Biggest Regret?

[Aidsbait]

I would love to have been knocked up on video by a huge group of dominant men.

[Guest]

I wish Id started the party thing much sooner. I was doing underground porn at a yng age and drugs were there. 
 

then, I wish I’d simply gotten fucked for a living rather than a hobby

[Willing]

I had two black men come to my house to buy a junk car, they were strong and had huge hands,  hint, I actually sneaked a couple of pics of them,  they had some kind of jungle language they were talking to each other with,  I was steering the car as they were getting the winch hooked up and by time they got it on the trailer they were sweating and as I stood by them they had a stinch of sweat smell, they payed me for the car, then left. Later I was thinking. Damn I should have invited them inside for a beer and a queer,  I would have invited them into my bedroom for a Boi that could have been their cum dump for the evening 👿

[DarkroomTaker]

2 relationships that I wish I could rub out of my life.

[Pigforcum]

I only have a couple of regrets. One is waiting so long to experience gay sex and the other is not telling a old colleague about my sexuality. He was a older guy and super camp and really nice to chat with. Always wanted to tell him I'm into guys too but never had the courage to

[descartes70817]

My biggest regret goes back to 1975 when, under the belief that I needed a sponsor to start my 'modeling' career, I found myself at a private party full of famous (British) names and faces in the Chelsea district of London, England which was in reality a sex slave auction. The man who set things up didn't mention that beforehand, and I only learned it when a guest by the name of Freddie Mercury told me about it.

The organizer confirmed it quite nonchalantly and told me he already had a bid of 30,000 pounds UK but expected the winning bid to be over 100,000 pounds UK once the foreign buyers arrived, another surprise to me because it never occurred to me that I might end up somewhere like Epstein's island or a Turkish brothel, especially when he also informed me that I would be a literal slave for one full year, or as he worded it "You'll do whatever the fuck you're told to do".

The thought of being an 18 year old fuck-toy for a year for one person's use seemed okay to me but before being slutted out in a foreign country really didn't appeal to me because I was almost exclusively a top back then, so having to be open to all cummers all day every day with no means of escaping until my contract was fulfilled made me decide that the cost of getting into modeling wasn't worth it and so I found a way to sneak out and get away as fast as I could.

Nowadays although I still love topping I also love being bred by guys who I find attractive, but at the age of 18 overweight middle aged men in expensive business suits using me any way they wanted just repulsed me. I often wonder where life would have taken me if I'd allowed myself to be auctioned off and completed my one year contract. My share of 100,000 pounds UK in 1975 is around $900,000 in 2022 money, even if I never did get into a genuine modeling career. I could even have got back on the auction block a few times and possibly saved enough to retire in my 20s.

The decision to sneak away left me working my butt off in the British Army acting as 'straight' as I could and basically becoming a cocksman, taking full advantage of my appeal to women of all ages, and enjoying the attention of both MILFs and high school age girls - all just to cover my true sexuality. If I'd been auctioned and made top dollar for just one year my share of my earnings (less my agent's fees, etc) I'd have had more money in my bank account as I made in 11 years of service, so I guess my regret is chickening out at the last minute.

[Guest]

not giving in to my true nature earlier. 

[Guest]

A very long time ago while on holiday I went out with a VERY handsome Russian tourist wandering around. He kept looking at me like he wanted to fuck my brains out, licking his lips, mantaining eye contact and laughing at my silly jokes. And I didn't understand any of it, simply waved goodbye and never saw him again. 

The way he looked at me... he was probably going to fuck me raw on a park bench or something like that and I would have enjoyed every single second of it. It's incredible how dumb and clueless we can be even when the signals are obvious.

[backdoorjimmy]

When I was a sophomore in high school there was this cute senior I’d been wanting to put out for. I was sure he was into guys but was too scared to hit him up. He gave me his number and we even talked at school a few times.

One Saturday I bumped into him three times while I was out and about. Once at Ace Hardware, once at Macys and once at Food Lion. I ended up going home with a horny ass wondering if he liked me or not.

After he graduated I found out he liked me too, but was leaving for college and I’d blown my chance. Now he’s living in Michigan with his husband. Ugh. I’m sure he was hung like a horse but I didn’t see the signals he was giving me.

[evilalex]

I would have told myself that what other people think of me is none of my business, you're not that insane it's all related to anxiety. I would have gone to university in Montreal (I went to grad school there, but I went to a small school in a small town for my BA). I would have started fucking earlier.

[BannedWord]

A couple of them:

I would have taken more chances. I definitely would have fucked a lot more and not turned down an offer for sex (yeah, I did that). 

I also had a huge crush on a guy when I was 16/17. He was my age, he was gorgeous, funny, engaging, we had fun together, and we knew about our own desires. He gave me the opportunity to make a move and I didn't take it. 😟 I reckon if I had, my life would have been different and I would have been more out and open about my (bi) sexuality than I was. It's a shame that you can't turn the clock back, but you can learn to just take those opportunities because they were right at that time. 

[boy4you]

Wish I grew up in NYC instead of Nebraska. 

[BarebackBrat]

Hard to say regret because I love my wife and have two grown young men who call me dad.  But I’ve been dressing since before grade school, really wish I coulda dressed how I wanted and gone to school. Let it be known what a deviant I was and lived openly all these years. 

[CumBustion]

Not seeing my BF off when he left for Afghanistan. His parents and sister were there. His parents didn’t know he was gay (or in denial) and they didn’t know about me. I didn’t want to embarrass him in front of his fam. Don’ Ask, Don’t Tell was recently repealed and he was gonna come out to them after he came back. He was killed three weeks before he was supposed to return. This could have been us:

[pozboy]

On 4/13/2022 at 3:24 PM, boy4you said:

Wish I grew up in NYC instead of Nebraska. 

what age you think you'd have been poz if that had happened?