At what age did you lose your Anal V Card?

Still got mine; never giving it up!

22 with my 2nd ever bf, now husband of 11 years. I'm almost exclusively a top but let him have a go every now and again

You people are boring.

33 by a 21 yo

R3 sorry our experiences don't live up to your Penthouse expectations. tell us about you sneaking into The Eagle with a fake ID and getting gangbanged for hours. we will be so impressed. honest

Raped by my employer until I was bleeding. Older than me, when I was 21. Satisfied?

R6 not at all. that's horrible

Age 15 by another 15 year old. We continued through high school.

At 21, with a gorgeous professor 12 years older who was Persian/Iranian (or his family was).

Perfect dick - big but not too big.

One of the most skilled tops I've ever been with. Truly awesome experience.

I was 19 the first time I bottomed. He was 23. I didn’t enjoy it very much. I enjoyed it even less a couple days later when I discovered he had given me crabs.

I just turned 15. He picked me up downtown. He was 42. This was in 1989 when the aids was still a thing. His dick was about 6 inches.

Half Italian half German guy when I was 18. Stopped over at his place and then we fucked and it was like... I don't know. Felt amazing. Felt so good I was just moaning while he did what he needed to do. I think I pre-came for about an hour straight because I had never felt anything like that before. I apologized for making a mess on his sheets. LOL. It was... incredible feeling. He had a fuckin' nice dick.

Now that I've fucked other guys, I understand that I was giving him a compliment.

And he was 7 inches easy and thick, hence the actual pleasure

R13 Good that you enjoyed your hole that way with a nice sized dick.

I was 17 and embarrassed thinking I was a late bloomer.

Let my manager fuck me- got a nice raise too!

R14 I soiled the sheets underneath me when I was getting fucked with cum. I thought I was going to get in trouble for it. LOL

Didn't know it was a compliment

Thanks Joe!

I wish mine had been with a much older man. Like true "daddy" age

Bryan Singer when I was 15

no seriously R18

Never, top only. The idea never appealed to me. Fortunately, it seems like there are way more bottoms than tops.

Then why did you post in this thread?

The title is clear, "At what age did you lose your Anal V(irginity) Card?".

Do you feel better now that you've informed the internet that you're a top?

Should we all have a new found respect and admiration for your lack of being penetrated anally?

Tried it twice with the same guy when I was 23. Hated it. Not did/do I enjoy fucking a guy.

So I'm neither bottom not top. Only way I get hard is by getting sucked. Love long, slow, deep, sloppy/slurpy 69 with both of us pumping out loads in each other's mouths at the same time.

Some of the best looking and sexiest guys I've met have also been oral-only. Including one rather well-known model who has been frequently discussed on this site.

R15 Hot! Manager where? McDonald's?

R20 Please send photos of your cock

R23, it was at a local coffee shop where I worked as a barista to make a little money after school. My parents wanted me to develop a good work ethic, but all I learned is it’s easier to climb the corporate ladder when you bend over for the boss!

I was 18. He was 20something. I didn’t want to do it and it hurt. I told him and he didn’t really care. Afterward I told him that and he got angry because he said I was accusing him of rape, which I wasn’t really. I took responsibility for ultimately deciding to do it. It seemed like an inevitable thing to do.

R17 = Shawn Mendes.

20/21 and he was late 40's I believe, very gentle and soft spoken so was comfortable. Huge cock but didn't realize the ramifications til the next day. Could barely sit to drive. The pot, wine and poppers helped. Fucked him too so was a pretty interesting night. Met several times after.

Who are the stupid people here responding the troll op and his one of MANY "Tell me about your sex lives" threads?

This ISN'T a gay person, you know? It's a troll from 4chan.

Jesus fuck people

66, and I can still wear white. Even after Labor Day.

17, at my parents country house in Tuscany. He was a 24 year old American grad student (though he looked much older) who was living with us and I'd been crushing on him all summer.

It was peachy.

I was 30. He was 32. We were co-workers. He had a huge dick. I had held out to do it with someone who I was in love with. He wound up putting my heart in a blender and tortured me for at least 2 years after. Loved leading me on and I was just a conquest. That said- I have no regrets. He was great in bed and the perfect first anal. I still have dreams about him and even though I have a long time partner, he’s the one that lit me up inside. It’s ok to have a tragic love story. Makes a person more interesting. Or so I would like to think.

R32 I’m sorry but I love tragic love stories. People don’t get that we can be with someone and still think of and want a certain EX. I love this. Some exes hold special places with us.

Both 19, and he was in fact very very large, overall larger than anyone I've known since. That said it was not the simple walk in the park that some of these other posters seem to have had. He had way more experience and he taught me about anal hygiene and worked on loosening me up for a few days before he ever tried to put it in me, then went very slow for the last four inches or so. The first time he was fully inside felt like my esophagus was going to come shooting out of my mouth. It was over a week before he could fuck me with abandon. Same thing with me going down on him. at first it felt like I was going to pass out by the time my nose hit his pubes, But I finally learned how and when to breathe and lost my gag reflex.

17 and he was 27-28. Tried to make I happen but it was way too painful. Bled for weeks after - which scared the shit out of me in the age of AIDS. I didn’t try aginfor years.

Both 12. We'd been Best Friends since we were toddlers and grew up (secretly) gay together. I know 12 is young but it was just two kids experimenting. We kept at it regularly until we were 18 and moved away to university.

We met up recently and as always happens when we meet up we discussed how lucky we were to have had each other but also how unusual it was for a close friendship to be so sexualised. I think we were both in love with each other slightly, but we've never actually admitted it.

Amazed this is still up.

R36 do you guys still hook up? And why not come clean about the feelings, unless you're both with other people

55, 15 years ago.

We were both 14. Used his mom’s Crisco as lube. Took turns topping. It was a mess. Shit infused Crisco is impossible to clean up. Didn’t stop us. We did it every day after school. After the first week we changed our lube to hand lotion. Shampoo was the worst lube ever. Obviously this was the pre-AIDS period of the late 70s/ early 80s. When you could only buy KY and condoms at pharmacies.

I lost mine at around 24. I wish I felt more pleasure from bottoming. I've only bottomed three times in my life. However, if a guy exudes the right type of swagger and big dick energy, then I would bottom more often.

I was in my early 20's and just remembering that strange sensation like I was taking a shit. He kept telling me to relax.

22 I think.

I've only actually ENJOYED being fucked once. And that was when I was 30.

19 w my first bf. He was 28 & hung tiny. I was too nervous to really enjoy it & things got messy, but with a bit of practice I became the olympic level sodomite I am today.

Nobody is hung tiny, moron.

Dear Lord in Heaven!

"...if a guy exudes the right type of swagger and big dick energy, then I would bottom more often."

Our Lady of High Standards.

hahaha..R47..ikr!!!

[quote] "...if a guy exudes the right type of swagger and big dick energy, then I would bottom more often."

I NEVER eat December snowflakes.

I always wait until JANuary!

Was a top until I got my anal cherry popped at age 33 by a guy who was 43.

The main reason I did it was I was so bored being a top.

Now I'm happily vers

[quote] even though I have a long time partner, he’s the one that lit me up inside.

My story exactly

While "shit infused Crisco" is not the most pleasant of images, DAMN I am jealous of r36 and r40. I was so lonely and horny in high school. I had friends, but they were all massively straight and I wasn't attracted to any of them. And as we lived out in bumfuck, any trips to the big gay city were basically out of the question. As tough as those years were, having a cock to suck/ride regularly would have made them a whole lot easier.

Why do people think teens getting fucked by 40 year olds is cool? It’s not.

Thankfully I hated anal sex when I first tried it at 17 in 1984. Made it easy to adhere to safe sex. I focused on oral sex - to the point that it is the main form of sex I enjoy 30+ years later. Though I have tried and enjoyed it recently, I’m too old now to be a bottom - and for health reasons, it’s probably best to avoid.

I was 23 and he was 24 or 25. It was ok (romantic and not too awkward), but it confirmed that I am mostly a top. In the years since, I've only bottomed a few times and only really enjoyed it with one boyfriend.

I was 17; he was 35 (but thought I was 18).

I was 26. He was about 40. No, I was not scared.

I was 9 and he was 72

Cuban American investment banker. Sexy. Hung, Charming. Not particularly handsome. He did it well. I was in my mid 20's!

13, Father Ford after mass,,did him until 10th grade,,he got transferred

All these big dick stories just tells me a lot of you don't seem to get out too much, because I can assure you, there are many many MANY guys with small dicks out there.

and yet we were clever enough, R61, to sniff out a hot big dick to deflower our precious rosebuds.

I was 22 and he was 22/23. I really liked it, we were a couple for a few months and he was a virgin as well and we both alternated on top.....he had an umbeliavably tight ass and a superb body . I dumped him hard as I wanted to fuck around. Looking back on it he was my perfect type....short and no body hair and somewhat v shaped. His dick wasnt very big which probably factored in my dumping him at the time. At that point I was a revved up sex maniac and was on fire, probably no different than most other 22 year olds. Eventually I completely got into bottoming and was probably a power bottom for a while.

37 years after my 2 months with my first boyfriend I looked him up as he is living in the same city I moved back to after all those years and we got together. I apologized for my behavior ...I also got the impression he wanted to hit the sheets again which was extremely flaterring but I passed the opportunity which I probaby should have just gone for......... He had a long term boyfriend of like 25 years that seemed to be mysteriously absent that day and I just didnt want to go there in that scenerio/

I had my first experience with a dildo when I was 16. I was too afraid to be inexperienced in inexperienced hands. I bled a bit.

When a guy topped me a few years later, I was happy to have known what to expect. He was even better than the dildo and I still remember his heat, beautiful face, and sweet, deep kisses.

[quote] He was even better than the dildo

One would hope so

[quote] I can assure you, there are many many MANY guys with small dicks out there.

And all of them are drying their tears on the jockstraps of big dicked dudes.

What is it with you guys and big dicks? I don’t like them very big. They hurt and are work. I like a normal, average dick.

Never got the love for “big dicks”. Porn really got to you all.

For me R67, My prostate has never been sensitive and bottoming for a dick of average girth is just a lot of pressure without a lot of pleasure unless the guy topping really knows how to work a prostate. A girthy dick gives me almost immediate pleasure, but I'm not able to bottom for more than 15-20 minutes before I'm just done with it I'll have a prostate orgasm and be ready for him to finish and get the fuck out of me.

A dick of average girth I can bottom for extended periods without needing a break, but I may never achieve orgasm at all during the encounter. So if I'm all about a tops pleasure, I'm fine with an average dick. If I'm in it for my pleasure I need it thick.

I need a fat long dick in my puss-he!

Filthy whores all of you

Did you call him by your name, R31?

"Why do people think teens getting fucked by 40-year-olds is cool? It’s not."

Yeah! You tell 'em!!!

Sick bastards!!!

Oh, by the way, anyone need a movie directed?

At 18 I was as picked up in Penn Station by a bisexual Puerto- Rican. He blew me in a bathroom. He then took me to his apartment, taking the subway. He said he was a photographer, specializing in stage sets. He lived near Central Park I think. He wasn't big, but it hurt. I fucked him some too. After, I felt like I had done something wrong and was scared of being found out. This was 1979. I don't remember his name and always wondered if he made it through the AIDS crisis.

I was 20 when I was lost my virginity to my first boy friend, who was 38.

I lost mine to a dildo at 16.

33. Meth changed me into a bottom

Oh, That's what the Rick Astley song is about? "Never gonna give you up, never gonna let you down"

He's keeping his v-card?

R73 A Puerto Rican who wasn't big?

I've never heard of such a thing. I've only ever seen them in size "Jumbo"

I was a sweet young thing of 18. He was a drag queen at a local bar and about 35. We lived in the same small apartment building. Primarily, we were friends. But at 18, I was always horny.

We were hanging out one evening in his apartment. And what happens happened. Bing, bang, boom... and I have drag queen's dick buried deep in my ass. For the first time. It wasn't romantic, but it was fun.

What a buncha whimps. My first time was 16 with the fat end of a bat. ...Way up there....Dry.

Fell in love. It was the best way to beat my meat in high school.

I’m a masculine, dominant top. So mine is fully intact and will remain so for the rest of my life.

I'm waiting for that special someone. Hopefully I will find him soon... my anus is very hungry, as you know.

Around 26-27 years old. It was horribly painful. Totally without pleasure. Never did it again and no desire to do so. I'm 60 now.

R78 so true! Also: girthy, swollen, rockhard, uncut, 10 inches.

R84 Ah, a "small"?

I keep hoping MascDomTop is a joke account. Because nothing sells masculinity as well as announcing it three times over.

There are, regrettably, SissyTops. Fortunately, there are MascBottoms.

I was 22 and the guy was 45. He was a bodybuilder and an astrologer. It’s still one of the best fucks I’ve ever had and we were casual fuck partners for a few years afterwards.

He could have gone with

MascDomJockTop

or even

MascDomBiJockTop

or

MascDomBiJockTopGFOutOfTownForWeekend

The "Dom" part is what gives him away though R86

Because only a homo would know what "Dom" meant or care to be thought of one ;)

R89 Cough. Dom can also mean Bondage. Women who play on gay sites really should learn the lingo.

"...an astrologer."

Did he analyze the moon in Uranus?

I was 20. He was my boyfriend (now husband) and 26. Super romantic. He talked me through all of it. I think his dick is huge, but it’s kind of the only one I’ve had.

That's sweet.

Yes. No one can top that.

I was 21 and hellbent on losing my assginity. I entered the Boots and Saddle bar and spotted him across the room. It was far from love at first sight but I convinced myself that he could do the job. He bought me a lite beer and shortly thereafter he lead me back to his studio apartment on 14th Street. It was dark, dank and sparsely-furnished: at the opposite end of the room was a foam mattress on the floor beside an industrial strength size can of Crisco. I deliberately failed to disclose that this was my first time.

There was no foreplay and I was uncharcteristically passive. He had a small dick (five inches at most) and as I recall, I barely felt him penetrate me. I felt nothing. After a few minutes of tentative thrusts, he remained still inside me. I was clueless to the fact that he had gone limp and had emptied his beer-filled bladder into my guts. Again, I felt nothing. He eventually pulled out his wormlike, miniscule penis and rolled over to the other side of the bed. When I attempted to rise he called out in a panicked voice, “Wait! Where are you going?.” I suppose he was concerned that I might let loose on his threadbare sheets. In retrospect, I wish that I had.

I was clueless. It was not a night of magic. I felt nothing.

My friend, Maxine, lost her virginity to a Hebrew National hot dog

I was 18 and my top was 20. I was lucky that he was a good top as he was slow and massaged me and gave me poppers while we did it. Geez, that was in 1978!

23 and he was 23 and I loved it.

[QUOTE]I keep hoping MascDomTop is a joke account

It’s time to put those hopes to bed. I’m real, and I’m one of the last true tops left. The thought of being penetrated has never even crossed my mind.

I still haven’t. I’m a top.

Fooled around a lot, mostly in cars, but at 19, had sex on a bed for the first time and went all the way.

R100 how was it?

I was 81, and I wish it had been earlier because it cleared up any confusion--I am a top, through and through. Ever since, I never have any doubt--I will only hook up with someone once I'm sure I'm a bottom.

(Now, I'm feeling kind of sentimental because my "bottoming experience" was in DC for the March on Washington in 1993. Oh, the parties that weekend. I've got such a boner just remembering.

I was twelve. His name was Palo. We were both in the Legislative Youth Program. He was a few years older than I… very cute… dark curly hair… dreamy eyes...

r101: Meh. But it made me want to try it again, with someone a bit hotter. .

This is one of those stealth NAMBLA threads, right, where some freak wants to hear about what DLers did when they were 14.

31--even though I had lost my oral and mutual j/o card at 18.

[quote] I was [bold]81,[/bold] and I wish it had been earlier because it cleared up any confusion--I am a top, through and through. Ever since, I never have any doubt--I will only hook up with someone once I'm sure I'm a bottom. (Now, I'm feeling kind of sentimental because my "bottoming experience" was in DC for the March on Washington in 1993.

So by simple math, we can see you're telling us you're now 107 years old.

Wow!

25. hung latin banker 10 years older than me. Had been topping for 10 years. Not sure why I waited so long. It was great, but kept mostly topping for another 10-15 years. When I think all the prime cock I could have hoovered into my young ass! Oh well.

14, by the new Priest. He railed for an entire summer until he got moved.

23, hated it, been a total top since.

I was 15

23. Grad school. My roommate's boyfriend, who ended up dumping him for me. It was awkward the rest of the year.

30 - by my first boyfriend.

It was ok - but the truth is I don’t really like fucking, either top or bottom.

Never

'I’m a masculine, dominant top. So mine is fully intact and will remain so for the rest of my life. '

Sweetheart, you're still a faggot

In high school, gay was all about sucking dick. That's all I did and all I ever wanted.

In college, at about 20 or 21, I went to a bathouse in nyc (1981, St. Marks Baths) and in one of the group rooms I found myself on my back with an older black man (in his 40's, my guess) on top of me, having worked his cock into my ass. He was pretty smooth about it and it didn't hurt at all. Next thing I know, he's fucking me like a jackhammer. I wasn't crazy about it, it took me a while to try it again - but with a less anonymous partner.