Bad Decisions
- Thread starter bartenderjake
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Formerempress
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Oh, I've done all that you suggest!
Cubantripod
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Not sure if I'd cal it bad decisions. I've done "bad" stuff, but i don't know if I necessarily regret them later. A couple of ugly women that tequila helped make look better. One we baptized the alien." My God that chick was nasty. From the waste down she was nice but from above the neck eeeewwww.
Two others that after sex they wouldn't stop calling. I didn't lie to them,we met and the next time we saw each other we had sex and then the phone wouldn't stop ringing. One of them, the next time I was at the same club another guy saw her and said, that bitch is crazy.
I cheated a couple of times. I guess they are technically bad decisions, but i don't regret them. We weren't that serious. I would never cheat on my wife though.
Two others that after sex they wouldn't stop calling. I didn't lie to them,we met and the next time we saw each other we had sex and then the phone wouldn't stop ringing. One of them, the next time I was at the same club another guy saw her and said, that bitch is crazy.
I cheated a couple of times. I guess they are technically bad decisions, but i don't regret them. We weren't that serious. I would never cheat on my wife though.
bartenderjake
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When I was 28 I fucked this 40 something coworker and it was all good till I saw her the first time without makeup. So should have seen that coming sooner. #snaggletooth
HumiliatedRae69
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The first week of college freshman year I hooked up with the TA for one of my psychology classes. He was a grad student, hot, and responsible for grading my papers. So when I ran into him while I was very intoxicated at a party I was definitely not supposed to be at, I saw the opportunity and seized it. Unfortunately though he was a major douche, told everyone about it, had me kicked out of that class, and I was from then on branded as the slutty girl in college.
JenniBean
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Earlier this year a guy in one of my classes asked if I could come by to help him prepare for an exam. He broke open a bottle of wine which lowered my inhibitions and led to some kissing and touching and eventually sex. The next time he asked me to come by I did and we had sex again. He never asked me out but like an idiot I continued to see him and have sex until I found out he was dating a girl I knew (not close friend).
I don't regret it but it was a bad decision, particularly to keep going back even though he never asked me on a date, but then I don't get asked on many dates.
I don't regret it but it was a bad decision, particularly to keep going back even though he never asked me on a date, but then I don't get asked on many dates.
pvt_addiction
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I've met up with a few people here and there. Being married and doing so without my wife's approval, some would call all of those decisions bad. One in particular, over a year ago, turned real bad. I met this individual through a chat app, I guess you could say we were both in search of something. After chatting through a messenger for a bit and on the phone a few times things seemed okay. Long story, but we eventually met up and I quickly realized things weren't okay. She left me scared and paranoid. I would definitely say agreeing to meet her was a bad decision.
Chris_Michael
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My worst decision was becoming a pharmacist and thinking that I would have a family by the age of 30.
Before becoming a pharmacist - Oooh women like a man who can make six figures
After becoming a pharmacist - Fucking women just want me for money
I fucked up. I hate my goddamn job. It's like prison. I'm a slave to Capitalism. :/
Before becoming a pharmacist - Oooh women like a man who can make six figures
After becoming a pharmacist - Fucking women just want me for money
I fucked up. I hate my goddamn job. It's like prison. I'm a slave to Capitalism. :/
Rhetoracle
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One bad decision that still haunts me was when I was exceptionally horny and misread a cue from a female friend. I asked her if she wanted to engage in some activity and she was completely taken aback by it. Friendship was rocked and has never fully recovered.
I think this is when I became a coward...
I think this is when I became a coward...
ShyMaleSub
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Many years ago I did a lot of online play through chat rooms and private messaging. I was of course interested in being dominated. I also did a lot of business travel and would try to find women online who lived in the cities I visited on business. One I found agreed to meet me just to get to know on another. She was much younger than me but very confident and very capable in the Domme role. We met for drinks at a TGI Fridays. She asked me what I wanted and told me some of the things she could do to me. At one point she asked if I was getting hard and I admitted I was.
It was a few months later before I was back in her city again. I had a difficult time connecting with, and when I finally did it was very late at night. She finally agreed to come to my hotel room since we had met before, but by this time it was like 4 in the morning. When she finally got to my room, she gave me a chance to back out, noting what our encounter might mean to my marriage. I still wanted to go ahead. She had me strip and put wrist and ankle cuffs and collar on me. She was way more intense than I could've imagined. She made me cum sooner than I thought she would and punished me for it with viscious whipping with a crop that left my ass bruised and raw. She then clipped my wrists to the collar, sat on me and inserted a qtip soaked in a burning solution into my penis. Then she had me lie face down on the bed with my knees underneath me and clipped the wrist cuffs to the ankle cuffs. With me in this vulnerable position, she went to fill an ice bucket and proceeded to insert the ice cubes into my ass. She finished the night giving me footjob and making me taste my own cum.
By the time she was done it was nearly 7:30 and my meeting started at 9. I was sore and out of it the entire day, and every time I went to pee I felt the burn in my penis. Yes, it was a bad decision, but I often find myself craving more of it.
It was a few months later before I was back in her city again. I had a difficult time connecting with, and when I finally did it was very late at night. She finally agreed to come to my hotel room since we had met before, but by this time it was like 4 in the morning. When she finally got to my room, she gave me a chance to back out, noting what our encounter might mean to my marriage. I still wanted to go ahead. She had me strip and put wrist and ankle cuffs and collar on me. She was way more intense than I could've imagined. She made me cum sooner than I thought she would and punished me for it with viscious whipping with a crop that left my ass bruised and raw. She then clipped my wrists to the collar, sat on me and inserted a qtip soaked in a burning solution into my penis. Then she had me lie face down on the bed with my knees underneath me and clipped the wrist cuffs to the ankle cuffs. With me in this vulnerable position, she went to fill an ice bucket and proceeded to insert the ice cubes into my ass. She finished the night giving me footjob and making me taste my own cum.
By the time she was done it was nearly 7:30 and my meeting started at 9. I was sore and out of it the entire day, and every time I went to pee I felt the burn in my penis. Yes, it was a bad decision, but I often find myself craving more of it.
bartenderjake
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Should have bought the cock ring a size bigger, fucking ouch.
SherylSunshine
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Some of your stories had me LOL!
PleasureOverload
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Great thread.
lookinforward
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If sex with an ex is bad, then I have done that. But in my defense, she asked me for sex, not the other way around. After the divorce she used to stop over to the house. In fact so much that I told her that I was not interested (although the sex was great!) and to leave me alone.
One other time my friend had divorced his wife. And when they divorce, his family was well to do, and she took him to the cleaners in the divorce. Well after she spent all that money she came back to him. All sweet and nice to get to him again. I mean they were dating again. Needless to say his family (where the real money slept) was not happy. They begged him to leave her alone and to have nothing to do with her. I even tried to reason with him that she was bad news! He did not care. But, well I guess he really did love her.
So one night I called her up (I was single again) as her and I were close. In fact she had hit on me when she was married to him. I suggested I come over and party with her. She of course agreed. And we ended the night in bed have wild sex. When she called back I told her I was not interested. Well I made sure my friend kind of found out about her having sex with me, while "supposedly madly in love with him and dating him again."
That was the final straw for him. He dumped her flat. In fact when she came to his house to beg forgiveness, he slammed the door in her face. She claims she was devastated and tricked by me. Which she was. So if that was wrong. Guilty as charged. Needless to say my friend's family found out what I did, and I told them why I did it. They were very grateful.
One other time my friend had divorced his wife. And when they divorce, his family was well to do, and she took him to the cleaners in the divorce. Well after she spent all that money she came back to him. All sweet and nice to get to him again. I mean they were dating again. Needless to say his family (where the real money slept) was not happy. They begged him to leave her alone and to have nothing to do with her. I even tried to reason with him that she was bad news! He did not care. But, well I guess he really did love her.
So one night I called her up (I was single again) as her and I were close. In fact she had hit on me when she was married to him. I suggested I come over and party with her. She of course agreed. And we ended the night in bed have wild sex. When she called back I told her I was not interested. Well I made sure my friend kind of found out about her having sex with me, while "supposedly madly in love with him and dating him again."
That was the final straw for him. He dumped her flat. In fact when she came to his house to beg forgiveness, he slammed the door in her face. She claims she was devastated and tricked by me. Which she was. So if that was wrong. Guilty as charged. Needless to say my friend's family found out what I did, and I told them why I did it. They were very grateful.
ravengirl2578
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I masturbated in class once. Still shocked no one noticed...
K
kingkoll
Guest
Naughty girl
I would play with my cock in class through my pocket but not make my self cum.
One time I was pulling a sickie at school and was on my own at the sick bay which was really just 4 chairs in a corridor next to the staff room with big class doors onto the street. I had my cock out of my trousers for ages and made myself cum in my pants. I'm surprised no one saw me but I don't know if anyone could smell the cum when I went back to my final class of the day.
UnderMyKilt
Been there,done that
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My worst decision, sexually, was in NOT having sex with someone I cared about deeply.
I had a girlfriend, off and on, through high school and college. She was the girl of my dreams. The girl I will never get over.
She had a friend, kind of the third wheel, that was often with us either by herself or as part of a double date. I also considered her to be my friend and we sometimes did things, platonic things, with just the two of us.
When my girlfriend and I were on the outs, or later when we were still technically "going together" but she was away at college, the friend and I would become closer and do more and more stuff together. This included some kissing and light petting but never coming close to going all the way. My lingering thought was that if I had sex with "our friend" it would be over between dream girl and I.
Finally, one night, we'd been on a date together and had gone back to her place. We really started to get hot and heavy and it became more like foreplay than petting when....I stopped. I wanted her, but the thoughts of getting back together with "her" lingered in my mind and I couldn't do it. After a few uncomfortable, and apologetic, minutes I got up and went home. I was a cad. She felt hurt and rejected (justifiably) and our relationship was never the same.
She ended up hooked up with an older friend of ours, a friend that was bad news, and sadly because of his background and personal habits I felt like she'd become a cocaine whore. I used to see her with him occasionally but, since I went into law enforcement, I really had to sever all contact as long as she was with him. They eventually split.
59 years old, she's still single and I at least partially feel responsible.
Oh, and "dream girl" and I. She rather mockingly rejected me when she rejected a marriage proposal, over the phone, after telling me she had to "think about it" when I had proposed. It was like, "Did you REALLY think I would marry YOU?" Wow. Up to that point I thought we were good. She's now been married five times, the latest and longest lasting is to a guy 16 years her junior. Good for her.
I had a girlfriend, off and on, through high school and college. She was the girl of my dreams. The girl I will never get over.
She had a friend, kind of the third wheel, that was often with us either by herself or as part of a double date. I also considered her to be my friend and we sometimes did things, platonic things, with just the two of us.
When my girlfriend and I were on the outs, or later when we were still technically "going together" but she was away at college, the friend and I would become closer and do more and more stuff together. This included some kissing and light petting but never coming close to going all the way. My lingering thought was that if I had sex with "our friend" it would be over between dream girl and I.
Finally, one night, we'd been on a date together and had gone back to her place. We really started to get hot and heavy and it became more like foreplay than petting when....I stopped. I wanted her, but the thoughts of getting back together with "her" lingered in my mind and I couldn't do it. After a few uncomfortable, and apologetic, minutes I got up and went home. I was a cad. She felt hurt and rejected (justifiably) and our relationship was never the same.
She ended up hooked up with an older friend of ours, a friend that was bad news, and sadly because of his background and personal habits I felt like she'd become a cocaine whore. I used to see her with him occasionally but, since I went into law enforcement, I really had to sever all contact as long as she was with him. They eventually split.
59 years old, she's still single and I at least partially feel responsible.
Oh, and "dream girl" and I. She rather mockingly rejected me when she rejected a marriage proposal, over the phone, after telling me she had to "think about it" when I had proposed. It was like, "Did you REALLY think I would marry YOU?" Wow. Up to that point I thought we were good. She's now been married five times, the latest and longest lasting is to a guy 16 years her junior. Good for her.
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djyak
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Well, when I was younger in college, I came back home for a weekend and was invited to play golf with my dad and his friends. I grew up with most of them of course, except one. He was a friend of a friend from a different area, visiting here. A bit younger and quite good looking. Loved this older men anyway. I had my golf outfit on; short skort, tight polo on. I caught him several times staring and watching me while playing. We flirted a lot and had a couple drinks on the course. When finished, we were all placing our things away and I told my dad I'd meet later at the house as I had errands to run. They all cleared parking lot and as I placed clubs in my trunk, he walks up behind me stares at me, invites me to his house to swim. I said, "Ok but I don't have my bikini". He said, "Good".
We got back to his friends house and the moment we walked through his door we were tearing each other's clothes off. His cock was huge even when not hard. Great body, long, lean, athletic great for older guy. He lifted me up with no effort and pressed me to the wall, easing me onto his cock. We both came hard within minutes. He kept sucking on my tits too. We fucked for hours, on and out of pool, deck, all over his house. Knowing he was stranger from another town was a big turn on, not thinking I'd see him again. His friend could have walked in but didn't.
He eventually moved to my town, friends with my dads friends and I still see him now and again. Wish I had thought that out more, knowing he was a friend of my dads
We got back to his friends house and the moment we walked through his door we were tearing each other's clothes off. His cock was huge even when not hard. Great body, long, lean, athletic great for older guy. He lifted me up with no effort and pressed me to the wall, easing me onto his cock. We both came hard within minutes. He kept sucking on my tits too. We fucked for hours, on and out of pool, deck, all over his house. Knowing he was stranger from another town was a big turn on, not thinking I'd see him again. His friend could have walked in but didn't.
He eventually moved to my town, friends with my dads friends and I still see him now and again. Wish I had thought that out more, knowing he was a friend of my dads
MichiganBiker27
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If no one noticed, why was it a bad decision?
crashD
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I'm missing the bad part. Sounds great for both of you
Peach102
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Most of my college years were spent with one very special lady. Shit happened and I returned home and started dating. After a couple of wonderful lovers that came with major baggage, I met a nice girl that did not wow me, but I thought a "normal" person was just what I needed. It was a boring and frustrating relationship as we simply did not click. Normal is not always better.
Mister_Song
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Took me a while to learn that as well.
I had two friends in college who started dating. One of them (Sarah) was a ridiculously, deliriously amazingly hot woman who exuded sex like the sun exudes light; the other (Johnathon) was my best guy friend at the time.
Johnathon started dealing (and doing) a lot of coke.
At a party at my house, he went on a bender and was so out of it coming down that Sarah wanted to fuck him but he had no interest (I found this out later). So Sarah slides up to me and says "Can I sleep in your bed?"
Now, I had an enormous bed at the time. It is theoretically possible that Sarah was suggesting that we sleep platonically in that bed. But Sarah looked and sounded like she wanted to fuck someone, and if Jonathon was too coked up, that someone was me.
I was aware of this at the time.
I slept on the floor.
Because you don't screw your best friend's girlfriend when he's coming down from doing coke no matter HOW hot she is.
OR DO YOU?
Jonathon and I remained friends. Several years later, I was dating a woman who I knew was attracted to Jonathon, though she denied it--right up until the party when I walked in on them fucking.
I never spoke with either of them again. If I had a time machine, I'd go back and have mind-blowing, universe-shattering sex with Sarah that would make the gods jealous and probably start a second Trojan War.
And when Jonathon protested the next day, I'd say "Dude. I've seen the future, and you suck. Sarah deserves to be screwed, and you deserve to be screwed over."The end.
waiting_to_be_taken
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I never spoke with either of them again. If I had a time machine, I'd go back and have mind-blowing, universe-shattering sex with Sarah that would make the gods jealous and probably start a second Trojan War.
The end.
Just because it deserves to be read again!
gtnlynn
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My bad decision was a bit different. I had promised my longtime girlfriend that I wanted to wait until our wedding night to have sex with her. We were doing almost everything except actual screwing and oral sex, but I wanted to wait. One night, I had her naked except for her panties. She lay back on the car seat, spread her legs, pulled her panties to the side and said, "I want you inside me."
I started to put it in, but stopped and told her I loved her too much to risk getting her pregnant. She didn't offer again, so we didn't have sex until our wedding night. That was great, but I learned a few years later that she had been screwing other guys in college, felt guilty, and wanted me to join the fun. I missed my chance and missed a year's worth of sex if I had only done it. Bad decision.
I started to put it in, but stopped and told her I loved her too much to risk getting her pregnant. She didn't offer again, so we didn't have sex until our wedding night. That was great, but I learned a few years later that she had been screwing other guys in college, felt guilty, and wanted me to join the fun. I missed my chance and missed a year's worth of sex if I had only done it. Bad decision.
