The first…

[Tosk224]

Who’s asshole was the first one you saw in all it’s glory, not including porn?

Mine was a girl I met on a night out when I was at the tender age of 17 (I was a bit of a late starter compared to some of my mates). We went back to her place and stared messing around. I have always had a thing about tramp stamps and she had one. Pretty much an instant hardon for me. She bent over for me to take her from behind and I saw her cute little hole. It my first time so, I was never going to last too long but we did do it a few times after. Every time I fucked her, I couldn’t take my eyes off her asshole. Sadly, all she would let me do is look at it.
Not long after, I got a GF who loved being rimmed. She had a sweet hole too, but not as nice as that first one.

With a guy, it was my friend who was bi. We got drunk one night and things got a little hot and heavy. We jumped in the shower when we got to my place, kissing and wanking each other off. When he bent over, wow! I have never seen such a cute asshole on a guy since. As soon as he bent over and spread his cheeks my tongue was in there.
I am getting hard from the memories lol

 

[MusicMan321]

Sounds like you really enjoyed being with a guy

 

[hjsimp_992]

Who’s asshole was the first one you saw in all it’s glory, not including porn?

Mine was a girl I met on a night out when I was at the tender age of 17 (I was a bit of a late starter compared to some of my mates). We went back to her place and stared messing around. I have always had a thing about tramp stamps and she had one. Pretty much an instant hardon for me. She bent over for me to take her from behind and I saw her cute little hole. It my first time so, I was never going to last too long but we did do it a few times after. Every time I fucked her, I couldn’t take my eyes off her asshole. Sadly, all she would let me do is look at it.
Not long after, I got a GF who loved being rimmed. She had a sweet hole too, but not as nice as that first one.

With a guy, it was my friend who was bi. We got drunk one night and things got a little hot and heavy. We jumped in the shower when we got to my place, kissing and wanking each other off. When he bent over, wow! I have never seen such a cute asshole on a guy since. As soon as he bent over and spread his cheeks my tongue was in there.
I am getting hard from the memories lol

Girl I dated in HS was first butthole I saw/licked/fucked.

First guy was a buddy I went to HS with. Hot muscle jock. one day he pulled his shorts down and mooned a group of us. saw it for a good 5 second. Was a bit sweaty, little hair aorund it. Thats when I knew I wanted to lick and mans butthole.

 

[Tosk224]

Sounds like you really enjoyed being with a guy

Well, I married one

 

[USEDCAR]

A friend on a school trip they had a big bathroom with shower stalls and changing rooms and we went into the shower stall and pull down his pants and i fucked him.

 

[PrinceCory]

Who’s asshole was the first one you saw in all it’s glory, not including porn?

A fwb at the ripe old age of 45 for me and he was about 23. We had j/o'd a few times together and he had sucked my dick once or twice. But it wasn't until the first time he asked me to fuck him and he got down on his knee's. For the most part, I'm still not a fan at looking at the hole. I just need to see it long enough to get it in.

 

[biguy732]

In college - my Freshmen year roommate. We were exchanging stories over a few drinks and finally he mooned me - and I gave him a playful spank. After a little bit, next thing I know is that I am fingering and lubing his ass then putting on a condom and he rode my cock. But that was my first time being up close and personal to a butthole.