I finally did it...

i'm going to do my best to describe what happened to me this morning June 19 2021 when i had my first gay sex experience.

First a little background, back in my 20's i discovered my love of shemale porn. over the years it progressed to femboys then twinks on to muscle studs and matures. sometime in my thirties i found the gay hook up site squirt. in the following years i cammed and chatted with other guys and had some offers to hook up but nerves always got the better of me... or they did until about a 2 months ago.

i had always been a little on again off again with squirt and 2 months ago i was on again just before i got sent out of town for work. getting close to the end of my first trip i was horny and logged on with my phone just to see who was on and i find i have mail. now this has happened before it was usually the canned response or some other dumb offer but this time the guy had taken the time to not just look at my pics and videos but to read and just made the offer to let him know when i was ready for my first time cause he was really into bears and would love to give me my first experience and sent a few pics of his cock with the offer of face pics if i was interested. feeling horny after not jerking off for 2 weeks and seeing his very hot cock i sent him a reply that i was interested but couldn't host and saw that he was married and also couldn't host. i thought that might be the deal breaker until he replied that if i was cool with it he had a buddy who could host which would mean my first time would also be a 3way. once again being very horny i said i could be cool with that if he was ok with a kind of nervous first timer. he said that wouldn't be a problem. now while trying to find a day when i'd be back in town and that worked for them for us to get together (which took the 2 months) we traded pics and talked about things we'd like to happen. i sent him an email on the 14th of june that i was back in town for the week if there was a day that worked for him and his buddy... i got a reply asking if the morning of the 19th worked for me cause it did for them... i said it did. for the sake of the story i'm going to call the guy who first contacted me Ted and his buddy who is hosting Bob.

i got up this morning early so i could take a long shower and clean myself inside and out, dried off but didn't put on deodorant Ted said he liked hairy pits and man scent. He agreed to meet me out front at Bob's at 9:15, i got there a little early. Ted was a little late and my nerves had started to set in but before i could chicken out he pulled up. getting out of our vehicles we greeted each other and he apologized for being late i said no worries, now during this exchange i was hit with a bit of an odd surreal moment when the thought hit me that if every went to plan i would soon have the penis of this man who i just met and am making small talk with in my mouth. as fast as the thought came it went and we walked to the back of a house and went in down to the basement, around the corner was Bob's bedroom.

I followed Ted into the bed room and greeted Bob for the first time he was in a t shirt and underwear, a couple years older then me and also a bear. Bob left the room to do something and Ted started to reassure me that everything was going to be good and we were going to have a lot of fun. he did this while taking off his clothes (Ted is about 20 year holder then me fit and smooth) so i did the same till he was in his briefs and i was in my jock strap (his request from one of the pics i'd sent him) i noticed the bulge in his underwear and a pic of his cock flashed in my head. he told me to sit on the bed and when i did asked me if everything was ok and what would i like to do. i told him the truth i was nervous and asked if he'd take the lead. he asked me to lay down on my stomach, which i did and he started to massage my back down to my ass. around this time Bob had come back and said he was surprised Ted didn't have his tongue buried in my hairy ass (in our e mails Ted would talk alot about his love of my hairy body and how he was going to lick me up, down and tongue fuck my ass) i just gave a little laugh and raised my ass up which was all the invitation Ted need. having never been rimmed i wasn't sure what to expect but damn if it wasn't fucking hot! Ted ate my ass for a while then went back to massaging my back, i felt what must have been Bob's hand start to play with my ass hole i also felt something different then before when Ted had first started, then it clicked Ted had pulled down his briefs while he was rimming me, his hard cock was pressed into my ass cheek.

Bob asked for me to be on my back so Ted got off me and moved to the side that was when i got my first in person look at his hot cock. it was at least 6.5 inches and got thicker as it got to the base where two big balls hung in a nice tight sac. on my back Ted had his hands on my hairy chest and was playing with my cock, Bob started to play with my ass again this time using a toy i didn't see. i took this as my chance to touch the first cock that wasn't mine and stroked Ted, his rock hard cock and felt so good he slide closer to me and i closed the gap to get my first taste of a mans cock. licking the head while i stroked him, he bent down and started sucking me so i stopped stroking and took for the first time a cock in my mouth. it's only now afterward that i can think to myself "I'm a cock sucker, cause i have suck another man's cock" and feel my cock start to get hard, because while in the heat of the moment it seemed like the natural thing to do i had a toy in my ass and a man sucking my cock why wouldn't i, it was so close to my face why wouldn't i suck on this rock hard hog. mid suck Ted moved over top of me and we 69'd while Bob fucked my ass with a toy harder and i started moaning with a mouth full of cock as my hole was drilled with a larger toy. after a while Ted changed positions.

Ted and i had exchanged a number of e mails talking about the things he likes and what i'd like to try. He's very oral and not just sucking cock and rimming i think he licked or sucked almost every part of my body i felt like a piece of meat there for his pleasure and fuck if it didn't feel good. Now along with all the licking and sucking in an email Ted brought up kissing and making out which i guess had been a no go for some other guys he's been with. but with my stroke diet being almost all gay porn at this point men kissing didn't really phase me so i said i'm game, this got him very excited. needless to say that after the 69 he moved on top of me to nuzzle my arm pit, suck on my nipples then pause look me in the eye as our hard cocks are pressed together and i had a hand full of his ass cheek he goes in for a lip crushing tongue twirling kiss. the only way i can really describe it is manly... passionate, yes. gay as hell sure, but so very masculine. while Ted and i are making out Bob takes the toy out of my ass and leaves for a bit. Ted breaks the kiss to move up and straddle my head i take his cock in my mouth and he starts face fucking me. i gag a few times but i'm demined to deep throat him, to show him that i may be a newly minted cocksucker but also i'm good cocksucker. after a few stops and starts to catch my breath Bob walks back in and pulls down his underwear revealing a large uncut cock.

i'm in awe, not only is Bob bigger then Ted but also uncut. he climbs on to the bed and moves in closer so his cock is by my face and that's when i take my second cock and first uncut cock into my mouth. while i'm blowing Bob moving my tongue to explore in his foreskin Ted moves down and starts sucking on me again. it's too much, i had a mouth full of Bob's balls when i felt the start of my orgasm. i stopped sucking his balls to say i was close i thought Ted would stop sucking me but he kept going and i blew in his mouth as i took Bob's uncut monster back into mine. Ted sucked on my softening cock when Bob told him to sit up he wanted to see me suck both their cocks, i couldn't fit both in my mouth so i started rubbing them together as i ran my tongue back and forth. Bob pulled out of my mouth started jerking Ted went back to sucking my soft cock and Bob told me to suck his balls. as my tongue lapped his hot sack he shot his load all over my hairy chest and a couple ropes hit Teds back.

Ted as it turns out as well as staying rock hard all the time also doesn't cum quickly. we did several rounds of him jerking over me, making out, rubbing his cock across my hairy chest and stomach and me sucking him. during a bout of frotting he ask if i'd let him fuck me i said sure i'll try if he's got a lot of lube well turns out Bob's toy did a bit of a number on me and Ted was just too big (for now) so he went back to frotting while i played with his balls. he then shot a load all over my soft cock and balls. we chatted as we cleaned up turns out Bob thought it was my first three some not first time with another man he seem a little shocked when i told him it was both guess i was a little more open minded then some of the first timers they've been with. i gave my thanks for an amazing first gay experience and we all parted ways agreeing that we'd have another go some time in the future.

and that is how during the end of pride week i let my inner f@ggot out and had not only my first time gay sex but also my first gay threesome.