Bottom Regrets

[Guest btchbyl]

1) knowing who took my virginity. wouldve been hotter not knowing who they were (my first fuck was a group fuck where i was the bottom)

2) using a rubber even once

 

[ErosWired]

On 4/20/2018 at 9:25 AM, btchbyl said:

my first fuck was a group fuck where i was the bottom

Wow. Not that many guys can say that plural people took their virginity. What were the circumstances? Was that even a little bit traumatic at the time, however you might feel about it now? I ask because some guys might place that among their regrets.

[ErosWired]

1. Like @takingdeepanal, I didn't start bottoming for men until I was 37. I regret the lost time so. much. I've done my everloving best to make up for it since, and have had a wild, experimental, and orgasm-filled time of it, but I will never be able to stop wondering what might have been if I had started when I was in my 20s.

2. It took me so long to put religion into perspective.

3. I've never done any real porn. I don't count my own xTube vids - I did those years ago in my mid-20s and they're just solo. I would love to have footage of men breeding me, and not just close-cropped cock-in-ass shots - I mean full-body, facial expressions, total audio, the works, with like, decent lighting, focused camera angles, and production values. But I'm afraid I'm only porn-star material on the inside, where it feels great to a Top, not on the outside. I had a moment with a late-20-something at a bathhouse a couple of weeks ago; I was on top of him riding his cock, and he said to me, "You're a lot sexier than in your pics." I decided that was a compliment.

[Guest btchbyl]

12 hours ago, ErosWired said:

Wow. Not that many guys can say that plural people took their virginity. What were the circumstances? Was that even a little bit traumatic at the time, however you might feel about it now? I ask because some guys might place that among their regrets.

it was with a group of friends all in our early teens. we were playing truth or dare in a garden shed behind a friends house. it started out simple but turned into daring each other to pull our pants down and show our dicks and asses. then it was a dare to jerk off in front of each other for a minute until everyone was jerking off. then i was dared to let one of them stick his dick up my ass and fuck it in and out of my hole for a few minutes while the others watched. then i was dared to let all of them have turns at my ass for a minute. since it really didnt hurt that much and it felt kind of good to feel a the friction of a dick pumping in and out of my hole i let them do it. we kept doing that til one of them shot his load up my ass. i can say i could feel the sperm shooting up my ass that first time and it felt weird. it also made me really fucking hard to know that another boy just used my ass and shot his load in my butt so i let all of them do it. i think there were 5 or 6 of them. i cant remember exactly how many of them were in the shed now. i took their loads more then once in that shed that day while on all 4s on the wood floor. each load that went up my ass made the next fuck feel even better. after the last fuck my hole was a little sore and their sperm was leaking out but even that felt good and made me want to do it again in the future. it wasnt at all traumatic and im glad i did it because it felt good and it was an unusual first time experience that not a lot of guys can say they had. but now i kind of wish it had been a sleazier first time like being on all 4s at a dirty rest area with my ass poking out under the stall door and getting fucked anon by men i coudnt see. although i did that a few years later when i was 20.

Edited April 22, 2018 by btchbyl

[Guest BBlincs]

My only regret is not taking cock sooner. I waited until my early 30’s (I’m now 40) 

[Eptxbttm]

Chickening out when first starting out as a teen. Missing out on some guys I’m sure we’re good fucks. It has taken time but I’m being a better bottom. At least I can say I have never had a condom in me. 

[gaysk8er86]

On 4/18/2018 at 8:43 PM, eagerbott83 said:

My biggest regret as a bottom at age 40, after becoming sexually active at age 13 is that I didn't keep track. Someone asked me how many guys I've been with, and between the old AOL days in the 90s, CL in the 2000s until recently, and then A4A and other places, and getting the courage to go to bathhouses and sex parties in the past 5+ years - I literally have no idea how many guys I've sucked or have fucked me. 

If I had to guess, I'd say I'm probably over 50 cocks have been in one of my holes? 

 

Am I the only one who regrets not keeping track?

id say the same. In between CL, A4A, grindr, Squirt, Bookstores and bath houses, ive taken probably over 50+ cocks in my holes. Ive swallowed over 20 loads too and been bred atleast 8 times. Cant get enough cum

[punaman]

got fucked the first time at 12 or 13 by my friend Tim. Loved it and we did it often. Only regret was not acting on more guys when I got the gaydar alert-even back then.  I have taken a lot of dick up my ass and more in my mouth. Started anon sex at around 17 at rest stops and bookstores. Stopped for awhile at the height of AIDS but that didn't last too long. Still neg even though all my friends were dying.  I'd say hundreds of blow jobs and probably over 100 raw loads in my ass over the years.

[Guest bayareadl]

1.  Breaking off my relationship with my "Uncle" Bill when I was 17.  He had raped me at 13 and we had a sexual relationship for 4 years.  He made me into the bottom I am today.  I went through a period of "I think I am straight" when I was 17 and we never hooked up again.  

2.  That I didn't go through the "must have a condom on to fuck me" period from 18 to 32.   I hooked up with at least 70 guys during that time and could have had all the loads I received from them in my ass (talking about 100's of loads when you account for FB's)

3.  That I didn't try to hook up with my gay cousin earlier.   He had been out for a long time and I always wished I had done something with him.  It wasn't until a family funeral when I finally hooked up with him. 

Those are the regrets.   My goal now is to have no more regrets in regards to my sex life and taking loads.  

[Guest ff-whole]

Not knowing what I know and like now and chickening out while hitchhiking in Australia and getting a ride with a horny bear... I always wonder what would have happened if I didn't tell him Ozzy girls where so hot... I am still bi-sexual, but he had his dick hanging out his shorts, and after that he cut a promised long ride short...

I was 21 and had lot's of chances but just was too scared and inexperienced.

[NLbear]

I still think about my "What If" moment. I was 17, going to college and needed a room in the big city. So mid summer I went there several times hunting for a room which was not easy to find. At one point I responded to an ad to see a room in a house with 4 guys. Was brought to the living room. All four guys in shorts and shirtless. My gaydar went through the roof. On offer were two tiny rooms ups upstairs, one just big enough for a bed and the other just big enough for a desk and chair. Very disappointing. Funny things was all doors in all rooms upstairs had been removed. They really tried to sell it to me. Said it saved space, they all got along great so who needed doors? I could feel the sexual tension and two guys were very sexy, especially the one who showed me the rooms. Kept looking at me in a certain way. I didn't have any sexual experience at that time but could tell these guys were sharing more than just the house. I chickened out but never forgot it. What if I had taken those two rooms?

I found another room in a different house (mixed boys/girls). As luck would have it I found out not much later that the cruising park was around the corner there ;-) Spent may nights there hunting after I got my cherry popped in the video store by the sales guy. But always imagined what would have happened if I had moved in with those four guys.

[Guest takingdeepanal]

12 minutes ago, NLbear said:

I still think about my "What If" moment. I was 17, going to college and needed a room in the big city. So mid summer I went there several times hunting for a room which was not easy to find. At one point I responded to an ad to see a room in a house with 4 guys. Was brought to the living room. All four guys in shorts and shirtless. My gaydar went through the roof. On offer were two tiny rooms ups upstairs, one just big enough for a bed and the other just big enough for a desk and chair. Very disappointing. Funny things was all doors in all rooms upstairs had been removed. They really tried to sell it to me. Said it saved space, they all got along great so who needed doors? I could feel the sexual tension and two guys were very sexy, especially the one who showed me the rooms. Kept looking at me in a certain way. I didn't have any sexual experience at that time but could tell these guys were sharing more than just the house. I chickened out but never forgot it. What if I had taken those two rooms?

I found another room in a different house (mixed boys/girls). As luck would have it I found out not much later that the cruising park was around the corner there ;-) Spent may nights there hunting after I got my cherry popped in the video store by the sales guy. But always imagined what would have happened if I had moved in with those four guys.

Sounds like the basis for a hot chemsex story from yourself

[Ozpig]

Having been fucked and bred thousands of times I have absolutely no regrets whatsoever. I have thoroughly appreciated every centimetre of stick cock pumped into me and every drop of seed deposited in me. Have been a totally unashamed slut for 30 years and still have a no cock or load refused ethic 

[Filthpig69]

I have a few "what if" moments myself, around my mid to late teen years, 6th/7th form high school chums and other people I heard stories about, other guys that gave bjs and that sort of thing. I knew I was gay from around 15 or so. Had some crushes, one boy was hanging out with a lot, we used to get up to mischief as teens do (nothing sexual as such, although he did get changed around me a couple of times, which was hot. Loved seeing him in those boxers. He teased me once, just playfully, grabbing his crotch and dancing around like a stripper....hah. I should have taken it farther.) He was really into WWE and wrestling so we'd wrestle from time to time. He pinned me down one time and, basically lying on top of me, I swear he got a hard on. Someone else at school told me he sucked other guys off, I wished for a while after high school that I did something about it, I was kind of a late bloomer though, didn't really finish going through puberty until my early 20s, so I was keen but nervous about my lack of pubic/body hair and penis size etc. Silly lad, eh?... If I knew then what I do now.... 

There was another kid that I didn't socialise much with in school but he knew some of my female friends, and he was fairly friendly with me when I did speak to him, he was extremely camp/effeminate and twinky, and I did have a wee crush, but being naive and inexperienced, didn't try anything and couldn't really tell if he was interested in me, I bet he was and would have loved me to get rough with him... heh. Again, I was a nervous teen, and the odd run in I had with him was relegated to chit chat. Not even a kiss..... ugh. Haha. Ideas of what we could do together became a fantasy shortly after, also.

I started cruising parks and toilets in my early 20s, started with saunas and bookstores a few years after. 

Not too many regrets, but I wish someone had told me about douching, good quality lubes and butt plugs earlier. 

[Phallarchist]

Not realizing earlier that raw sex is required for real male satisfaction. I understood the need for seed. I always insisted on swallowing. But, despite some experiences with broken condoms that should have led me directly into unprotected penetration, I failed to take proper heed of the vast difference in sensation and intimacy. If I had taken it as a goal, I could have badgered some of those boys into giving me direct access to their guts. In truth, many of them wouldn't have required much convincing. I could have had a much better life.