend of my neighbor. The old lady mentioned that she felt like driving hard, but she was lonely and a bit shy. The neighbor introduced us and I have to admit that it was intensely crazy! After entering the house of a filigree lady with big tits and a small talk that lasted a few minutes, the lady took off everything and reached into my shorts (shy, sure!) With a quick movement she pulled out my cock and violently pulled back the foreskin until it hurt me. At the same time, my cock became stiff as wood. My "shy" mistress began to give me a blowjob, and quite hard, too. She bit my glans and teased the frenulum. It hurt like hell but after a few moments I gushed cum on her tits! I hadn't had that kind of action before. She licked the cum off greedily and began to mash my glans up and down with two fingers - it hurt a little, but I also quickly exploded with cum! Was I moving into the SM position? I enjoyed it very much :D
My cock likes to be licked and sucked, so there would be more cum :)
It's hard to say. The old lady had a very wet and trained pussy and a great ass. I could feel her muscles and orgasm. The boy also had a great ass and fucking men's asses is still quite rare for me, so I guess this orgasm was stronger ;)
So far, I had the best orgasm a few months ago at a private orgy with masks. I was invited to this ball by my neighbor, saying that there will be various friends of hers and mine too, and maybe I will know someone by their pussy or cock ;) At the entrance, I was kissed by a plump boobed old lady with a big cunt. Watching several couples, I felt my cock getting hard. It was quickly licked by another lady and... The two of them beautifully pimped each other out with their fat asses. One hole, the other hole until I felt a growing stream of cum shoot deep into pussy. After a while, I felt my cock hard again, the titsier lady gave me a blowjob. But in such a way that my thighs trembled. She irritated the frenulum, foreskin and played with my balls.
Before I reached orgasm once again, I met a guy who wanted me to take him from behind. It was a neighbor's cousin, with whom we had played frotting before. He had a bubble butt and my cock went in like butter. By the way he was doing himself good and I quickly gave him a blowjob. A few minutes later I felt his butt and my own thighs trembling. I was shooting cum and shooting cum! It was very exciting.
Later, I had similar orgasms and, in fact, another equally strong one. These I somehow remembered because, except for my neighbor's cousin, I don't know who I fucked. And that was an added bonus too!
I would have gushed cum on the black outfit :)
I recently came to visit my mother's elderly friend to mow her lawn. The friend is in her 60s, a bit pudgy and has huge hanging boobs. That day she was wearing a thin T-shirt and shorts that emphasized her curves. When I saw this, momentarily my cock got hard. I felt like fucking her from behind in front of the neighbors :D I went to change clothes. As I pulled down my panties I hooked my cock, a few more moves and I was already gushing cum. I had to put on other shorts and left the uspermed ones on the chair. When I finished the job I noticed that those panties were no longer in cum and I felt cum from my mom's friend when she gave me juice. Mmm, I wonder what she was doing.... Sticky fingers ;)