u/UndiesKink1993

One of my most memorable nights

Was cleaning up some socials and came across an old fwb I was still friends with and was thinking about how I miss hooking up with him. Figured I'd share what was probably my most memorable night of sex. This was about 10 years ago when I was 21

Back then I'd go up to Seattle every so often to see friends and hang out and naturally I would download Grindr. One winter I met this Asian twink who was 22 , had a toned build to him, and was vers. Honestly, he was super hot to me. Anyways, we started talking a bit and he offered to meet up for drinks since my friends werent able to hang out that night. Long story short, we had a good time over drinks. He initially came out without the intention of hooking up b/c his roommate and his bf were over (and he also had trust issues with going to people's places), but long story short we went back to his place and I fucked him (quietly because the walls were thin). Sex was great, had a good time, and we ended up becoming fwb whenever I'd go back to Seattle

Fast forward about 8 months to the summer, now my 3rd time seeing him overall. He asked me if I wanted to join him, his roommate, and his roommate's bf out for clubbing. Beforehand he had said he wasn't looking to hook up that night just as a heads up but I still agreed

Went to his place, met the roommate and his bf, and we pregamed and went out. Club was great time as we drank and danced. At some point on the dance floor my fwb started dancing behind me and we were grinding. Felt how hard he was and made a joke about it to him and he asked if I minded and I said no. Next thing I know as we're dancing I feel his hand going up my shirt while we're dancing and he starts playing with my nipples which really got me going. He definitely sensed it because then as we were dancing in the middle of the crowd his hand went into my underwear and started teasing my very hard dick. After a few minutes he left to get all 4 of us our last drink

We eventually called it and decided to go back for a night cap at their place. After a bit, figuring nothing was going to happen, I got up to leave and was saying bye to everyone. That's when my fwb got up, kissed me, and unbuckled my pants, then pulled out my dick and started sucking it in front of the roommate and bf. I was shocked but also so incredibly turned on and he was very good and I literally started slouching to the ground because my knees felt weak

He stopped after I was hard and told me to meet me in his room and just left. I was shocked and also embarrassed with my dick out in front of the others. Quickly got my pants kind of up to cover myself and went in my friend's room where he was already down to a jock that just highlighted everything so perfectly. I started taking everything off and we started going at it like animals

I don't even know when, but at one point his roommate and the bf were also in the room and very much making out already down to their underwear and started fucking on the bed next to us. Didn't really end up being a group thing for the most part (my hand was pushed away when I had reached over) but was still hot with those 2 going at it like animals while me and my friend took turns going up and down each other's bodies

Very unexpectedly, I bottomed for only the 2nd time ever that night. To that point I had only ever topped my friend but at when I had started to try to finger him to loosen him up, he got super aggressive and flipped me over and started working on my hole. I don't know if I was just so excited or maybe alcohol had numbed me up a bit, but he went in without any issue and I felt no pain taking his 7 inches despite not having bottomed in literally years

We fucked in a few positions with his roommate getting fucked inches away from me. To finish it off, he started fucking me doggy style and was pulling me back by my neck. My mind was melting from how good it felt and how hot the situation was. Idk when, but they took the same position opposite of us so I was looking face to face with the roommate

I remember him saying he was close to cumming and I reached back to grab his ass and he pulled me back up by the neck again. That's when, even though it mostly wasn't a group thing, his roommate stretch over and started sucking my nipple. I love having my nipples played with and with everything else going on it was just soooooo much and felt so good. I can't remember who came first but I like to remember it as my friend came in me (which felt amazing) which made me cum hands free for the first and only time

Me and my friend both collapsed on the bed with him still inside me and his sweaty body on mine. Idk how long after, the roommate and his bf finished and were also tired. They said goodnight and left the room and my friend told me I could spend the night which I did. We both got under the sheets and knocked out

Next morning I ended up doing breakfast with everyone and literally no mention of what happened or any acknowledgment of it. I wanted to say something but didn't want to be that guy lol

I ended up hooking up with my friend intermittently for a little over a year until he moved out of Seattle but never had another session like that or a group thing with the others too. But damn that was one of the best nights

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u/UndiesKink1993 — 6 days ago

Went on a Europe trip for a few weeks with friends. First stop was Berlin. Bf didn't join us. A bit of background that I'm vers and into kink and my bf is a pure bottom and super vanilla. So when I get a chance I try to have fun and sometimes that means I want to be a major slut

With the time difference my bf would mostly be asleep during my day hours so I took advantage of the fact that my friends and him don't really talk and made up an excuse that I was going to "see family" for a few days. Went and got a hotel by myself

Day 1 I went to a bathhouse and stayed the entire day there determined to get all the dick I could. I started off stationed at glory holes and just sucked off every dick that popped through. Enjoyed and swallowed and easy 15-18 loads there. Kind of lost count at a certain point. Moved my way over to the steam rooms and saunas where I started playing with a few twinks. Mostly hand stuff and playing with each other's nipples. Had one of them cum on my chest before going out separate ways. After a bit of relaxing and sucking and swallowing a few more guys and getting edged and teased for a bit, I made my way over to the sling where I got fucked by 7 or 8 guys with most loads going in me but a few going onto my chest. I know I blew a huge load in the middle of the sling at some point but was feeling so good I don't even know when it happened and just kept enjoying the feeling of getting fucked

Day 2 I went to another bathhouse. Was definitely sore so didn't bottom this time but took my time having fun and relaxing. Sucked more dicks. Topped a few guys throughout the course of the day. Got involved in a mini orgy in the evening where I fucked a few guys and came in 2 of them

Day 3, I had been talking to a guy for a bit before my trip and I went over to his place. He's a vers dom so I was in a harness, jockstrap, and collar with a chain and was his sex slave all day. It was hot being submissive while he fucked me or rode me. Definitely got turned on by him forcing my mouth open and spitting in it

Ended up returning to meet my friends later that night with none of them having any idea. Was sore for a few days but totally worth it. Really wish I could go back and redo the experience but hopefully will get to do it again soon

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u/UndiesKink1993 — 20 days ago

Went on a 2 week vacation with my college friends without my boyfriend. None of them talk to each other so I made up some "family" that lives near where we're vacationing and how I have to do the family thing and go visit them for a few days. No family obviously. Got myself a hotel room for 3 days and had all the fun I could

Took as many anon loads in day 1 as I could. Got fucked by 7 guys and swallowed 3 loads. Next day was at the bathhouse. Blew every dick I could at the glory hole. Fucked a handful of guys. Took so much dick in the sling. Definitely maximized my money. And final day a guy I had already been talking to came over and became my dom. Because of time difference, bf never interrupted. Gave myself enough time to recover before I got home but now that I am I can't stop jacking off to that memory. Really need to try to pull that again some time

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u/UndiesKink1993 — 24 days ago