First time anal [mm]

A few years ago I was living in Brooklyn and while I was mostly dating women, occasionally I met up with guys on dating apps. The first few times didn’t really go very far – at most a bj, but I never let anyone cum in my mouth. That all changed one weekend afternoon in early summer. I met a guy online in Brooklyn Heights. He was an older guy – maybe about 60 – and I was about 35. (Older guys are my fav when it comes to getting with other men).

I got to his place which was in a nice doorman building and he let me up to his apartment which was on a high floor. The place was really big – probably 3 bedrooms. I got up there and we had a seat on the couch. I was super nervous but he opened a bottle of wine and we got to chatting. Before long we kissed and I reached between his legs and felt his big bulge.

Even though he was older, he was fit (he actually made one of his bedrooms into a gym) and he was hung, I’d guess about 8 inches and thick. He was really the ideal guy for me – hung and older!

Part 2 European bathhouse tag team [mmf]

This is part 2! See my profile to link to part 1!
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She continued to lie on her back, her partners cock in her mouth. She became
increasingly squirmy as she neared climax and couldn’t keep her partner’s cock in her mouth. Eventually her hips bucked and she came hard, with even more liquid coming from her pussy.

I still had no condom but had a big hard on (I’m about 6 inches, cut, with decent girth.) I’m not sure why, but I decided not to get a blowjob from her, even though her partner was encouraging her to give me one. Instead I knelt over her, as she continued to suck on her partner, and masturbated, shooting ropes onto her belly and tits.

My interest quickly subsided once I came and I got up, found a clean towel and mopped up my face. I made eye contact with one of the other guys who had fucked her as I was leaving – “wasn’t she awesome he said”. Yes, she was.

I haven’t been back there since and I must say the whole process took a lot of patience. I often go to the gay nights just because it’s easier to get action, but I would definitely prefer to have the chance to tag team another woman.

Part 1: European bathhouse tag team [mmf]

Trying this in two parts as I can’t seem to post this long story. This is part 1:
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As some of you may know, many European cities have public saunas and bath houses. While many of these are targeted toward gay men, they do often have mixed nights. This is a story about one of those mixed nights. (About me: late 30s American guy, 5’11” about 195lbs)

I consider myself bi, so has been to this club on gay nights previously. It has a locker room, bar area, several private rooms, a big hot tub, sauna and steam room. When I got there, there was a woman in the locker room just leaving and another woman in a towel chatting with a guy at the bar. Probably an additional 20 or so guys variously in the hot tub, sauna, and steam room. As it wasn’t a gay night, everyone was mostly just standing around waiting for some action.

After a little while, an Asian woman and tall European guy arrived. I’d guess she was mid to late 40s, and he in his 50s. They went to the hot tub and were chatting. People mostly left them alone but it was clear they were also the center of attention.

Sexy massage in New Zealand [mf]

A few years ago I did some solo travel in New Zealand. I was in my mid 30s at the time, 5’11” and athletic. After traveling around the country for a couple of weeks I came back to Christchurch before my flight, spending one night there. My flight was in the afternoon and I had some time to kill in the morning after checking out from my AirBnB. I decided to make a booking for a massage, and found a handful of ‘sexy’ massage type places online. I called one of the places up and made a booking with a gal named Jenny (name changed) who was in her early 20s.

When I got there, I rang the doorbell and a girl came to let me in, wearing a sheer neglige. It turned out this was Jenny, but Jenny then came out from one of the rooms and greeted me. She was probably about 5’3”, had dyed blonde hair, and was wearing a red see-through top and matching g string panties. Her boobs looked to be about B cups- she was petite and sexy.

First gay massage [mm]

I received my first gay massage right after graduating from college. In college I had occasionally gone to sex shops and video arcades in town, where I would masturbate and watch other guys masturbate. In retrospect, it must have been super hot for the older guys at these sex shops to watch this young college guy jerking off for them! (I’m a decent looking guy, nearly 6 ft tall, solid 6in cock)

Anyway, I’m bi, with a general preference for women, but I do occasionally get horny thinking about men. The local newspaper used to have an advertisement in the classifieds that read “male masseur searching for male bodies.” This was early days of internet and there was no phone data, so I went to a pay phone and called the number in the ad. The guy picked up and I asked him what he meant by “in search of male bodies.” I was fairly naive then – probably 22 at the time – but he said “why don’t you come over and I’ll show you.”

So I went over to this guys house, in some suburban neighborhood in the town. I was super nervous – had never actually been touched by another guy sexually. His house was a generic ranch, maybe 2 bedrooms.