Chris from Craigslist
- 2 years ago
- 24
- 0
My First Time Through Craigslist free porn video
So this was the same year I graduated High School and I was not the most attractive or popular guy so needless to say I never got any action in my school years so I decided to try to get some through craigslist personal ads. I was 18 of year (if you catch my drift) which I could have just waited two more months but I decided hell with it. I posted couple ads with no success and at the time I posted my number because I did not realize the danger of it yet, I remember getting a call from a guy through a private number saying he would pay me to meet but I declined and that is when I knew to take extra caution with talking to strangers. Like two weeks has passed and I was losing hope realizing that craigslist was mostly guys and so often the only replies I would get would be from guys. Just as I was about the give up on craigslist I decided to try one last time and I got a replied it was a couple and before I wanted it just to be a solo girl but considering I haven't even talked to any other female on craigslist at the time I said sure.
They both came over my house my folks were gone and it was just me. A Hispanic couple shows up a tan average sized man with a little bit of a belly and a white skin lady slightly shorter then me she was average size all around. We talked very little since I wasn't a talkative person she asked to see my ID. Which I handed it to her I see her doing the math in her head to count the years realizing something I completely forgot about until that moment but as she gives my ID she says, "close enough". Then all of us sat on the couch quietly to end the awkward silence I just say, " should we just get started." (also to clarify my craigslist ad was just me wanting a blow job). She agrees and starts to strip and I strip as well she then ask if we could hug and just feel each other around.
I started to grope all around her body and since we were hugging at the same time I make my way felling her back all the way to her butt she was feeling all around my backside and sides. Then she sits me on the couch and she goes on knees, her husband or boyfriend (I wasn't really sure what the relationship was lol) was sitting on the edge of the couch so he wasn't close to us. Then it happen she starts licking my dick starting with the tip making her way down to the base then back up repeating this for a while and finally starts sucking my dick. The blowjob was the best thing I felt since that was the first time I got one and I am uncut so at some point she pulls down the skin exposing my head and starts pleasing it. This goes on for a while and I notice her partner was just watching which I thought it was strange since I figured it was going to end up being both of them blowing me and I even say he could get closer to us if he wants to and he responds, " I'm good I just wants to watch" I figured lucky me since I don't really have to worried about him joining in at some point. She still sucking me occasionally deepthroats which I just love and I start closing my eyes just because it felt that good then all of a sudden I didn't felt her mouth anymore and I felt weight on me.
I open my eyes and realized she was now on top of me about to put my dick in her pussy. Now before hand when we was still just texting each other she ask if I wanted sex and I replied no just a blowjob since I was saving that for the right person. I didn't say anything so I just let it happen I lost my virginity to a random stranger from craigslist with no condom in which is extremely irresponsible thing to do thinking back but I was young and horny so it didn't even come across my mind. She starts moving up and down now she starts moaning slightly and I was loving every bit of it she was nice and wet. Her partner still just watching us and then before I realize what the term cuckold was I realize I was in that exact situation. Then she gets off and stand up and tells me to get up too then she led me by my hand to a wall and she leans up against it and tells me to pick her up. I am not exactly the strongest but I was able to lift her up with her back against the wall as support then using her hand reach down to position my dick in her pussy to start fucking again. this position didn't last very long but I enjoyed it as well especially since I wouldn't think I would be doing positions I would see in porn. She goes back to the couch and starts blowing me again and turning around in doggy style ready to receive my dick (now here is the thing I not exactly sure where to put it even though I watch porn and whatnot so I was just rubbing my dick along side her butt and she realizes this and use her hand put where my dick should go lol). So now I am fucking her doggy style so I have more control over the speed now so I was going at my pace she is enjoying it she put her upper body down so her butt was just sticking up at this point and she is moaning more loudly now and she starts saying how I am doing such a good job and keep at it harder and faster you know like in porn. I turn over to see her partner since I kinda forgot about him and I see him nodding off which surprise considering how loud she was being at the moment. After a while I start to lose steam in which she change position that her back is on the couch and I am on top of her she leads my dick into her again and I start going at it again. Earlier again while we were texting each other she asks if I was ok with kissing and I say no. So now she wraps her arms around me and pulls me in but just for me to get closer and she starts just kissing my neck I guess she remembers just that part of the text lol. She then ask if she we could continue on a bed and I say sure as we are walking toward my room and I look back to her partner who at this point is straight up sleeping and again I was kinda confuse but didn't question it and she didn't make any comments about him during the entire time.
We went into a room with a big bed she then goes over the bed bends over it and spread her legs open and I go in from behind and position my self and tried to insert myself without her help but she already had her hand ready to assist me. So now we are doing doggy on the bed and I could have sworn I heard like a liquid hit the floor thinking she had cum since she was moaning pretty loudly at this point but there wasn't a wet spot later on after when I went to the room to tidy up. At this point were just switching position every now and then and the thing is that I don't usually have my foreskin down, only when I am in the shower when cleaning it so even though I was feeling pleasure I was also feeling a slight uncomfortable pain which probably prevented me from cumming most of the time then a little later her partner shows up just to continue watching from a chair that was in the room and little bit later says we should probably warp it up. So not too long I was out of steam so we ended the guy starts making her way to the living room and she asks where the bathroom was and I lead her to it. She took a quick piss and we then started to make our way to the living room while walking I would grope her body one last time. she gets dressed I manage to just put my shorts and on and ask to take a picture and they both said next time since they said that people were using their pictures in other ads in craigslist. Skip some days later and we tried to set up multiples times to get together but both of our timings just didn't match up. So of course me being a young horny idiot tried to find a different person but ended up getting robbed of my phone and only whatever cash I had on me and a card but I manage to report it before the person who robbed me could do any damage. And with that I had to get a new phone with a new number and I lost in contact with them which bummed me out since I figured I could have tried a bunch of different things with them but I got impatient which it was all on me. I believe her name was Silvia but not entirely sure at this point since as of writing this it would have been around 6 years ago.
They both came over my house my folks were gone and it was just me. A Hispanic couple shows up a tan average sized man with a little bit of a belly and a white skin lady slightly shorter then me she was average size all around. We talked very little since I wasn't a talkative person she asked to see my ID. Which I handed it to her I see her doing the math in her head to count the years realizing something I completely forgot about until that moment but as she gives my ID she says, "close enough". Then all of us sat on the couch quietly to end the awkward silence I just say, " should we just get started." (also to clarify my craigslist ad was just me wanting a blow job). She agrees and starts to strip and I strip as well she then ask if we could hug and just feel each other around.
I started to grope all around her body and since we were hugging at the same time I make my way felling her back all the way to her butt she was feeling all around my backside and sides. Then she sits me on the couch and she goes on knees, her husband or boyfriend (I wasn't really sure what the relationship was lol) was sitting on the edge of the couch so he wasn't close to us. Then it happen she starts licking my dick starting with the tip making her way down to the base then back up repeating this for a while and finally starts sucking my dick. The blowjob was the best thing I felt since that was the first time I got one and I am uncut so at some point she pulls down the skin exposing my head and starts pleasing it. This goes on for a while and I notice her partner was just watching which I thought it was strange since I figured it was going to end up being both of them blowing me and I even say he could get closer to us if he wants to and he responds, " I'm good I just wants to watch" I figured lucky me since I don't really have to worried about him joining in at some point. She still sucking me occasionally deepthroats which I just love and I start closing my eyes just because it felt that good then all of a sudden I didn't felt her mouth anymore and I felt weight on me.
I open my eyes and realized she was now on top of me about to put my dick in her pussy. Now before hand when we was still just texting each other she ask if I wanted sex and I replied no just a blowjob since I was saving that for the right person. I didn't say anything so I just let it happen I lost my virginity to a random stranger from craigslist with no condom in which is extremely irresponsible thing to do thinking back but I was young and horny so it didn't even come across my mind. She starts moving up and down now she starts moaning slightly and I was loving every bit of it she was nice and wet. Her partner still just watching us and then before I realize what the term cuckold was I realize I was in that exact situation. Then she gets off and stand up and tells me to get up too then she led me by my hand to a wall and she leans up against it and tells me to pick her up. I am not exactly the strongest but I was able to lift her up with her back against the wall as support then using her hand reach down to position my dick in her pussy to start fucking again. this position didn't last very long but I enjoyed it as well especially since I wouldn't think I would be doing positions I would see in porn. She goes back to the couch and starts blowing me again and turning around in doggy style ready to receive my dick (now here is the thing I not exactly sure where to put it even though I watch porn and whatnot so I was just rubbing my dick along side her butt and she realizes this and use her hand put where my dick should go lol). So now I am fucking her doggy style so I have more control over the speed now so I was going at my pace she is enjoying it she put her upper body down so her butt was just sticking up at this point and she is moaning more loudly now and she starts saying how I am doing such a good job and keep at it harder and faster you know like in porn. I turn over to see her partner since I kinda forgot about him and I see him nodding off which surprise considering how loud she was being at the moment. After a while I start to lose steam in which she change position that her back is on the couch and I am on top of her she leads my dick into her again and I start going at it again. Earlier again while we were texting each other she asks if I was ok with kissing and I say no. So now she wraps her arms around me and pulls me in but just for me to get closer and she starts just kissing my neck I guess she remembers just that part of the text lol. She then ask if she we could continue on a bed and I say sure as we are walking toward my room and I look back to her partner who at this point is straight up sleeping and again I was kinda confuse but didn't question it and she didn't make any comments about him during the entire time.
We went into a room with a big bed she then goes over the bed bends over it and spread her legs open and I go in from behind and position my self and tried to insert myself without her help but she already had her hand ready to assist me. So now we are doing doggy on the bed and I could have sworn I heard like a liquid hit the floor thinking she had cum since she was moaning pretty loudly at this point but there wasn't a wet spot later on after when I went to the room to tidy up. At this point were just switching position every now and then and the thing is that I don't usually have my foreskin down, only when I am in the shower when cleaning it so even though I was feeling pleasure I was also feeling a slight uncomfortable pain which probably prevented me from cumming most of the time then a little later her partner shows up just to continue watching from a chair that was in the room and little bit later says we should probably warp it up. So not too long I was out of steam so we ended the guy starts making her way to the living room and she asks where the bathroom was and I lead her to it. She took a quick piss and we then started to make our way to the living room while walking I would grope her body one last time. she gets dressed I manage to just put my shorts and on and ask to take a picture and they both said next time since they said that people were using their pictures in other ads in craigslist. Skip some days later and we tried to set up multiples times to get together but both of our timings just didn't match up. So of course me being a young horny idiot tried to find a different person but ended up getting robbed of my phone and only whatever cash I had on me and a card but I manage to report it before the person who robbed me could do any damage. And with that I had to get a new phone with a new number and I lost in contact with them which bummed me out since I figured I could have tried a bunch of different things with them but I got impatient which it was all on me. I believe her name was Silvia but not entirely sure at this point since as of writing this it would have been around 6 years ago.
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