Do you ever think about some of your misssed opportunities?

[R. R. Wayne]

A couple of guys -- let's call them Mark and Joe --whom I knew from high school were planning to transfer from a small college to a larger midwestern Univeristy and I was doing the same thing. While we had gone to high school together we never did much socially and nothing sexually. The three of us drove out in the summer to find off-campus housing. We found a large room in a very old Victorian mansion and shared that for a full year. I don't recall how we got started doing this, but the three of us started jacking off while lying in our own bunks many nights of the week and used to cum in a sock and throw it at each other. Amazingly, I never even attached any homosexual thoughts to what we were doing.

The following year Mark and Joe got a great basement apartment in a private home.
One night Mark and I went out drinking and chasing women. Let me mention that Mark was the scholarly looking type, but very, very funny and girls just loved him. That night we didn't get lucky and so we headed back to Mark and Joe's apartment. Joe was home for the weekend. We were alone. I can't recall the scenario but Mark and I ended up on the bed and removed our clothes and began to jack off. I was amazed. Mark was a little guy but had a huge g cock with a mushroom head on it. I was fascinated. We were both drunk and started to touch each other. Mark kept begging me to suck his cock. I was so afraid that he would "tell" someone that we just ended up jacking each other off. Now here is the amazing part. We never did that again. I wish I would have said: O.K. if you suck me for a minute I will do the same to you. AND I sure would have. And then it would have led to complete oral sex.

At a 40th high school reunion I learned from a "girl friend" of Mark's that he had died of AIDS. I was so pissed at myself for not establishing a cock sucking relationship with Mark. He was gay and I missed that. I am sure we would have enjoyed it, but even though I was sexually active with girls and a single male at home when in college, I never gave it a thought to expand that bi-sexual side of mine at that time.

Life sure is interesting.

[DiamondDog]

Nope.

[harmless]

The wife and I had a 3 year affair with a good friend. Many times during our fooling around I asked If my wife and I could share giving him a blow job. He was always slow to say NO. One nite he came over for coffee and to talk us into the sack. He told me he always wanted to suck me off, but was afraid to ask. We all took a shower, crawled in the sack and took care of the wife's needs first. He and I started off playing with each other's dicks. We were both really HOT. I gave him a small lick, and asked for the same. He backed down. He said he was still afraid. Then he told me I could suck him off if I wanted to. By this time I was disappointing and not in the mood. Too bad, because that was the last time we got together for sex. We are still friends, but he gets real uncomfortable of any subject concerning sex.

[NjbiGuy01]

I went to a party in NYC once. Ritzy apartment on Central Park West. I went looking for a bathroom (it was a huge apartment), and by accident, I walked in on a M/F couple that were playing in a bed..! The top of her dress is down and her tits are flopping around, and he's got her dress hiked up and he's fucking her. I open the door and I'm facing him. He looks up and says "hey man, it's ok, she loves it with two guys"..."are you cut ?". I was about 19 or 20 at the time, and honestly didn't know the answer...! I said, "errr, no thanks" and backed out of the room and closed the door. I wish I answered yes, and jumped in, but I was so knocked out by the situation that I was dumbfounded....

[okie5558]

Yes I miss out on alot of enjoyable fun ,I could have had had I started at a younger age.

[MyTimeNow]

I missed out on a threesome with an ex and my friend (she didn't tell me that she wanted it until afterwards). While we did fuck in front of my friend, I would've preferred the threesome. I used to fantasize about it and what could have happened. Definitely missed.

As okie5558 said, I did miss out on a LOT of opportunities when I was younger and had the chance. Got a lot of offers (for bi experiences) over the years, but in my ignorance, declined them all. Well, you live and learn I suppose.

[Bishyguy1958]

ALL THE TIME!! I had three chances in college, first was a really cute guy who just out of the blue, walked up to me and asked me out. I was so shocked, I just said "No thanks, I don't go that way".

A few weeks later, a friend brought up the subject of Bisexuality. I only figured a few hours after I was home alone, that he was feeling me out. Especially, after he never came back to my apartment again.

Third time, was a year later. I was bound and determined if it ever happened again, I was going for it. An even HOTTER guy asked me out. WTF! I was dating a really hot girl at the time, and we had plans for later that night. I at least left the door open by saying "I'm sorry, I'm seeing someone right now". Actually, it came out more like "I'm sorry I'm seeing someone right now".

Worse....2 hours later, the bitch dumped me, and I couldn't find him ANYWHERE on campus!

Yeah...been mulling those incidents over for YEARS!

Scott

[LibidoWasNeato]

When I was younger, me and one of my friends had started jerking off together. It eventually escalated into us jerking each other off. We had done this a few times at this point and my friend suggest we try blowing each other and also suggested that maybe he could fuck me. I got onto the floor and said that maybe we could 69. He chickened out and changed his mind. I got up and then we started jerking each other off again. He was bigger than me, but he always came a lot faster. It never took much for him to cum all over my hand when jerking him off. Anyway, we ended up just jerking each other off that day and that was it. We continued this several more times but it never went any further than that. I regret not doing more, I would have loved to have blown him at least one time. I also would have loved for him to fuck me too, even if only for a few minutes. He was the only guy I've ever done anything with. I've been asked out by a few guys before, but I'm mostly straight and dating a guy just isn't really my thing. But sex with a guy is still a huge turn-on for me.

[olmizzou42]

Oh yeah! Hindsight is always 20/20!

[fredtyg]

Many missed opportunities I can't get out of my mind. One of the "worst"- worst because it's the one over all the others I wish I hadn't missed- was a good looking guy I used to work with back when we were in our mid- 20s:

He was my same age, weight and height. We even had the same sized cocks (brought it up during guy talk). He was also a somewhat religious catholic guy and a bit naive. I was a closeted homo of the type that would occasionally go out for cock at night, then next day be all embarrassed about it and tell myself I wasn't queer.

At one point the guy got pretty open about his sexual curiosity of guys, right in front of everybody. Hey, we all joked about sucking cock and stuff, but he was totally open about it. In front of a roomful of co- workers he'd say he'd be interested in sucking cock, then motion as if he were doing it. Most of us, myself included, stood by wide eyed as homosexuality was nowhere near as accepted back then as it is now.

In the back of my mind, though, I thought I wouldn't mind getting naked with him. I didn't have the guts to tell him, though, if only because I was struggling with my own homosexuality.

One day during the time he was expressing interest in homosexuality we were out in the locker room after work. I went to the urinal to take a pee and was getting ready to whip my cock out. He walks over and stands next to me, puts his hand down in front of my groin area and makes a grabbing motion as if he wanted to grab my cock.

I think that would have been the time to make a move, but I was nervous if not almost scared, especially still being at work. I didn't say anything but let him keep his hand down in front of my pants. Eventually he stopped and went back to his business.

To this day there's no doubt in my mind had I the presence of mind to just open my pants, expose myself and tell him he could feel me if he wanted, he probably would have done it. I'm pretty sure I could have then said something like, "I like that. Why don't we go to your house and we could do it some more". No doubt in my mind we probably could have gone to his house and continued, as he was quite vulnerable at the time.

I've thought since then it might have become a half way decent, if only temporary, homosexual affair. The only cavaet being the guy had a big mouth. He might well have told others if we'd gotten into a serious homosexual relationship. Still, to this day I regret I didn't do something to help develop his interest homosexuality.

Some years later, after I'd left that job, I got to drinking and thinking about him again. I ended up calling him at work. He was still at the same job. It was a stupid thing to do, being the wrong place and time for a phone pickup, but I told him I was queer, had the hots for him and asked if he was interested in doing some m2m. Nope.

Hard to say whether I would have been more successful if I'd propositioned him in a more private setting, or maybe his interest in homosexuality had waned. Either way, he declined. He also told everyone at work about the phone call. No surprise there. He had a big mouth.

[darkeyes]

Like most I occasionally think of missed opportunities.. not often and don't dwell on them but with several become aware of certain character flaws shall we say after the opportunity was missed.. or escaped more accurately... my lucky escapes.. :eek2:. I sighed a great sigh of relief for some close shaves avoiding what could well have become nightmares.... because more than missed opportunities it is some of those I grabbed with both hands and came to regret... these I think 'bout..one I even dwell on sometimes.. and that did become a nightmare I could well have done without.....:yikes2:

[Trigger2004]

I was 16. and the usual weekend ritual was to go to town and first hit the mall and then cruise downtown. On a particular weekend I was without wheels and without a ride. There was a guy that was older than me, that most of our classmates ridiculed as being gay (I was taught never to treat ppl that way). he had asked me to ride to town with him a cpl times. im not sure if it was because i wasnt mean to him or he sensed something about me or even just had the hots for me, but on this evening I gave him a call and asked if his offer was good for a trip to town and he said sure!...we run the usual circuit as the rest of the kids... with more than one raised eyebrow from my friends i simply explained it was all cool. He suggested we get a little something 2 drink and he wanted wine... i preferred beer... he knew where to buy it he got his wine and I a qt of beer... we both preceeded to catch our own form of a buzz....on our way out of time he started to talk about dicks and how he had this curiosity. He asked if a guy had ever sucked my cock and scared me out of my mind... I knew he was wanting to suck my cock and i was actually wanting to let him...but was scared he would tell everyone @ school... I was petrified! We never went anywhere again....he graduated that year, moved to Atlanta and as I learned came out gloriously.... a few years later He died there... All his obit said was that he died after a short illness.... It was rumored that it was aids... it bothered me that as understanding as I was, always felt maybe if I had been a bit more understanding and allowed him to have what he wanted, he would have been more comfortable here in his home town and wouldnt have left and by that maybe he would still be among us...

[fredtyg]

. All his obit said was that he died after a short illness.... It was rumored that it was aids....

The end of the story reminds me of one missed opportunity I still regret, yet at the same time am probably lucky never happened:

I was in my mid- 20s. I was at some good friends' house and happened to met the lady's brother for the first time. A real cutie a few years younger than I was. Our eye contact seemed almost electrifying as the minute our eyes connected I knew he was queer and he knew I was, or so I felt and still do.

That immediately made me nervous as I was totally closeted and didn't want anyone- especially his sister and her boyfriend to know I was queer (I found out later they suspected I was, anyway). I wanted to say something to him but I couldn't, other than the usual pleasantries, as I figured if I was more than just casual with him, I might give myself away as being queer.

So we pretty much ignored each other, but I thought of him in my fantasies, even jacking off thinking about him a few times. I couldn't get him off my mind but couldn't ask his sister for his phone number as it would be a dead giveaway I was sexually interested in him, or so I thought at the time.

I saw him one other time, albeit in the company of others so still couldn't go further than just saying hello. After that, life moved on and I went on to other things. It wasn't but two or three years later his sister told me he'd died of AIDS.

Wow! I really had the hots for him, but if I'd been able to actually have followed my desires I might well have ended up with AIDS, too. I still wish at the very least I'd been able to acknowledge to him that I was queer and had the hots for him. At least we could have that fond memory of each other.

[MarriedinNJ]

I think about one guy in particular. He was gay and out and we worked together. Sometimes late at night together, alone at the office. I sort of knew that he was flirting with me, but kept thinking that I was not gay so there was no way. One night a friend of his brought us a home made dinner. After they were in his office and I saw them trading blowjobs. They were both well put together and watching my coworker suck his friend's dick was a total turn on. But I was so busy telling myself that I was not gay there was nothing I could do. He must have seen me watching because a couple of days later he brought it up and said he would love to share it with me in person. My (stupid) answer at the time... sorry, I am not gay.

[Coastocoast]

When I was 16 I in really great shape, was into playing guitar in a band and pretty heavy into the partying scene. We were all chasing girls, but one guy in the group never seemed to be. I suspected he might be gay although nobody else did. I initially dismissed my instincts; I was 100% straight but would not have cared if he was. One night the two of us were going to sneak out and party so we each went home around 9:30 and he was supposed to come by my house around 10:30. My room was far removed from the rest of the house so as long as we were quiet it was always private. He came by late at around 11 and I had given up and fallen asleep. I was on my bed, no blanket, in my boxers with no shirt on as it was a warm summer night. I have no idea how long he was there before I opened my eyes, but as I was trying to rally back I had my knee up as we were talking and realized he was able to see up the leg of my boxers and was absolutely checking me out. I guess I was trying to figure out if he was gay as I just stayed there for a while talking and he kept looking. As I rolled off the bed, I could see he was hard as I pulled on some shorts and we headed out. I knew at that moment he was gay and later figured I missed the chance to have experimented with a guy. In retrospect I should have pulled off my boxers, changed in front of him and been more into talking than in a hurry to get dressed. He may have just gone for it or had I joked to him I being horny enough to trade head with him to get off he probably would have said he would do me first. He moved the next year and later became openly gay. He moved to San Francisco right in the height of the early AIDS crisis and died in his late 20's.

[Devinn1972]

I think of my lost chances and sometimes I really want to kick myself. My problem was that at the time I was so neurotic that I thought too much instead of acting on my wishes. I think my biggest regret is that I had the chance to take part in three threesomes (MMF) and I passed on all three chances. I know if I had done them I would have had a complete blast. What kills me the most is that it was three seperate chances and how many people get that opportunity or the chance for even one?

I swear I want to kick myself sometimes.

[BigZipper]

Round about 17 I was dating a girl two years older. Went to her house one evening and shortly after I arrived her parents left for the evening. She asked if I would like to go upstairs to bed. My reply, no not really I'm not tired. Duh.

Had a few opportunities to have male to male encounters as well. Unfortunatley I didn't roll with the punches and now that I'm clearly interested I can't seem to find a partner.

[FunE1]

Well, I had a guy when I was in high school who stayed over at my house regularly. We were watching porn one weekend, when my parents were away, and both sort of stroking ourselves -- but well apart from each other -- when he suddenly looked over and asked me "Do you want to try fucking me in the butt?" Despite having had some oral and manual experiences with some other teen friends, I said "no". No idea why. I always wonder what that might have been like had I said yes.

My biggest regret, however, was saying "I don't know" to a girl I was head-over-heels in love with when I first went in to the Air Force, when she came into my dorm room in her bathrobe and asked me "Do you want me?" She was 22. I was 18 and still fumbly-bumbly when it came to girls and I just didn't know how to deal with this... that was 1985. It would be 2009 when I would find her again (on fB)... married to the guy she started dating just a few months after this event... and still looking almost exactly like she did back then.

I kick my ass every day for that one.

[guywholikesboth]

I was 14 went to a guy from High Schools house he lived near me our school was far way from were we lived. We rode the bus togther.One day asked if I wanted to come over after school said yes. The next day I went 2 stops past my regular to his house. We were in his bed room when he took his hard cock out it was about 8 to 9 inches and big thick head he was j/o I was just watching wen he said why not join me I said no, I had to go and left. I had been sucking cock since 13 and a few guys knew and went thru hell. Didnt want anyone from High School to know I also had a complex about my six incher size since the the first cock I had in my mouth was 11 inces. Also didnt take the chance to do a couple usband showed me nude pics of wife and him and other couples they were swingers. He told me he was bi. His cock was about my size.