18. The guy didn''t know what he was doing. Ow! I felt like one of those straight guys on satyr.com who don''t know what hit them.
13. It was with this really hot neighbor guy.
I was 10.
Father Callaghan''s favorite altar boy.
15- my high school romance. His name was Pat.%0D
The night of my 21st birthday. A (straight) buddy took me out for my first legal drink and stuff happened.
19 - just moved to New York for college. Went out clubbing and a very handsome older man with salt and paper hair (late 30s?) approached me and we went back to his place. He was very tall and had an anaconda dick so it was a fun and painful (in a good way).\
It didn''t hurt that I was rip roaring drunk so I was able to relax enough to let him inside me. Other guys had attempted to fuck me in the past but I was too tight-assed (figuratively and literally) for it to happen then.\
Before that I was just doing oral stuff here and there with the closet cases in my high school.
with my 1st boyfriend. Hurt like Hell and he stopped. We tried four months later and it was heaven - did it twice in a Row it was so successful
31. I waited a long time. I still hate it.
How did some of you guys wait so long. I was 13 and practically begging for it. I turned into something of a little whore, letting just about anyone stick it in me. I guess I was just born to be a bottom.
The Saturday after my 16th birthday, when I got my driver''s license and headed in to the big city alone.
72. Didn''t like it much, but you do what you have to.
20. Got picked up at the "frat" bar on campus. Took me to a Comfort Inn, where we split the $18 room rate. Screwed me with no lube, just spit. Came inside me with no rubber. Didn''t bother to help me get off (or even help me realize I could just help that along myself.) Still loved every minute.
25....I knew I had no interest in it, but I figured I should try it before I wrote it off. He was not particularly big, so it wasn''t painful and was in fact fine, but as I suspected it was much like playing with my nipples. Perfectly pleasant but does nothing for me. I have since bottomed only 4 other times, at the request of my boyfriend of 20 years. He didn''t much like it either but we did it to shake things up every and then, but it always ended with us flipping back to what we like best.
The orgasm of a bottom is much stronger than that of a top. Something about hitting the prostate that does not compare.
THAT''S because being submissive means being in total control
Do thermometers count? Because if so, I was about 6 mos.
R18 please explain more, I just don''t get that. Sincerely, how does being submissive mean that you are in total control?
15. I lost my ass cherry to Doug during a sleepover at his house. He plunged it in hard and fast and showed none of the customary mercies. I thought "Do I REALLY want it to be like this?" but a second later it was over. It had been like that whether I liked it or not.
Tried it several times since I was 20 (I''m 43). Everytime it hurt like hell and I felt weird the day after, as if my bowels had been "re-arranged" in the wrong order.%0D\
Not for me, thanks!
19. I was in college and went with a friend and some of his friends to a movie. Afterward we had a gathering at the apartment of one them. We had a few drinks. The host was a 30 year old graduate student/teaching assistant. We hit it off and I stayed when everyone else left.\
Later on in bed I turned over and presented my hole to him. His cock was average and he was gentle so it was a good start for my first time.\
I was very eager for it and have enjoyed it MANY times since.
I was 24. I was housesitting for my boss, and thus had the opportunity to have an overnighter. I met him at a local gay bar near closing time. He was in his late 30s, blond, and a very muscular letter carrier (build like ''Rocky'' from the Rocky Horror Picture Show).
I''ve never bottomed. I''ve topped once.
17. He was 27, hairy Italian with a cute mustache.
More bottoming, please
20 - His name was Chris, my first real boyfriend, he was beautiful and had a great cock. Still one of my favorite memories.
Versatile 41 year old
Let''s just say that if it hadn''t been for the hung meth clown and the Twinkies, the shoot for Dawson''s 50 Load Playgroup Weekend would have been rough.
18, a guy I''d been seeing casually slipped his tongue in my hole and I forgot pretty much everything until his cock was buried in me. \
Took 2 years to try it again. Still prefer to top.
[quote]casually slipped his tongue in my hole%0D\
What''s a "meth clown", R29?
You don''t want to know
I was 17 and on spring break during my senior year of high school. The graduate assistant coach (early 20''s, hot) fucked me. He was also seriously hung (8.5 easily), so it was quite an introduction to anal sex. I thought it meant something, but it didn''t. At the next practice, the coach acted like nothing happened and that I was no one special. I wonder if he did any thing with any one else. This was in the early 80''s at a large upper-middle-class suburban high school.
18 or 19, in college. A graduate student was the culprit; he was about 5, I think. A quiet guy, to be sure -- but hung like Man O''War. Hurt like hell (he liked it lube-less, and I was so green I didn''t realize that lube would have been a valid request -- I wanted to pleaaaase him), but got to where it felt incredible. My favorite position was sitting on it, riding up and down. I always came very vocally, but he never did...so silent I never knew if he was through.
at 5 as I was dodging bullets in Darfur.
My buddy and I must have tried it at 15. I don''t remember thinking it was that great because it wasn''t something we did much. I came out at 30 and let my second boyfriend fuck me. He was a bottom and huge and it was awful and still is.
Er, I meant to say "he was about 25..."
How are we defining this? The age I actually had another man''s dick up my ass? 27. The age I first stuck a finger or other phallic object up my ass? About 15 or 16.
I think I was about 30. I came out late. It was pleasurable, but guys I dated wouldn''t let me fuck them because they thought my dick was too big. "Oh no, you ain''t comin at me with that."\
I didn''t know having a big dick was a good thing, and really developed a complex about it.\
THEN, I met a guy who loved it. I''d never fucked anyone before. Katie bar the door, he still loves it.
18 - with one of my fellow freshmen (who then became my fraternity brother). We fucked like rabbits (taking turns - in our dorm rooms, in the woods, in my bedroom at my parents house - he even jacked me off when I was in the hospital recoveding from eye surgery!) and sucked like there was no tomorrow (even while I was driving). He has a nice slnder long dick - cut.
Ole Texas Ho
In my sister''s bathroom in the 10th grade. I was 15 and my friend wanted to fuck me. We were supposed to be watching "Hello, Dolly!" in the den while my dad was grilling out back. We weren''t watching "Hello, Dolly!", my friend was plowing me up against the sink.
And part of the reason was that I had no idea how the entire ass/clean, ass/shit thing went. Not a clue and no one to ask.\
Was everyone''s first time miraculously clean? I''m serious. Were you all just lucky?
Not that clean, but not a filthy mess either
I thought that this was about bottoming for the fist time!
But I leave it off my resume.
Late 20''s--I hated it--didn''t try it again for a couple of years-now I''m just a big ole bottom. Poppers helped.
I bought a vibrating dildo at age 18 and I''ve never Looked back
19. I was dating an older guy (among others) who was well hung and was patiently warming me up to anal without pressuring me. Then one night I went out with someone else, got a little drunk and ended up bottoming for him. \
He had a short little dick and no finesse, so the experience was all jibbity-jabbity, jibbity-jabbity. Ecch.\
The older guy I was seeing later showed me that bottoming could be a pleasure, but I''ve never really taken to it, and rarely do it.
19; he really took advantage of me, but I couldn''t say no either.%0D\
It hurt; I asked him to take it.%0D\
I was looking for intimacy and friendship; not necessarily to get fucked.%0D\
26. He was a bottom but I made him fuck me. Not very memorable.
With the DJ
18. A senior fucked the hell out of me, on request; smokin'' hot. Thanks, ML!
15-- my high school boyfriend who was a year older.
Some gay couples in a top/bottom relationship take the gender roles too seriously..
Like this couple for example..\
They are cute though...
19. I was a sophomore at a small college in Ohio. I was "closeted" (asexual virgin) and knew of only 2 gay guys on campus. One was my roommate and another was a guy that my roommate met through the campus''s very, very small LGBT support group.%0D\
The guy was a walking orgasm. Blazing hot and country bumpkin-style sweet and friendly. A few weeks after meeting him, I practically threw myself at him after a game of (dorky, I know) drunken Truth or Dare. %0D\
He had a single room so we went there to fuck. I topped, too. Wild and unforgettable night. %0D\
Only later did I learn why he had a single dorm room--mental issues including uncontrollable rage. Which turned out to also be wild and unforgettable, but not in a good way.
19, attempt. 19 1/4 - what is the big fucking deal (pun intended)? 19 1/2 - third times a charm. 19 3/4 - starting to really like this... - 20 - rocket to the moon!
when I came out later in life
14. His name was Ed. It was 1977 so we barebacked. It wasn''t clean. Both of us ended up with shit on our dicks, pubes and ass. The next time we did it we washed up first and used condoms I stole from my dad.
Last time was 30.%0D\
I''m 46 now.%0D\
5. (yes. really.) he was 6.%0D\
Have been a bottom all my life, and I''ve never looked back... (oh, you know what I mean.
55. Never again.
r67, 5 and 6 years old????????%0D\
I was 19 in my date's dorm room with his room mate on the other side, separated by a few tall bookshelves, which is why I didn't scream from the initial pain.
I was flat on my stomach, not knowing anything. The guy lubed me up with some sort of strawberry flavored de-sensitizing cream and probably some coke (he'd been rimming me, which sort of shocked me with disgust but felt pretty good).
The cream didn't work for me, but kept him fucking me all night to the tunes of Bette Midler, who I knew nothing about. Bette Midler's eyes from several wall posters were watching me. I had been introduced to him at dinner in the dinning hall after complaining to a friend I'd known since grade school that I was gay and bored, so he said "hey! I know a gay". After a while it felt OK, but mostly I liked the intimacy of a warm body on me.
The next morning everyone got up, had breakfast and walked to Calculus class together, as if nothing unusual happened. I just sat there thinking how I'd been fucked all night by a Bette Midler queen.
Several boyfriends later, I discovered the pleasures of bottoming.
I was 8 he was 16 i had no idea what I was doing. It hurt at first but i don''t remember hating it. my second time i was 13 he was 14, it hurt but i enjoyed it! I knew then that I would be fucked for the rest of my life and so far I do. love it, love it, love it!!!
It was Bruce. He was rough with me. And kinda cold afterwards, but he bought me a motorcycle.
21. It was my first time going to a gay bar - alone, even. And I went home with this muscular older guy - in his early 40''s, I think. He gave me a good 2-hour of foreplay, with lots of hot bj and rimming to work me up. Then he pulled out the lube and slided it in. He was as hung as a horse (at least 9, for sure), and that was my first time, mind you. It was very, very painful and at the same time, pleasurable. We dated for a couple of months after that.
15. With a much older guy (32). He was very sexy, tan and hairy. He was a waiter at my parents'' Country Club. Spent a few weeks warming me up, and then the rest of the summer fucking my brains out. Loved it. Very sweet, caring guy. Taught me all about being safe and responsible (this was 1985). Last time I saw him was the summer after my freshman year in college, we had a thee-way with his long-time partner where they both fucked me. Fond memories.
18, 19, 20, 21, 22, 23, 24 and then I just couldn''t hold a straight face claiming it was my first time.
21, on my Birthday! But, bottomed very few times, and haven''t bottomed for many years.
Just to add somethig:\
That experience is somehow seared into my memory and psyche, so much so that I enjoyed bottoming. I think it was because of him and of course, that experience. To this very day, I top only at request, or when the vibe is right.
It was called Browning in my youth, and those who did it were called Brownie queens. I never did it for the first time, I just told everyone it was my second time.
I am having my cherry popped for the first time as I type this
I''m cleaning my bathroom bowl.
Fourteen. BIG prefect using California Poppy for lube. In my twenties it got to the stage where I never even bothered to turn round in an orgy to see who was thrusting in there. Then used to go out dancing with it seeping. Good times! Yes, I was a whore, darlin. Still HIV neg.
I had an experience at 19, but it wasn''t good. %0D\
The first time I really enjoyed it was years later when I went for a massage; I was petrified of AIDS (this was in the early ''90s) and so I chose a guy who was clothed in his ad. It read: Legit. No Sex.%0D\
I figured I''d go and be touched and relaxed... we have a long talk about safe sex and all but the next thing I know he''s got me TOTALLY relaxed and manages to open me up. He put on a condom and entered me slowly, patiently and I loved it.%0D\
It spoiled me ever since.
I lost my virginity at 18, but I was terrified to bottom. I still hate it.
Another 16 yo.
I''m saving myself for marriage.
I''m saving myself for Daddy
It happened in 1985, and I was 24. I was out barhopping in DC, and ended up at the Frat House. Usually I just stood in the corner watching the people and the videos and left before closing time. But that night I was house-sitting for my boss and knew that I could stay out all night if I wanted to. I was still closeted and living in a group house.\
A hunky, shorter muscular blond guy in his late 30s chatted me up. His was a postal worker, and I could tell he had a great body. Kissing became groping, and I invited him over. I did not have lube/rubbers, but did locate some butter in my boss''s fridge (very Last Tango in Paris). I got fucked that night, and again in the am. Fortunately, he was not well-endowed.\
But I will always remember that night.
18 and I got paid $200 to do it. I didn''t care for it much, still don''t, but I sure liked having the $200.
Just two weeks after my 13th birthday. He was huge, my age and buddy from school, and I've been a size queen ever since.
19. I picked up a stranger at a bar (I had fake ID) and we went to his car. He wasn't particularly hung, but it still hurt. I just wanted to finally do it, and I bottomed a lot for a few years after that. I'm mostly a top now though...it's been probably 5 years since I bottomed.
16 and I felt like it was a lifetime. I wanted it when I was 13 or 14
None of your business, OP. If you had been curious at that time, you wouldn't be asking me this question today. Suffice to say, "I survived without you."
It was Jim, the HS jock, dream boat, minister's son. All the girls loved him and he loved all the girls.
I was 13, he did not want to play, just wanted me on my belly with my pants off. He had a big cock and it hurt.
He fucked me every now and again all through high school. No talk, no gay shit, get on your belly, spread your cheeks he always said and yes he greased my asshole.
I was 14 and I had to ask my buddy to do it. He wasn't really into it at first but shortly decided it was a ride he liked. He pestered me for the next three years.
17, but didn't bottom often until about 25.
17. He was 19. Did it in the basement of the First Baptist Church in my hometown. PTL!
19.He was forty
19, snuck into a local gay bar with a very obviously fake id. Bartender kept serving me heavy pour drinks. That night, after close, on the pool table.
18 in college with a guy on the swim team.
13. He was 15 and a total god. We did it regularly for 5 years. He was always great in bed and he sucked me off after each time even though he was "straight". When I was 19 I ran into him when I was home from college. He'd gained weight but was still cute. And of course I knew he still had a huge 10". He came over that night And we had an actual date, I made dinner, he dressed up a bit. It was funny. We fucked for hours and he slept over. My folks were out of town. The next night I took him to mans country in Chicago. He was quite popular and loved the attention. Never saw him after that.
24--it's a long story that few would understand......
I was 17 & he was 21 & a semi-famous, then & now, TV soap/movie/music celebrity. I was on a vacation with his family on a cruiseship. He got married to a woman 10 years older a few years latter & has 2-3 kids now. i think I was his first & last gay adventure. He currently appears on an ABC TV show.
15 with my boyfriend. I think because it was the first sex I had, I enjoyed it although not so much in a directly sexual way; more about having a man inside me. In the small town I lived in, AIDS was a rumour from the US, so we didn't use condoms and it did feel different.
Conversely to what many poster have said, I can get the prostate stimulation, but I hate cumming with a guy inside me- the orgasm doesn't really happen.
R45 said:"In my sister's bathroom in the 10th grade. I was 15 and my friend wanted to fuck me. We were supposed to be watching "Hello, Dolly!" in the den while my dad was grilling out back. We weren't watching "Hello, Dolly!", my friend was plowing me up against the sink."
R45...FYI, watching Hello Dolly in the family den when you're 15 is way gayer than being anally penetrated.
And the reason you can't give his name r109?
[quote]And the reason you can't give his name [R109]?
R109 gave his hole. What more do you want.
My first cousin Terry would try and fuck me from about 9 on whenever we got together. I lived on a farm so was easy to get away for a few minutes among the farm buildings. He would get my pants down and climb on top of me. His penis was hard but very small, we had not hit puberty yet. I didn't feel much and don't think he actually penetrated.
My bf had a country cousin trying to fuck him too. Sheesh, what's with you people?
Why are you all so intent on the distinction between top and bottom
? Are you straight, or something?
Yes, r116, we're all straight.
I bottomed for the first time at 18, when I was playing Clue with a friend. He did it to me in the drawing room with a candlestick.
I'm 41 and I've never bottomed,I've never enjoyed any kind of ass stimulation,I've been rimmed and it was Ok but that's about it.
15 and he was 15. We took turns bottoming. he had the most beautiful cock and silky pubes that felt wonderful smashed against my butt when he was in me. We did it over the next 2 years as often as we could.
Never that, dude
I bottomed for the high school quarterback. He was incrediably straight. Girls spread for him just by simply walking down the hall. He was the most popular guy in school. The hottest too. You couldn't get any straighter, but me, being as hot and desirable as I am, he had to have me. He lusted after me, of course. It was incrediable. It was in the back of his Chevy. I recall his hair smelling like Vitalis. That was back in 1950.
60 year old DataLounge Gay Man
You claim to be 60 R124 but your math skills need some work. If you were 17 in 1950, you're pushing 80.
I was 23. Gave it up to my ex-long-term partner. He was very patient getting it in. It definitely hurt but didn't last long because I was so tight. The next day it was like I could still feel him inside me. The next time we did it, it was much better. Then I wanted it all the time. I'm not with him anymore but I'll always remember that first time. I was glad I waited to do it with someone who really cared about me.