Did you top or bottom for your first time?

[rareboy]

^ Well now I am intrigued.

 

[belamyi]

You are horny... you nasty old fart.

 

[uncut7in]

I was inexperienced sexually when I met my first partner. He fucked me so I could see how it's done, then I fucked him.

 

[USEDCAR]

Top

With a friend on a school trip he bent over and i put it in and the feeling was amazing.

 

[belamyi]

Oh, wait, now I actually read the title... top, of course... but I bottomed, or tried, a lot more back at 19.

 

[m1thousand]

I chose to bottom because I thought it would be easy. I wouldnt have to worry about getting an erection. But I realize that there are other aspects that you have to think about when you are a bottom. Being clean, for example

 

[belamyi]

^ Didn't you also realize, at the same time, that being a lazy ass doesn't equal being a loose end...

 

[jjonn3]

Well there was a lot of oral that went on before anal was ever considered...

But when we finally went that far I was bottom. He had been to an all boys boarding school so said he knew how to do it. Ended up the main thing he knew about fucking was how to get me to agree to bend over that first time!

 

[LVpowerBTTM]

I bottom my 1st time having sex with a man. And I fell in love with being a bottom that same day

 

[nycguydowntown]

I only topped until I had a bf who wanted us to be versatile- of course he had an 8 inch d - so was a painful 2 years.…never again.

 

[ChristianGianni]

You missed the "Hint, hint Reischfleger!"

My bad sorry .. perhaps you'll have to give me a good and ing

 

[PrinceCory]

Have only ever topped, but never say never right

Bottomed. My friend and I were just messing around and decided to try it. It went right in and it didn't even hurt. It hurt like hell the second time, though.

I chose to bottom because I thought it would be easy. I wouldnt have to worry about getting an erection. But I realize that there are other aspects that you have to think about when you are a bottom. Being clean, for example

I started late in life (45'ish) in having any sexual contact with guys. I had previous to that, been naked with a couple of women but nothing really happened (which was my fault because I was/am shy and not interested in women). My first several times messing around with a guy started out as mutual masterbation, then jacking each other, and then moved on to oral. Then one day he asked me if I wanted to fuck him and so I was the top. I have still, to this day, not been a bottom but would sure like to try it with someone with a smaller that average dick.

 

[PrinceCory]

Have only ever topped, but never say never right

I gotta ask. And this is coming from an unexperienced gay man. If you have topped several times or many many times, aren't you curious as to how it would be to bottom? I guess I could understand if you and a big slong dong and knew you caused many guys pain...and didn't want to experience that pain. But aren't you curious?

 

[PrinceCory]

Bottomed. My friend and I were just messing around and decided to try it. It went right in and it didn't even hurt. It hurt like hell the second time, though.

Why didn't it hurt the second time? Was it with a different guy that wasn't willing to take it easy?

 

[ChristianGianni]

I gotta ask. And this is coming from an unexperienced gay man. If you have topped several times or many many times, aren't you curious as to how it would be to bottom? I guess I could understand if you and a big slong dong and knew you caused many guys pain...and didn't want to experience that pain. But aren't you curious?

I'm tall over 6 foot and most guys always assume (rightly) that I'm a Top, but when Bottoms tell me that I don't know what I'm missing, yeah, it makes me curious, that's why I said never say never.

 

[belamyi]

^ Resist, do not yield to the Dark Side

Leave Chris alone, you old pervs, he gets enough daily screwing at work.

 

[butterfinger]

Bottomed. My friend and I were just messing around and decided to try it. It went right in and it didn't even hurt. It hurt like hell the second time, though.

Weird how that happens. I’ve never done anything with a male but I’ve tried a dildo a couple times. By the second time I thought I was used to it and on the third time instead of going slow I pushed the whole thing in. Ouuuuuuuch!

 

[coltonhaynes]

I think only counting anal sex towards losing your virginity is a heteronormative way of thinking.

I consider I lost my virginity in 2013, at the age of 22, but all we did was exchange blowjobs.

6 years and plenty of man-on-man-action later I had anal sex the first time. I was active. But I didn't consider it my first time.
-------
Btw yes, I know I was old for either. It's a result of childhood trauma

 

[Latimer]

I probably first saw pictures of this red figure vase when I was still a kid, may eight or nine years old. Found it very sexy. Much more so than the N.C. Wyeth representations. I like the way he's straining against the ropes lashing him to the mast.

'Walk on the Wild Side" was an inspiration to check out street hustling a few times, just for the kicks.

https://hadrian6.tumblr.com%2Fpost%2F57095428896

The Wyeth Ulysses is way too Christ-like.

 

[PrinceCory]

Why didn't it hurt the second time? Was it with a different guy that wasn't willing to take it easy?

@Peloso - I should have proof read that better. I meant to say, Why DID it hurt so much the second time?