Alias Detective 1,179 Posted January 28, 2018 Another interesting thread which could get some funny. BB should knock this out of the park! Share this post Link to post Share on other sites
lickin_starfish 1,482 Posted January 28, 2018 I didn't do ass-to-mouth with your mom like she wanted me to. Share this post Link to post Share on other sites
Alias Detective 1,179 Posted January 28, 2018 College time I hooked up with a sleazy DZ (Delta Zeta) and got the crabs, so I learned. I was 17 and didn't and didn't really know why I was so focking itchy down there. Well, 3 months later, I'm still itching to beat hell down there AND playing summer ball in a city 3 hours from home. I finally can't stand it and go to the ER to see what was the problem. In comes a HOT female Dr. wearing, I kid you not, a gown, rubber gloves, booties, a hair net hat, a face mask, goggles a spelunking light on her forehead and a giant pair of tweezers in her hand. She takes one look and says yep, you need a prescription strength medication to get rid of your crabs. This is at 2:30 am. ....the hospital pharmacy was closed BUT due to th severity of my crabs, they opened it up and gave me a massive dose of stuff to kill the eggs and crabs. Worst experience involving the sex EVAH! 1 Share this post Link to post Share on other sites
titans&bucs&bearsohmy! 2,745 Posted January 28, 2018 Passed on a three way with my girlfriend and my female roommate in college. Haunts me still. Share this post Link to post Share on other sites
IGotWorms 3,315 Posted January 28, 2018 Didnt bang enough of em when I was younger, too damn picky 1 Share this post Link to post Share on other sites
The Elevator Killer 497 Posted January 28, 2018 Chewing my arm off. I should have just woke that ugly b!tch up. Share this post Link to post Share on other sites
nzoner 936 Posted January 28, 2018 Passed on a three way with my girlfriend and my female roommate in college. Haunts me still. As it should Share this post Link to post Share on other sites
MDC 5,895 Posted January 28, 2018 I didn't do ass-to-mouth with your mom like she wanted me to. Its not too late to lick her pucker. Share this post Link to post Share on other sites
kilroy69 994 Posted January 28, 2018 My biggest sexual regret is that i have not banged every woman not related to me yet between the ages of 18 and 50. Share this post Link to post Share on other sites
Bier Meister 1,514 Posted January 28, 2018 I was too faithful when I shouldn't have been. One threesome I should have taken much further. Another.... One of the ladies was a little reserved. Didn't take pajama bottoms off. Top off she was kissing and licking the other lady.... Getting me off, etc. Found out next day she was on the rag. Had I known, I could have been much more creative. Share this post Link to post Share on other sites
EternalShinyAndChrome 2,524 Posted January 28, 2018 Passed on a three way with my girlfriend and my female roommate in college. Haunts me still. I just lost all respect for you. That's just shameful. Share this post Link to post Share on other sites
jerryskids 5,207 Posted January 28, 2018 I think I've told this here before but... in HS there was a girl named Sandy, cute little blond. We were on a bus back from a band trip, somehow ended sitting next to her. I find myself laying in her lap, and her face moved down toward mine. Being the suave guy I was I said to her... wait for it... "What?" She giggled and lifted her face back up, and the moment was gone. The final kick in the nuts is that she ended up dating a friend of mine and we found out she was a sexual freak. Well, he experienced it, I just heard about it. Share this post Link to post Share on other sites
Filthy Fernadez 2,696 Posted January 28, 2018 I've had my share of women but could have seriously crushed it in the military and when I moved to Georgia. Missed signals, opportunities, not pursuing enough. Share this post Link to post Share on other sites
nzoner 936 Posted January 28, 2018 I think I've told this here before but... in HS there was a girl named Sandy, cute little blond. We were on a bus back from a band trip, somehow ended sitting next to her. I find myself laying in her lap, and her face moved down toward mine. Being the suave guy I was I said to her... wait for it... "What?" She giggled and lifted her face back up, and the moment was gone. This one time at band camp Share this post Link to post Share on other sites
jerryskids 5,207 Posted January 28, 2018 This one time at band camp I was not your typical band kid; I lettered in two sports as well. Like I've said before, while the football players sat next to other sweaty football players on the way home from games, I sat next to cuties like Sandy (and occasionally focked them up. ). Share this post Link to post Share on other sites
Bier Meister 1,514 Posted January 28, 2018 I was not your typical band kid; I lettered in two sports as well. Like I've said before, while the football players sat next to other sweaty football players on the way home from games, I sat next to cuties like Sandy (and occasionally focked them up. ). were you stranded at the drive in? Share this post Link to post Share on other sites
Djgb13 2,338 Posted January 28, 2018 Passed on a three way with my girlfriend and my female roommate in college. Haunts me still. I didnt pass on a 3 way willingly. I had been working it a lot and eating little. Went to the lake for the weekend with a girl, her bf, and two other girls (one that had pushed the girl with the bf to invite me). Got really drunk early doing shots with the guy. Ended up passing out on the bed and both of the girls came in wanting to hook up in a three way but I was too far gone. Biggest regret to this day Share this post Link to post Share on other sites
Bad Santa 24 Posted January 28, 2018 My biggest sexual regret is that i have not banged every woman not related to me yet between the ages of 18 and 50. No regrets for having sex the the ones that were related to you? Share this post Link to post Share on other sites
Fireballer 2,384 Posted January 28, 2018 Spring Break 1997, Cancun. I walked away from banging this total freak in a club. When I say freak, this chick had her hand in my shorts and trying to stick her finger in my a$$ while we we dancing. Backstory- we went down as a group, 8 of us. This one dude and I had a strained relationship since he had been trying to chase a girl the past year, and she was into me, and not him. I knew the dude would run his mouth and fuk it up for me when I got back home. That girl is currently my wife. I still wonder how freaky that chick was. Luckily, I was able to slide away a few times with other girls that week. Damn those were good days. I walked into a club and this one chick walked up and grabbed me and starting kissing me. Then she wrote her room number on my arm with her lipstick. Damn what a night! Share this post Link to post Share on other sites
shotsup 832 Posted January 28, 2018 HS chick also named Sandy. Fooled around a little. She blew under the desk in class once. When it came time to try and seal the deal she said she was saving her virginity for her future husband but I can pound her in the ass all I want. I turned it down. Don't really regret it but it's a Story for thisnthread. Share this post Link to post Share on other sites
nzoner 936 Posted January 29, 2018 Senior year of high school a 27 year old Latino moves in next door with her brother,she had a couple of small kids but was still in great shape.Anyhow we hit it off and I started spending time at her place especially after we found out we both liked to get stoned.Her brother worked a lot but came and went frequently.Anyhow one night we're listening to records and out of the blue she asks if I'd ever had a BJ with ice cubes in the girls mouf.I said no and she asks if I'd like one So there we are refrigerator door open jeans around my knees and she's going beast mode when one of the kids starts calling out her name as he's coming down the hallway.We don't think we were seen but still too close for comfort and shortly after that she reconnected with some guy she'd went to school with and that was that,but oh I still think about her and what could've been in my sexual education. Share this post Link to post Share on other sites
titans&bucs&bearsohmy! 2,745 Posted January 29, 2018 I just lost all respect for you. That's just shameful. I know. The girlfriend brought it up. The roommate was bi. Would have been easy. But oh no, we were in love, and that would get weird, and it would probably be best no to I said. If I could go back in time and kick my own ass... Share this post Link to post Share on other sites
frank 2,147 Posted January 29, 2018 If I could go back in time and kick my own ass... If you can go back in time, do the 3 way. Share this post Link to post Share on other sites
MDC 5,895 Posted January 29, 2018 If you can go back in time, do the 3 way. Wouldnt it be a 4 way then? Share this post Link to post Share on other sites
WhiteWonder 2,172 Posted January 29, 2018 my biggest sexual regret is the time GF's parents didn't use a rubber..... Share this post Link to post Share on other sites
titans&bucs&bearsohmy! 2,745 Posted January 29, 2018 If you can go back in time, do the 3 way. The point would be to go back, kick my own ass, and tell myself to quit being a stoopid poosay and do it. Man that could have been sweet if it went well. The three of us practically lived together since one was my roommate and the other was my girlfriend. Could have been a crazy year. But no. Share this post Link to post Share on other sites
The Elevator Killer 497 Posted January 29, 2018 The point would be to go back, kick my own ass, and tell myself to quit being a stoopid poosay and do it. Man that could have been sweet if it went well. The three of us practically lived together since one was my roommate and the other was my girlfriend. Could have been a crazy year. But no. Yeah. That would have turned bad at the next argument. Good decision. Share this post Link to post Share on other sites
mighty_thor 115 Posted January 29, 2018 In college and high school there were a few chicks I should have pursued. Too dumb to pick up on signals. After college it was the opposite. Never missed a signal but woke up next to some scary chicks. Share this post Link to post Share on other sites
titans&bucs&bearsohmy! 2,745 Posted January 29, 2018 Yeah. That would have turned bad at the next argument. Good decision. Yeah, but in hindsight the experience would have been worth more than the rest of that relationship was. Share this post Link to post Share on other sites
tanatastic 2,061 Posted January 29, 2018 I have you all beat except maybe Titans. To me at least. Years ago I was hooking up with a cute girl who had seriously gigantic melons. We were getting into it but she wasnt down to bang, just mess around. I almost convinced her but she was like nah not tonite. Ok cool, she said instead I could bang her melons and blow on her chin. No brainer right? Jackpot pretty much right? Well for some reason I was in some kind of cocky phase where I was too cool for school and got pissy about it. I instead cooled the whole thing off and suggested we call it a night and essentially kicked her out. This was maybe 12 years ago and to this day it keeps me up at night sometimes weeping silently. Ill have full on cringe attacks and curl up in the fetal position with regret and shame. Share this post Link to post Share on other sites
DankNuggs 305 Posted January 29, 2018 Pass on a 3 some w two girls that were friends with a bunch of us. One was ok looking the other average. Both not my type. I though I was going to seal the deal with another girl at the party but she ended up getting sick so no bueno. Not even sure all 3 were down for it. The average one was really trying to make something happen, the OK one was pretty prude so I doubt it. Share this post Link to post Share on other sites
Mookz 1,287 Posted January 29, 2018 If you can go back in time, do the 3 way. "Mannn, I really regret passing up that 3-way. If only I could go back in time, I'd buy the winning Powerball ticket." Senior year of high school a 27 year old Latino moves in next door with her brother,she had a couple of small kids but was still in great shape.Anyhow we hit it off and I started spending time at her place especially after we found out we both liked to get stoned.Her brother worked a lot but came and went frequently.Anyhow one night we're listening to records and out of the blue she asks if I'd ever had a BJ with ice cubes in the girls mouf.I said no and she asks if I'd like one So there we are refrigerator door open jeans around my knees and she's going beast mode when one of the kids starts calling out her name as he's coming down the hallway.We don't think we were seen but still too close for comfort and shortly after that she reconnected with some guy she'd went to school with and that was that,but oh I still think about her and what could've been in my sexual education. That sounds a lot harder than without ice cubes, maybe impossible. Was it going to work? Share this post Link to post Share on other sites
nzoner 936 Posted January 29, 2018 That sounds a lot harder than without ice cubes, maybe impossible. Was it going to work? She was doing fine until the brat ruined it. Share this post Link to post Share on other sites
Mookz 1,287 Posted January 29, 2018 She was doing fine until the brat ruined it. Nice, I think I would have shriveled up like George Costanza. Share this post Link to post Share on other sites
Bert 1,091 Posted January 29, 2018 I didn't take the opportunity presented to bang the step mom of a girl I was dating. Share this post Link to post Share on other sites
Hardcore troubadour 12,659 Posted January 29, 2018 I didn't take the opportunity presented to bang the step mom of a girl I was dating. I think Wiffle has regrets about you. Or maybe he's just pining. Share this post Link to post Share on other sites
Kanil 519 Posted January 29, 2018 Slept with my brother's best friend's mom while down to see my brother and her son "graduate" from boot camp. She was 10ish years older than me and while it was a lot of fun (she was hot and freaky) it did put a strain on my brother when her son found out. His friendship survived and they're both godfathers to each other's kids but I wasn't invited to certain events his buddy was invited to for several years. Share this post Link to post Share on other sites
Mookz 1,287 Posted January 29, 2018 Never meeting a girl named Sandy. Share this post Link to post Share on other sites
Patriotsfatboy1 1,432 Posted January 29, 2018 Never meeting a girl named Sandy. Sandy was such a slut. She banged everyone. Share this post Link to post Share on other sites
jerryskids 5,207 Posted January 29, 2018 Another regret, also band related, this time at Disney World. I was in 8th grade and flirting with this flag twirler chick, we end up alone on a seat in the Haunted House ride. Took me 1/2 the ride to get up the courage to kiss her, check. 3/4 way through I go for the bewbs, she is into it, check, my first bewbs#@! Feeling confident I reach for the promised land and she gives me the Heisman. I interpreted it that she wasn't interested in me. I found out weeks later that she just wanted to stop because the ride was almost over. Share this post Link to post Share on other sites