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Craigslist Experience

TheNewGuy22

TheNewGuy22

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Just want to say this is my first post. WOOOOOOOOT WOOOOOT! Okay, now to the point!

After going waaay too long without any type of sexual activity and my hands now having arthritis from jerkin' it excessively I decided to try out CL to see who I could get some action from. Less then 24 hours later I had several responses. Mostly from robots and old men who refuse to send a picture or pretend they don't have any type of photo taking device, but there was one younger dude who said his roommate was out and I could stop by. His picture was a cock shot (fine by me) and I would say he was atleast 8", cut, shaved, and toned. I responded quickly and pretty soon I was walking up to his door. He was standing outside smoking a cigarette, looking like a sexy thug. I was in HEAVEN. This dude was the whole package from head to toe. We went inside, sat on his bed and I immediatly got his pants off him, it was even better then the picture lol. This guy was moaning and grinding while I was deep throating and fingering his tight hole. He loved it just as much as I did. The best part was all the half naked chick posters hanging up and once he blew his load he told me he'd love to do it again, just not to blow up his phone cause his girl might get suspicious. IT. WAS. AWESOME!*|*



So now I ask all of you fellow JUBer's to post your hot CL hookups, or your not so hot ones!
 
last summer i got really curious to see what it was like to have sex with a guy and i had heard of craigslist. so i decided to place an ad to offer my virgin chub ass and got ALOT of replies. but there was one that stood out from this married dominican guy. and i thought well i like Latinas/Latinos so that is who i will give my vcard too. i was really nervous about the pain so i went and bought a half pine of brandy and got VERY TIPSY before he came lol. as soon as he got to my house we got started and i was sucking him and his dick was soooo big. finnaly he laid me down and stuck it in my ass. at first it hurt so bad and but then the liquor took over and he fucked me hard and laid on my back with my ass in the air and whispered some sexy stuff in my ear (in spanish). OMG i was really enjoying it. then he flipped me over on my back and spread my legs and stuck it back in. was kissing me and telling me how muck he liked it in english and spanish (that was such a turn on). then he started going really fast and hard like really pounding and he said where u want me to cum and i told him on my hole. another minute later he pulled out and nutted right on my ass. we did some other stuff but that was the most important.

Also it was bareback. i know it was risky and not a smart decision. but i told him to bring one before he came then he gets here and i ask him and he said he forgot. ( ya right) but i was intoxicated and horny so i thought i wont catch anything i asked if he was clean and he said yes so we went ahead without it. luckily i am still clean.

that was my first time and i hope i can post a pic that dick. what do you think?
 

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The best experience with CL that I've ever had was a sheer fantasy. I had placed an ad and received no replies that I would even consider. This one guy replied and got my attention. He was married but said that he had started exploring his bi side. He described himself to me and then sent a pic. OMG!! This guy was incredibly hot!! At first, I was skeptical because I've been around long enough to know not to believe any old pic. Had a hard time arranging a time to meet up.

Finally about a week or so later, we met in a parking lot to check each other out. He was better in person than his pic. I was so hoping he was into me too. Apparently he was b/c he followed me back to my house. We went in and got right to it. I'm telling you this guy's body, face and cock were stuff of wildest fantasies. I was loving it.

The guy looked vaguely familiar to me but I thought nothing of it. Afterwards, we sat and talked for over an hour. I was so into this guy, wishing he weren't married and were available to me. I wasn't into him just because he looked amazing but he was such a nice, caring guy. He literally was the whole package.

He never shared his last name with me, which I didn't ask for because he was married and he wanted to remain discreet. We e-mailed a couple of times afterwards. Well, totally innocently, I found out who he was. He went to high school with me and I used to think he was so good looking back then. I never met him or knew him back then, just knew who he was. He was a popular jock who was so hot.

Since high school he's changed so much. Much more muscular now, shorter hair and I totally didn't recognize him. Was such a hot experience and when I found out who he was, it made the experience that much sweeter.
 
I sucked my first dick after posting an ad to CL. I received a reply very soon to my inquiry from a guy who seemed very suitable. He had his own apartment, which was critical since I still lived with my parents.

I brought over a DVD of a bisexual sex party, which we watched in his living room sitting on a sofa. We soon stripped naked. His body was quite fine and his cock was handsome and well-proportioned.

After some time had passed I asked him if he was ready for me and he said he was. I got down on my knees in front of him as he leaned back into the couch. Taking him into my mouth, his dick had a strong peculiar taste that took some getting used to.

However, within a mere minute or two, my partner suddenly came directly into my mouth. I don't know if I was that good of if, what's more likely, he had a tendency for being premature. Anyway, he immediately said he was sorry, which was unnecessary as I had every intention of tasting and swallowing cum that night.

At first the flavor was overpowering in its salty bitterness. In a few moments, the taste mellowed and was quite pleasant. This lingered long after I had left, and I'm glad to say I enjoyed it very much.

Next, he wanted to return the favor, but unfortunately my nervousness wouldn't allow me to stay fully erect. This, ultimately, was the downside of the experience and why it's not for me. A part of me was enormously uncomfortable the whole time, not in any way the fault of my host, but due to the nature of being with a complete stranger in such a way. In other words, it's not for me.

I don't regret it at all though.
 
I went on craigs list and found a hot straight guy that was just looking for head SUPER HOT pics of his hot Gf all over said she travelled a lot went wild when i gave him his first rim (so did I hot ass and bod).

After 4 get togethers he said he wanted to fuck me I said don't think you would want to he said why I don't mind condoms. I said I want to be on my back with kissing tongue kissing before and during he said no problem God was and is he good every couple of months I am his bitch grin
 
I have had 2 CL experiences, the first one was with this Caucasian Male, Nice Body, in his 40's, i posted that i only wanted to see someone Jack off in front of me, one of my biggest turn ons! So we drove around for a couple mins got to know each other, then came the fun part!!! His dick wasnt as big as he made it look in his pictures but damn could he put on a show! I lost contact with him after that though!

My 2nd experience was Creepy, Gross, and made me wanna turn Straight haha.
 
Met a straight guy off there. Thugish white boy lol. He was so sexy. We smoked some stanky and I got super geeked. Then he fucked me 3 times, came in me and shot his load down my throat when we were showering. His load shot so hard it made me choke on his cum.
 
Jesus this is a pretty hot thread
Ive used Craigslist with some caution in the past and its always turned out great for me. I have about maybe 4 or 5 great stories with boys that i met but ill tell you one

He was a skinny asian 19 I believe anyway his parents work during the day so I come over and hes a super nice innocent looking guy, pretty cute too we went downstairs to his spare bedroom started kissing and then stripped eachother down, after the usual dick sucking and what not I noticed his ass was of godly like perfection. This thing had never had a hair anywhere near it and it was smooth as a one year olds so I asked him if I could lick it and what followed was the best 30 minutes one could ask for! He did the same to me right after and we just went back and forth. Hands down the best thing ive ever done with somebody. So intimate and erotic. I figured with that gorgeous ass and hos demeanour that hed be a total bottom but he ended up fucking me with his perfect sized cock, no pain at all he fucked me soo good
 
I have had two CL experience and both coincidentally ended up being with the same guy a year apart on a complete accident.

First time was for my first even physical experience with a man and it was very stupid of me for the things we did but I ended up enjoying it regardless. Ended up posting for a FWB for a month or so and each time I was unfortunately one of those nervous flakes. I am generally very shy and enjoy keeping to myself so it's kind of hard to get past, but for some reason one guy caught my attention. We talked for a couple days about how I was curious about doing things with another guy and what sort of things we were both interested in. At first I wasn't going to do it so suddenly but one night I was extremely horny so out of no where I let the guy know I wanted to fool around with him. We set it up as being practice kissing (I haven't kissed many people before) let me feel his cock and let him feel mine and if I was ready let me suck his dick and vice versa. Now here is the first part of me being stupid. Neither of us could host so we decided to do it at a park close to where he was at around 1am (we both turned out to be night owls). Was very risky and I have never considered even doing it in public but the idea ended up turning me on more.

So I drive to the park and meet up with the guy. We walk to a area near some trees and brush and he pretty much immediately pulls me in and starts kissing me. I have never really been interested in kissing so it really didn't do much for me, but then he started pulling my pants down and he grabbed my cock which in turn made me think to do the same and as I felt his he ended up being extremely hard which in turn ended up really turning me on. The dude ended up being at least 7" though I'd say around 8" and decently thick. After a few minutes of this he asked if I was interested in sucking his dick, but for what ever reason I was to nervous at the time and declined, so instead he told me to turn around. Not knowing what he wanted I did and he pulled my pants down, bent me over, and started to eat my asshole out. This was stupid number 2 as I was not expecting this at all and at first I was considering stopping him and going home but after a couple minutes it started to feel extremely good. I then start to feel him slip his fingers into me but it felt extremely slippery and I realized he was lubing up my hole. I was extremely nervous as it made me think he was going to try to fuck my ass. After a while he stopped, grabbed my hand, then squirted some lube onto it and told me if I wanted him to fuck me I had to lube his cock for him then continued to force even more fingers into me.

Now at this point I am panicked. Not in the "I am in danger he is going to rape me" way as this guy ended up being shorter and I had more muscle than him so I could easily take him but more in this is this what I wanted to do sort of way. Now how we are standing, I am bent over, resting my body against a tree with my legs spread him pushing his waist against my butt and his cock between my legs with my balls basically resting on it. Letting stupid number 3 take its course, I just let my mind go blank and let what ever was going to happen happen so I reached down and started stroking his cock pretty much preparing to do what I wasn't ready to do when we planned this all out. He then bent me down a little further so I was no longer leaning on the tree but instead was parallel to the ground holding my self up with my arms around it, he spread my legs more and slowly pushed the head of his cock into my hole. Now this is stupid number 4 because as I was lubing up his cock, I realized he wasn't wearing a condom, and I still let him into me. He started to slowly slide it into me, and at first I was worried about the pain I was supposed to feel having anal sex for the first time, but surprisingly it didn't hurt at all. He ended up being nervous about hurting me so he continually asked me if it hurt and each time I answered no so he kept getting a bit more bold shoving more of himself in at a faster pace until it was finally all the way in me. He then slowly started pumping the entire length of his dick into me and by this point my dick is painfully hard and dripping a lot of precum. He then says that we should get to an area with more space and he led me (me being completely naked mind you and him with his shirt and pants technically still on) into the outfield of a softball field. Now it was a full moon and I am completely naked in public out in the open VERY visible to anyone walking by which made stupid number 5.

So now he orders me onto all fours in which I comply, spreads my legs, and just shoves himself back into me. He begins pumping harder and harder and still to my surprise no pain at all just all around pleasure. He starts grabbing my ass, pulling my hair which ended up turning me on more. Then he started slapping my ass. Now through out this whole thing I managed to keep quiet but as soon as he started slapping I started to moan, and not a little wimper but a very vocal and satisfying moan. He then starts talking dirty asking me to tell him how much i loved his cock and how good it felt. Started telling me how easily I was able to take his cock must have meant I am supposed to be the perfect bottom bitch and all I could do is moan back in agreement. He then started breathing heavily and making loud grunts himself as he started to pump his cock into me as fast as he could until finally he thrust his body into mine and held it there as I felt his cock throbbing and I knew he was coming inside of me. Now this is stupid number 6 because instead of getting mad and pushing him off of me I just let him unload into me and kept moaning at the thought of it all. He held it for a good minute before he started to move again and kept on slowly thrusting into me until his cock went limp and plopped out. At this point he asked if I wanted a blow job. Now this was the whole reason why I went in the first place. To see if I was interested in cock and to possibly give him a BJ and for him to give me one. Now at this point if he hadn't already fucked me and finished I would have been more than willing to suck on his cock, but for some reason the idea of him sucking mine did not appeal to me at all so I told him that I would finish myself and in what I consider to be very gentleman like in a random hook up he started fingering my hole and finding all the right areas inside of me to rub while I jacked myself off and blew what could only be the biggest load I have had in my life.

As I rested there having what I can only describe as being a full blown orgasm of which I have never experienced before for a couple minutes while he continued to rub my hole I realized that with men it has never been an interest in fucking them as when ever I have the desire to fuck is only with women. So basically I discovered I am a bottom for men but for all I know it could have came out the other way if he coerced me into fucking instead of him fucking me, but I am not going to argue semantics as I am pretty happy where I am now. But anyways after all of it was done and I was finally able to get to my feet get my clothes back on and we both went home. The whole experience ended up taking 20 minutes of warming me up and 5 minutes of actual sex but felt like way longer. Unfortunately stupid number 7 happens and my shy and introverted side immediately came back after he texted me the next day wanting to fuck again and I was to nervous to reply, or it could have been that I hadn't fully accepted what had happened and didn't feel comfortable him asking so soon. I couldn't explain why but it took a year and a random stroke of luck for him to fuck me again but I guess I will share that story some other time as I have already flooded this post pretty bad.
 
The only time I ever got with a guy off Craigslist, my Aunt walked in on him giving me a blowjob and freaked out. Never got to finish that blowjob either. That was also the day I came out to my family.

I don't don't regret it one bit, I just wish I could have finished the blowjob. Maybe sometime soon.
 
I've used craigslist to hook up 4 times. The third time was my favorite. I was 18 and I got him to come to me because I didn't drive. I was actually really nervous, I was to meet him on the other side of town (it was a small town less than a mile walk). I almost didn't leave my house, but I did. He kept texting/calling me, but my heart was beating so fast, I was sure I would leave. He text me said he was going to leave, but I got him to return to a parking lot. I finally worked up enough to go over. Got in his car. We didn't go to his place cause it was kind of far away. His car was too small so we ended up going to this burned out building near town. The fact we were out in public was pretty hot to me. We went inside and to my surprise there was a mattress in one of the rooms on the ground. Appearently people went there for sex. We threw something down over the mattress and sat down. One thing I had told him I wanted to try was kiss a guy, cause i had never done so. We did that, it was okay, guess I figured out then that I didn't care too much for kissing. After some of that we were both hard. He had pulled his jeans down and I was rubbing his cock, and he was doing the same to me. I started sucking his dick, I had done so before so I knew I liked it. I just realized that in all my Craigslist hookups, I've never had a guy cum in my mouth. After sucking him for a little while, he asked if I wanted him to fuck me. I was ready so he lubed up his cock and used his finger to get me ready. I layed on my stomach and anticipated his cock. I felt his cock slip into my ass. It felt so good. He kept pumping and pumping. He got faster and faster until the familiar finish came. He slowed down and held in position as he came in me. I was a bottom so in return for letting him fuck me, he finished me off with his mouth. It was a great time, and that burned out building was really kinky.
 
Had another great experience recently, the picture doesn't do justice, this married dudes dick was fucking THICK! And what's even hotter is that he was a student teacher at my high school back in the day! DSCF0888.jpg
 
wow.... all i ever get on CL are fakes, flakes and pic traders. And what's with this new text message ver4ification thing? I'm not even using the phone app.
 
Well, I have a hookup coming up on Wednesday from a Craigslist posting. I'll let you guys know how it went.
 
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