Ever have that Hookup that you regret?

  • Posted by a hidden member.
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    Aug 01, 2011 7:26 AM GMT
    I was just thinking about all my past hookups and there are a few that made me say to myself "what was I thinking?" I have since learned my lesson about random hookups.

    Here's one for the vault:

    At a particularly low point in my sex life, I met up with this kid for a drink. He seemed pretty chill at the time. He mentioned he liked to give massages. Of course I was down for it. Well, one quick massage and happy ending ended up turning into a long drawn out game of chase. The guy fell too hard and wouldn't leave me alone. He ended up stalking me and it took me months to convince him to leave town since he couldn't find gainful employment here.


    Anyone else care to share?




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    Aug 01, 2011 8:30 AM GMT
    Jeez, that sounds like a nightmare!

    One of mine that sticks in my head, though not as bad, a guy that I'd already hooked up with a couple of times before wanted me to come over, so I was on my way, then the cheeky fucker asked me to pick up a newspaper for him - I felt a bit like a delivery boy but I obliged.

    Then, we got down to some action, I was fucking him on his back and he came and then wanted me to stop so I pulled out and sort of looked at him expectantly (like, finish me off already!) and he didn't take the hint so I said something like "I still need to cum" to which he replied "Go ahead, just don't get any on me."

    Dunno why but that completely turned me off and I felt like I'd just been used as a dildo, so I said "You know what, I won't bother" and just got dressed and left.

    The next time he texted me to come over I blew him off, and didn't see him again!
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    Aug 01, 2011 8:32 AM GMT
    lol you dildos
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    Aug 01, 2011 8:34 AM GMT
    tooooooooooooooooooooooooo many to begin. icon_rolleyes.gif
  • Posted by a hidden member.
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    Aug 01, 2011 9:31 AM GMT
    Yea, this immediate last one.

    Met him on Grindr. My first red flag was he sounded a little bit desperate, but I ignored it anyway cause I thought he was kinda cute in pic, and he was just really into me. So yay!! Cute guy who's really into me, jackpot right? NOPE. The guy I met was about 30 lbs heavier than his pic, smelled of pure sweat, and 2 months overdue for a decent haircut, He was just a complete mess. I wanted to say "ummm, fuck this shit", and run back to my car immediately, but somehow common decency refrained me from doing so. So I went inside, hoping maybe he'll grow on me after we talked a bit. NOPE. Complete shit of a personality. He couldnt carry a conversation even if his life depended on it. Had absolutely nothing of interest to talk about. So shy and boring. The awkward silence was thick enough to choke a cat. The whole time while talking with him I kept thinking of how the hell I was gonna get out of this situation. Eventually I just gave in. I drove a while just to get here, so might as well get off. I stopped the conversation, let him suck me off and face-fucked the shit out of him, and left. My mouth was nowhere near his cock.

    I went home, showered, brushed my teeth, gargled all the mouthwash I could find, and deleted Grindr for good.

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    Aug 01, 2011 9:36 AM GMT
    One1313 said

    I went home, showered, brushed my teeth, gargled all the mouthwash I could find, and deleted Grindr for good.



    Good for you. Lessons Learned: Grindr Craigslist and A4A are cesspools.
  • Posted by a hidden member.
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    Aug 01, 2011 11:53 AM GMT
    Oh yes.... What a nightmare that was. And I mean real scary and really crazy dealing with that psychopath. Worst thing is He's an RJer and was MOTD a few days ago. Really crazy MoFu, a total liar and a player that knows how-to play everyone as the poor innocent victim with his smooth talk. I ended up paying for everything and he though he was gonna continue to suck me dry.

    It started with 4-hrs. of senseless talk only to ended up with less than 45-minutes of sex and then some more talk. And It wasn't the best bottom I ever had either. It was like fucking a mummified sex doll. Except you would have a more enjoyable time with the doll or a junkie. No Blow Job because "he doesn't give BJs for fear of getting some STD" and Franky, I don't think I wouldn't wanted one from someone like that.

    But the good thing is, you learn from your past mistakes. I will NEVER again hook up with an RJer that lives in a 400 Sq.Ft no bedroom studio with a "imaginary" roommate and have a jeep with no roof that he drives during the rain... Too much drama with that fucking idiot.
  • Posted by a hidden member.
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    Aug 01, 2011 1:52 PM GMT
    Brought home a guy once who was a major cock worshiper, to the point where he wanted me to hit him in the face with it as foreplay. I was willing to overlook it until he pulled down his pants.

    I asked him if he was hard and he said yeah, awkward silence followed, i let him blow me for a bit but then had to tell him that it just wasnt working and asked him to leave at 4am in the morning.

    Tried to big him up and say he could better than me but he just called me a cock tease and said I was full of shit .

    felt v guilty the next day for sure.........
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    Aug 01, 2011 2:14 PM GMT
    Hooked up with a guy at the gym. He ended up following me home. Even when I tried to lose him, he followed me. I ended up pulling over, getting on my cell phone and faked calling the police. All he saw was me on the phone pointing to his license plate.
  • jim_sf

    Posts: 2094

    Aug 01, 2011 2:21 PM GMT
    Years ago, I went home from a bar with a couple. They were both very into me, and I was drunk enough not to notice that they were bickering before I even had my coat on to leave.

    Fast-forward about half an hour, and we're all back at their place going about the business. They were both very versatile and well-endowed and talented, and they were passing me back and forth, so I was having a blast, but the bickering kept escalating. Before long, one of them (let's call him "A") stormed off because he thought his partner ("B") was hogging the twink (me). I was too drunk and too impaled on B to pick up on what was going on, until about two minutes later when A thundered back into the bedroom. And punched B. In the face.

    I have never put my clothes on so quickly.
  • SomeSiciliano...

    Posts: 543

    Aug 01, 2011 2:27 PM GMT


    Year back, when I was also at a low point in my behavior, I went home with a guy from an after hours club. Good looking guy...seemed normal..blah blah blah.

    Got to his place...and it REEKED of animal crap...but I didnt see pet icon_eek.gif
    Food boxes on the floor...clothes thrown all over the place. I had to take a leak, his bathroom was a hazmat zone; the centerpiece being partially cleaned vomit in his bathtub. I made some lame excuse up about how my cat was getting circumcised in the morning and left...FAST.
  • Latenight30

    Posts: 1525

    Aug 01, 2011 2:38 PM GMT
    oh yeah a few.
    Tiny guys who thought they were huge.
    Tweakers who were useless
    Smelly guys
    Had a lot of losers on the way to happiness
  • Scorpio1113

    Posts: 90

    Aug 01, 2011 2:43 PM GMT
    Yes. Quite a few.

    I'll start with this guy I had liked for so long. We had went on a couple of dates, but I guess we were both too shy to make any real advances. We ended up just becoming friends, even though I had it for him bad. He got a boyfriend during the spring and they broke up towards the end of summer. When college started back up, he invited to his house for this huge party. At the end of the party we went to his room and we hooked up. At the time I was pretty happy, but the next morning I got the 'it's me, not you' speech and how he didn't want to ruin our friendship. I didn't hate him for it, but I was crushed.

    Then this next guy. The sex was amazing, but he liked me too much. In fact our second time hooking up he told me he loved me. I told him he didn't and I didn't feel the same. He apparently seem to have gotten the hint, so we hooked up casually. Then he started getting extremely clingy and such. I told myself I would stop hooking up with him. So we stopped talking for a few weeks anyhow, and then the time arose again. Once again it appeared he got the picture, that it was just sex between two friends (that's what he said as well). After his last stunt where it seemed he had it bad for me, I knew I couldn't hook up with him anymore. He's all right now, and we're both seeing other people. He even moved out with his boyfriend, which was healthy. But yes, I regret hooking up with him. This 29 year old alcoholic with a receding hairline :/
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    Aug 01, 2011 2:57 PM GMT
    Pure saidJeez, that sounds like a nightmare!

    One of mine that sticks in my head, though not as bad, a guy that I'd already hooked up with a couple of times before wanted me to come over, so I was on my way, then the cheeky fucker asked me to pick up a newspaper for him - I felt a bit like a delivery boy but I obliged.

    Then, we got down to some action, I was fucking him on his back and he came and then wanted me to stop so I pulled out and sort of looked at him expectantly (like, finish me off already!) and he didn't take the hint so I said something like "I still need to cum" to which he replied "Go ahead, just don't get any on me."

    Dunno why but that completely turned me off and I felt like I'd just been used as a dildo, so I said "You know what, I won't bother" and just got dressed and left.

    The next time he texted me to come over I blew him off, and didn't see him again!


    What a selfish bottom!!
  • HndsmKansan

    Posts: 16311

    Aug 01, 2011 3:04 PM GMT
    Well let me say, hookups always seem to be available, whether you are in a relationship or not. There are suggestions made. even here on RJ with local guys. I really haven't had very many, I'll say "hookups with strangers" who I didn't know.. too much in my life. The few I've had really have been pretty good. One of the best: A guy named Allen. After several hours, I remember him telling me, it was about the best sex he'd ever had... "this was more like lovemaking", I remember him telling me. We are still friends today. He is really a very nice guy.

    The worst: Probably the guy who walked into the house and didn't have much to say... about anything.. he walked into my bedroom and started taking off his clothes. I just started laughing. He never kissed me, I never got undressed and nothing much happened. I put an end to it pretty fast.
    It was his attitude totally. Interestingly enough, he is actually friended on FB. He acknowledges it was a mess when it happened so long ago.. and once or twice asked for a rerun. As I have told him... I have somebody I can mess with and I call him my partner.

    icon_biggrin.gif
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    Aug 01, 2011 3:39 PM GMT
    LVmotoJock said
    One1313 said

    I went home, showered, brushed my teeth, gargled all the mouthwash I could find, and deleted Grindr for good.



    Good for you. Lessons Learned: Grindr Craigslist and A4A are cesspools.


    Ive had some good hook ups from Grindr...
  • Gotbody

    Posts: 21

    Aug 01, 2011 5:07 PM GMT
    Pure saidJeez, that sounds like a nightmare!

    One of mine that sticks in my head, though not as bad, a guy that I'd already hooked up with a couple of times before wanted me to come over, so I was on my way, then the cheeky fucker asked me to pick up a newspaper for him - I felt a bit like a delivery boy but I obliged.

    Then, we got down to some action, I was fucking him on his back and he came and then wanted me to stop so I pulled out and sort of looked at him expectantly (like, finish me off already!) and he didn't take the hint so I said something like "I still need to cum" to which he replied "Go ahead, just don't get any on me."

    Dunno why but that completely turned me off and I felt like I'd just been used as a dildo, so I said "You know what, I won't bother" and just got dressed and left.

    The next time he texted me to come over I blew him off, and didn't see him again!


    Ive had something like this happen a couple of times... the bottom cums and then i have to stop fucking them... lesson learned.. don't mess with that person again..or.. cum before they do. HAHA.
  • jim_sf

    Posts: 2094

    Aug 01, 2011 5:09 PM GMT
    Gotbody saidIve had something like this happen a couple of times... the bottom cums and then i have to stop fucking them... lesson learned.. don't mess with that person again..or.. cum before they do. HAHA.


    I have to disagree. If they cum and are done bottoming, but they're willing to do something else to help you get there, then they're worth a repeat visit.
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    Aug 01, 2011 5:11 PM GMT
    d4orce saidDo tell Chainers?


    Oh Geez which one do you guys want?

    Well, my first Grindr Hook-up was this 6'1" 200lbs brazillian personal trainer with a 9 inch dick. Hows that for success? God he was sexy.

    Second Grindr Hook up was this 6'1" 185lb porn star who lived 2 blocks away from me, he was fun too. Had a great ass.

    Third guy from Grindr is this 6'1" (notice a trend? I do) 218lb half Mexican/half Chinese Interior designer body builder whom I am currently dating. The half Chinese is important because it makes him Latino with 0 body hair naturally. Kind of sexy.

    Is that success enough?
  • Gotbody

    Posts: 21

    Aug 01, 2011 5:14 PM GMT
    jim_stl said
    Gotbody saidIve had something like this happen a couple of times... the bottom cums and then i have to stop fucking them... lesson learned.. don't mess with that person again..or.. cum before they do. HAHA.


    I have to disagree. If they cum and are done bottoming, but they're willing to do something else to help you get there, then they're worth a repeat visit.


    ok. maybe this will help.. icon_smile.gif if the bottom cums and you have to stop fucking them.. and they dont want to give you a bj and tell you to jerk yourself off then................ don't mess with that person again ..or....cum before they do. HAHA
  • Posted by a hidden member.
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    Aug 01, 2011 5:26 PM GMT
    Terribad bottoms.
  • Posted by a hidden member.
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    Aug 01, 2011 5:29 PM GMT
    A long time ago I had a hookup call me b/c he got lost from the (very easy) directions I gave him. I was like "WTF HOW DUMB R U?"

    It was bad...
  • Posted by a hidden member.
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    Aug 01, 2011 5:30 PM GMT
    You're a jerk.
  • jim_sf

    Posts: 2094

    Aug 01, 2011 5:32 PM GMT
    Gotbody saidok. maybe this will help.. icon_smile.gif if the bottom cums and you have to stop fucking them.. and they dont want to give you a bj and tell you to jerk yourself off then................ don't mess with that person again ..or....cum before they do. HAHA


    Can't argue with that. icon_smile.gif
  • Posted by a hidden member.
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    Aug 01, 2011 5:34 PM GMT
    God damn if a non successful lookup is the bottom cuming first then most of my hooks were unsuccessful. Hate it when they ask "r u close? I'm almost ready" its like no I'm not close I gotta fuck u in like 4 more positions first lol. Most of the time I have to jerk off after : ( with them rubbing my chest or kissing, but ya shitty.


    My real unsuccessful lookup was kind of scary. I was in college, naive and met a guy on Adam. He was hot so I went over to his place. I went to school in new Orleans and this guy lived in the French quartet where I later learned was where most of the sketchy gays lived.

    Well anyway before we get down to business I notice a strange weed pipe on his desk, but since I smoke weed I didn't care. After we are done he asks me if I want some tina. I ask what's tina and he responds "crystal meth". At that point I get the fuck out of there and thank god I use condoms. That shit was freaky, at least now I know what a meth/crack pipe looks like. Ugh