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Posted

This would have been a difficult question to answer up until about a month ago...now there’s no question. 

About 5-6 months ago I met a guy who has developed into a regular FWB and we get together about once a week or so and have a great time. He’s quite talented, substantially endowed and knows how to use it. He’s introduced me to some new things I hadn’t had the opportunity to try up until now: the sling - always wanted to be in one, but never met anybody who had one and never had the opportunity, and man it’s fucking awesome (his has shock absorber springs on all four chains, excellent padded cuff/straps for your ankles and wrists, large leather sling that has more than enough room for guys even bigger than me (6’2”, 238lbs). He’s extremely T friendly, has a large screen TV in the playroom and no shortage of quality porn. I could go on, but I think you get the picture - he’s a GREAT FWB!  And his partner is also totally cool with everything and has joined us a time or two (so yes, my first threesome as well).

So one afternoon we had a long conversation with my friend about fantasies, desires, curiosities and so on, I admitted to him one of my biggest - if not THE biggest fantasies - was to be the bottom for a group of tops (3 at least, plus me).  This turned him on a lot.  And the following week when we got together he offered to help arrange it for me, and that he’d be willing to host it as well since we’re both comfortable at his place and he has the sling etc already there.  He said a had a few friends in mind that he could reach out to who he had known for a while and trusts, knows their status, and may be up for a group. So two weeks later he had it all set up - 4 tops plus him and me as the bottom to be used and filled by the lot of them.  I was nervous as hell but I was even more excited and  thrilled this was actually going to happen. 

The festivities kicked off at 1:00, I showed up at about 12:40 planning to get cleaned up and relax a little before it all started, but two of his friends were already there so things would get going rather quickly.  We all exchanged pleasantries and established a couple ground rules (things I was not up for - no need to get into those right now) and yes, we were all friendly towards a cloudy night so that helped me quite a bit. Everybody participating was very respectful and happy to join in on my first group. 

The festivities went on until after 10:00pm that night, and by the time all was said and done I was significantly satisfied and worn out in the best way possible. Every one of them topped me at least 2-3 times each, and I enjoyed taking all of their loads in both ends. I had never experienced such intense pleasure before in my entire life, let alone for that long!  I came 3 times that night just from being topped - and that has NEVER happened before.  

Unfortunately I think I’m now spoiled and being part of a group is all I’m able to think about lol 

I’m hopeful it’ll happen again, but in the meantime I am really enjoying the 1-on-1 with my friend and his partner joining in from time to time

 

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  • Upvote 1
Posted

About ten years ago I had a small group of about 8 gents at my home, set up a sling and hopped in  it about 7 AM and didn't get out until midnight. During that entire time I was used by being fucked and having cum periodically fisted deeper inside me. Obviously exhausted at the end but one hell of a big smile.

  • 2 weeks later...
Posted

Oh hands down has to be the first time I was an anon cum dump. Wrote a blog post about it. 

Still trying to top this experience. Hopefully on my NYC trip next month 🤞🤞🤞

Guest BritBottom
Posted (edited)

I really can’t give a definitive answer, been getting fucked since I was 15,  over 40 ish yrs of cock, too many fucks to pick just one 😧

Edited by BritBottom
correction
  • 3 weeks later...
Posted

Best sex ever would have to be the first time getting fucked by a real cock. It was 8, too big for my tight hole but he precum a lot knowing he would be the first to break in. My hole got so wet from it and felt the head popped in, the sensation was great. It was painful when he tried to go further but there's no way i can let it in, so further precum lubing process until he let me take a hit of poppers, man, im telling you, it felt like my hole opened instantly to suck his cock in. he held me tight, kissed and was very verbal. I was enjoying the sensation of his cock pulling all the way but not out and push it gently all the way back in until i told him i was close, as soon as he said he wanted to cum in my ass, I shot hard and he bred me.

  • Like 1
Posted

the best?the first...skinny blonde young man with freckles and a cute butt totally unaware of anything sexual.Seduced in a camper by a man who showed my the ectasy of getting blown to completion and getting fucked and receiving his cum.Heart pounding and scared the whole time.:)

Posted

It’s hard to pick but I think I have to pick the first time I got barebacked. I was visiting Houston for a conference and went to the bathhouse there. I’d been fantasizing about getting fucked raw for awhile but still hadn’t decided to do it yet when I got my locker there and squirted a wad of lube into my ass. I just knew I wanted to get fucked.  I went in the steam room and there was an older guy in there stroking his cock and I went right over and got on my knees to start sucking him. He was covered in sweat and he tasted so good. I looked up at him and asked if he wanted to fuck me. He said yes and I immediately straddled him and kissed him. I could feel the head of his cock against my hole and I was so turned on I didn’t even think about it and eased myself down on to it raw. I couldn’t believe how easily he entered me. I couldn’t believe how good it felt once he was deep inside me. I had second thoughts almost immediately and told him not to cum inside me, which I will forever regret. But he fucked me so good and hard and I never felt as turned on as I did in that moment. He pulled out and shot his load all over me and I was never the same again after that. I just wish he’d bred me. 

  • Like 2
Posted

without a doubt my conversion gangbang not only did I enjoy every cock and load but it was also the most cerebral experience I have had when being gangfucked

  • Like 1

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