Craigslist Success free porn video

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This is a complete work of fiction but I have always fantasized about it. Before I start I should tell you a little about me. I am 5’9” about 210 pounds with an incredible upper body from body building for the past 5 years.

I have been anticipating tonight’s events for a few days. A couple nights ago I had posted the following ad on Craigslist.

Looking to get face fucked for the first time. 8+ cocks only race not important. Will swallow or let you cover my face.

It took a few replies before I finally got a reply that looked suitable. We had exchanged a few emails, I told him, let’s call him Kevin, what I was looking at least for a face fucking but possibly be up for some light bondage. I had a raging hard on for the entire two nights until we were set to meet. When the night finally arrived I showed up at his house at the proposed time and knocked on the door. He opened the door and my knees started to get week from seeing his enormous stature.

“It looks like you good and ready for tonight judging from the bulge in your pants”

“Yes, sir, I’ve been anxious for a couple of days”

“Good I love slutty little sissies like you”

Kevin’s response took me a little by surprise but I was too horny to argue so I just ignored it. He told me to strip naked and put my hands behind my back. I immediately did as told awaiting my glorious reward. Kevin left the room for a bit he said to get some equipment. While he was gone the door opened and in walked a beautiful woman thick thighs, not fat, B cups and a stunning face. I assumed it was Kevin’s girlfriend as he told me he was dating a girl but I didn’t think he would have her over during our session.

“I’m guessing you’re the sissy Kevin’s fucking tonight, huh? Good because I refuse to mess up my makeup and he’s been dying for a blowjob from a proper slut”

“I’m not a sissy, I just want to try being face fucked.”

“Ok, you’re not a sissy but you want to be humiliated and degraded by a real man. You want him to make you his slut but no you’re not a sissy at all.”

I hadn’t thought of it like that but it doesn’t matter she wasn’t what I was there for. Kevin finally came back in the room with a bag full of equipment.

“Hey you’re home, I assume you’ve met my slut for the night.”

“Oh, yes baby I talked to the sissy little bitch.”

With that Kevin brought out a blindfold and put it on me making everything go dark. I soon started to feel handcuffs being put on my hands behind my back. I loved the feel of cold steel locking my hands into place. The feeling of being immobile always gets me going. Someone started to stroke my cock, I was rock hard and ready to blow and it all stopped.

“I don’t want you cumming before my boyfriend has had his way with your holes. It’ll be much better to watch you squirm trying to get off”

Apparently Brandi was a bit of a sadist.

“Ok, open that mouth and go to work sissy,” Kevin said.

I opened my mouth searching for a cock and found Kevin’s balls instead. I immediately went to work lathering his balls with my spit and sucking with all my force. He then took his balls out of my mouth and slid his cock into my mouth. It was a little limp still but it was still bigger than any other cock I had sucked before hitting the back of my throat before I even got to the base. I worked his dick up and down until it was rock hard. At this point I had a spit dripping down my chin and onto my shaved body. I like sloppy blowjobs, it makes me feel much more dirty. Then Kevin took his cock out of my mouth and went to get something out of the bag. He returned and I felt a huge ring gag being put in my mouth. It was the biggest ring gag I had ever felt. After locking the gag in place he went back to thrusting his cock in and out of my mouth at a smooth pace. I wanted him to start fucking my face but I couldn’t say anything with that gag in my mouth. Just after that thought went through my head he started to pick up the pace and before long he was full on face fucking me.

“Oh, yeah you love my cock plugging your mouth. Just like a real sissy. Maybe I’ll let you ride my cock later. You’d like that wouldn’t you sissy?”

I was in heaven with Kevin’s huge cock fucking face at a ridiculous pace and I imagine Brandi was enjoying the show as well. His dirty talk I still thought was a bit over the top but I was way too into the situation to let it ruin the moment. By this time I had spit everywhere, running down my chin and completely covering my body. Pretty soon Kevin started to pick up the pace even more and I could feel he was about to blow. I could feel every vein in his beautiful cock sliding in and out of my willing mouth. A couple minutes later he exploded in my mouth. He pulled out after the first couple spurts and continued to shoot another 3 or 4 spurts on my face.

“Damn, you are a good fuck toy, sitting there covered in a real man’s cum.”

I heard a camera go off a few times as I assume Kevin was taking some souvenir shots.

“These will turn out good, baby. That was a huge load” Brandi said.

I was still super horny as I wasn’t allowed to cum while getting face fucked.

“Looks, like you want some more action there, sissy? How would you like to feel what it’s like to be a real woman?”

I didn’t even hear his words I just nodded my head and tried to keep Kevin’s cum in my mouth. He then helped me up off the floor and led me to another room in the house. I was still blindfolded so I had no idea where he took me. I was soon being pushed onto a bed face down.

“Look at that ass, it’s almost as good as mine. You should try using it. Something that nice shouldn’t be put to waste.”

I again ignored Brandi’s words in my state of horniness. I started to feel some fingers squeezing my ass cheeks and spanking it lightly. Then I could feel lube being applied to my hole and some fingers loosening it up.

“Nice and tight just the way a sissy should be. I can fix that.”

I had never had a real cock in my ass just a butt or a dildo and mine were considerably smaller than Kevin’s dick. I started to feel His mammoth sized head sliding across my hole sending waves of ecstasy through my body. I wanted him to fuck me so bad but he was taking his time making me harder with every second. Finally his cock started to push against my anus. As it started to penetrate my ass I felt a small pain from stretching so far. Eventually he got his entire head in and started to slowly thrust in and out. It felt amazing with his enormous member going in and out of my ass. I was trying to get my hands loose to relieve my aching cock of the load that had been building all night. After Kevin got going at a good pace he stopped and pulled out.

“I think it’s time for you to do some work sissy. Get on top and ride.”

Kevin rolled me over and helped to my knees as he lay on his back and started to position me over his cock. I couldn’t guide his dick into my ass with my hands cuffed so I let him get his cock in the right direction. I finally felt it slide into my hole and I slowly started going up and down on his meat stick. All of a sudden Kevin grabbed my hips and yanked me down on his cock fully filling my ass with his massive size. It hurt to start but I started to impale myself on his cock while Kevin kept forcing my ass all the way down and I was just about to lose it and I felt his hot cum flood into my ass and it brought me over the edge. I came everywhere. I felt 4 full spurts before I stopped cumming and I collapsed on top of Kevin. He rolled me off and got off the bed. I must have fell asleep for a little while because I woke up still with my hands tied behind my back but I could feel a butt plug in my ass now and I could feel some rope tied to my ankles. I didn’t mind because I have a fetish with bondage so I just laid there and let Kevin’s seed swim around in my bowls. Then I heard someone come into the room.

“That was a fantastic fuck. How would you like to try having some more fun?” Kevin asked.

I had taken the next couple days off so I wasn’t worried about the time so I nodded ‘yes’ and awaited my instructions. Kevin pulled me to my feet and hoisted me onto his shoulders and carried me to a new room still bound and blindfolded. He laid me onto a padded bench face down with my legs hanging off the end. He untied my legs and scooted me further onto the bench and put cuffs on both ankles. He then pulled my legs apart and locked them to what I assume were eyelets secured to the bench. I then felt him uncuff my hands and replace them with leather cuffs matching the ankle shackles. My hands were then fastened to more eyelets and there I was with a ring gag in my mouth bound to a bench with a butt plug keeping Kevin’s cum in my ass and dried cum all over my face. I started to get hard again thinking about what Kevin had planned for me. I heard someone enter the room and my gag was finally removed and some water was squirted into my mouth out of a water bottle. I didn’t realize how thirsty I was. I was finally able to regain control of my mouth and asked Kevin what he had planned for today.

“I thought since you loved having my dick in you, you’d enjoy having more dick in you. Would you like that sissy?”

“Yes, please.”

“That doesn’t sound like something a sissy would tell her master, Jenny.”

Why was he calling me Jenny and referring to me as a woman. I was again too horny to argue and just blurted out “Yes, master.”

“That’s more like it Jenny. I have some guys coming over and I told them about how much you love getting fucked and humiliated and they wanted to try you out for themselves.”

This really got my dick hard. Strapped to a bench and about to be used as a cum receptacle by an unknown number of guys for an unknown amount of time. I almost exploded just thinking about it. After I laid there for a while thinking about what was about to happen I heard a group of guys walk into the room. I started feeling hands all over my body prodding and feeling all over. Finally one of the guys started rubbing my hard cock but didn’t get nearly far enough to get off. I felt the ring gag being pushed into my mouth again and I gladly accepted it as I assumed it would be difficult to keep my mouth open for however long these guys would be fucking me for. Cocks started slapping me in the face and being rubbed on my ass and all over my body. Finally a cock was stuck through the ring gag and I started working it with my tongue and getting it nice and hard. I had spit dribbling from my mouth again as the cock was thrusting in and out of my mouth. I felt a cock start pushing against my ass and awaiting the fucking that was about to happen. Soon the cock started sliding between my ass cheeks stretching my ass again. Getting throat fucked and my ass pounded put me in a state of ecstasy. I then felt both of the cocks blow there loads simultaneously. Getting filled with cum in both ends was almost enough to make me blow. I felt the cocks in my ass and mouth go limp and pull out. Both of my holes were immediately filled with more cock and the fucking continued. There must have been at least 15 guys that took turns on my ass and mouth. By the end of the session I had dried cum covering my face while it still dripped out of my mouth. They put a butt plug in my ass so the cum would not dribble out of my ass I could feel the cum that filled my ass it was an amazing feeling. Kevin then came over and removed the gag and unlocked me from the bench.

“You look worn out. I’ll let you rest there until you’re fully rejuvenated.”

“Thanks Kevin.”

I fell asleep again in complete bliss. I woke up with high heels on and a chastity device locked on my cock. I asked Kevin why I was wearing heels and a chastity device.

“I wanted to test your limits and see how much of a sissy you really are. Walk around in ‘em see how they feel.”

I walked around in them for a little bit but couldn’t get the hang of them so I took them off.

“I don’t think I can walk in these at all, Kevin. It’s probably time for me to get going though.”

“Before you go I wanted to ask how you liked the session.”

“I loved it. I wish I could do it again soon.”

“How about you come back later tonight? I got another bunch of guys that would love to take a turn with you.”

“I’ll be there Kevin. You just make sure those cocks are ready to go when I get back here.”

I couldn’t believe the words that were coming out of my mouth. Maybe I am really a sissy. It doesn’t matter I can’t wait for tonight. I hope there’s more cock tonight I would love to be covered in their juice again.

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Craigslist hook up

I'm not ever going in chronological order with any of my stories that are true or partially true. Everybodies over 18 by a damn sight.I had some experiences in my youth playing with guys, but I considered myself only slightly bi, and even then only secretly.My most successful sexual relationship with a female was when she occasionally fucked me in the ass with a strap-on. I had hot girlfriends from time to time but I had a hard time ever making relationships work. The few encounters I'd had...

3 years ago
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Craigslist bear daddy Part 1

It was a Tuesday night during a hot and my parents were out for the week. At just 18 I couldn't get enough of wanking and sex. The weekend was pulling time and until then a vibrating plug up my hole and slow stroking had to suffice my horny state. I had only been with girls before although I was bisexual. It wasn't the lack of guys my age, rather a lack of older horny to find. It was time to change that, I sent an ad for my area on craigslist. Reading simply ''130lbs, smooth, slim virgin twink...

2 years ago
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Craigslist meeting

My wife to be up and left me out of no where. (I am bi and was in a lesbian relationship) we had not had sex in over a year. So me being the horny bitch I was went on craigslist. I posted an ad looking for a couple to fuck. I got a response that I was very interested in and it was a man only. (At this point I had never been with a man at all). So of course I was excited and said get over here. Here is my side of the story hope you enjoy!He shows up at my door, we have never met, but we...

3 years ago
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Craigslist Chronicles Ch 01

bisexual male – threesome – mmf – creampie – butt plug – virgin – assIt all started the summer after I turned 18. I was a little bi-curious to say the least (actually I was more than curious, I wanted a dick in my ass!) but was always too scared to do anything about it. See I LOVED anal. I mean LOVED it. Honestly, I liked fingering my ass more than "rubbing one out." I got to the point where I could nearly fist my own ass! I felt like a pornstar.A bit about me before I tell you any more. I'm...

3 years ago
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Craigslist suprise for slutwife

It had been a few months since my wife Kristi had any sexual fun with guys around Indianapolis so I was checking out craigslist just looking around in the MM4F section. I came across an ad with two black guys looking for a white girl for fun and they wanted to host. I thought that was perfect because we didn’t have to get a room or deal with finding a sitter. I told her about the guys and showed her the pic of both there hung cocks and that was all it took to get her excited. Since her Ex /...

2 years ago
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Craigslist Meet A True Story

The following is a true story and happened to me recently. All of the details are 100% true and not embellished at all.I am a married 37 year old guy in a stagnant, boring relationship. The sex isn't interesting any more. More often that not, I find myself coming to this site and jacking off nearly every day. I have to find other forms of sexual titillation to excite me. My wife has an "Adam's Cock" dildo that I fuck my ass with when she isn't home. I also love shooting a load on that dildo and...

1 year ago
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Craigslist Redneck

My wife and I had always been in the swinging lifestyle. She had an itch that needed to be scratched from time to time. Her "itch" was several men. We keep our transgressions pretty discreet. We live in a small Cul-de-sac where everyone knows everyone elses business. My wife is a nurse and somewhat a a curvier build. Some men like it some men don't. She has large hips with a nice sized ass and large breasts. This is the story of one of her many frenzied states. She puts an ad on craigslist...

1 year ago
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Craigslist meet in a Dublin Hotel

I was so nervous I was shaking.Meeting a stranger for sex had seemed a very exciting idea when as I lay in my bed horny.I hadn't had a cock in me for so long I wouldn't be surprised if my hymen grew back.Not a sniff of a cock since four months ago when I split up with my boyfriend Mattew. We had been together for two years and the sex had been great.But he was a prat.We would have split a lot sooner but he had a very thick cock and to be honest,he was a great lover.Not gentle,but he made me...

2 years ago
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craigslist couple part 1

This kinky story began when I answered a post on Craigslist for a couple looking for a male to photograph them having sex. Basically I would be able to watch and take a bunch of photos and videos for their private collection. I was a little hesitant at first, but it sounded like an experience I didn't want to pass it up. So I sent them an email that included the same pictures on my profile. The male replied with his number and told me to call him. When we spoke he said I sounded like a...

4 years ago
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Craigslist Suprise

I was looking on craigslist one day for some stuff I needed around my ranch. I notice the section titled "casual encounters" and thought I would check it out. Now I am country boy, about six foot seven tall, two hundred fifty pounds. I am told I look all cowboy. I have been married and divorced four times. Looking at the ads I could not believe what these ladies had posted. Then I came across one that caught my eye. It said: couple looking for sperm donor-no strings attached. I had done this...

3 years ago
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Craigslist Monster

My name is Michelle I am white 42 yrs old 5'2 105 lbs I have 32DD's. Now that we have that out of the way on with the story.I am always looking on craigslist pretty much just to laugh at all the stuff on there but one night I was really horny and one caught my eye. It read "14 inch monster cock looking for a woman to facefuck and have some hardcore sex. I thought there is no way this guy has that big of a cock but I thought it might be fun to go and if he has a 2 inch cock I can just laugh...

3 years ago
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Craigslist true story

This is a true story. I'm attached but get bored and curious a lot. So one day I started surfing the casual encounters section on Craigslist. I sent out several emails and a lot came back as "please log into this website to confirm your identity" but one was actually a real person.Let's call her Demi. I asked Demi what she was looking for and she said "a little fun". Now I wasn't naive. I know nothing is free. We agreed on a price. After a few pix I confirmed she wasn't a cop. I left work and...

4 years ago
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Craigslist ad Part II

Looks like I tend to leave stories incomplete, so figured I’d better finish up a couple. This one goes back a few weeks while I was working alone at an empty office. On this occasion I placed a quick Craigslist ad seeking cock. The idea was to meet guys across the street at specified times, and bring them over for some quick head. I sucked off a nice young cock at 10am, and had a couple visitors at noon that left me hoping the office suite shower was working….. Sam and the other guy...

3 years ago
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Craigslist ad to get my ass and balls sniffed

When I was younger as weird as it may seem, I always enjoyed my own scent. As a teenager I would go play basketball and come home and jerk off before I would take a shower and got use to the scent of a sweaty male body (mine). Every girlfriend I had I enjoyed the scent of their asses. 69 was my favorite position besides doggie =-). There was one GF (several years ago) that I had the love to sniff my balls for whatever reason, which got me turned on. Every since that point I've been hooked....

4 years ago
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Craigslist Fuck

My buddies and I decided one day to look at craigslist to find new games for our xbox. We saw the section for women seeking men and was just playing around when we came across an ad for a woman looking for several men to fuck her for her husband's birthday. We replied to the ad thinking nothing would happen. But we did get an answer and were invited to a hotel room not far from where we lived. We arrived at the time and place, it was four of us. Me, Billy, Ron, and Tim. We are all just...

2 years ago
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Craigslist II

I was on fire one night, what I call a manic night. posted an ad on CL. I never read those ads so I don't know what is normal but I was very specific what I wanted. Size, body/build, age range, and that i wanted aggressive endless pounding, something to that effect. in otherwords, i wasn't into the whole foreplay crap where the guy thinks we require them to make us cum to feed their ego before they can get themselves off inside us. That routine drives me nuts. I'd rather he go down on me after,...

2 years ago
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Craigslist real life

Recently being in this new city where I know nobody, and was so fucking horney I was gonna die, I placed an ad on Craigslist. I got countless responses which I couldn't keep organized. Like a hardcore full time job juggling all these perspective hot cocks at my disposal. After hours and hours of weeding them out, I landed on one guy who seemed possibly perfect for a very simple job. All I wanted was to be fucked good and hard. No fuss, no muss. I wanted him to be young, able to fuck over and...

1 year ago
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Craigslist ad

On one Friday morning, I woke up extremely horny and had huge hard on. My Dick was sticking out my underwear. I called up one of the girls in was talking to,… On one Friday morning, I woke up extremely horny and had huge hard on. My Dick was sticking out my underwear. I called up one of the girls in was talking to, and I asked her to come over so we can have sex. She said she was busy and can't come over until Saturday. I was highly upset.i was extremely horny and porn couldn't help me...

Fantasy
1 year ago
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Craigslist Parking lot BJ

I am 50yr white married guy who likes to suck cock when I get the chance. I went on Craigslist Men looking for Men and saw a guy posting that he hadn't had a blow job in he can't remember the last time, and wanted to see if CL really worked. I e-mailed him back saying that I was coming to his area this morning, and would love to meet and suck and swallow what he has. He asked if I could host, and I replied back, no....I could not host, but I was open to going up to the cross over looking the...

Gay
2 years ago
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CRAIGSLIST STROKE BUDDY

I frequently went through craigslists back then. Just curious to see what was out there. Looking for anything and that turned me on. I went and found a post from a guy that involved going over and watching porn together and then jerking off. That's it. I thought about it and it excited me. I was gay or anything, but I had always thought about masturbating with another guy. I initially decided not to reply. But I found myself thinking about it all day and figured why not? I went ahead and...

2 years ago
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Craigslist Chronicles Ch 02 Mr G

What can I say... Some of the keywords I've been using include; midnight, late, watch, chill, and hang out. It seems a lot of people on here want to hook up right while I'm at work. It seems my work breaks have become my dedicated casual encounter search time. Over the past few months, I've come to learn most of the CL talk and acronyms. It's like a whole other language of blunt speech. bi guy, horny as fuck! -29- Bi guy here, looking to get blown. Maybe more. Maybe watch some...

3 years ago
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Craigslist Chronicles Ch 03 Chuck

It's been a few days since my last hookup, as you can probably realize, I've been pretty damn horny. Alex is busy all week but will be free next week for a few days. (It'll be my weekend, so I'm pretty damn excited about that). But, back to the here and now... What can I say, the craving is hitting hard today. During my lunch hour, I filtered through the hundreds of ads, looking for another chill dude to hang out with. I sent out a few messages and awaited my responses. Nothing, as my...

1 year ago
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Craigslist Chronicles Ch 04 Alex

It's been a few weeks since Alex, and I last hooked up. We've been keeping in touch regularly via text, but his schedule has been busy the last few weeks. Thankfully, we both had the next few days off, and both had some free time. We've been planning this overnight trip that both of us were extremely excited about. A few weeks ago, while at a conference for work, I got a free night's stay at any of their establishments because they messed up on our rooms. I decided to share this free...

2 years ago
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Craigslist Chronicles Ch 08 Job Interview

dominate masc executive looking for 'fun' interview - 38 Looking for a come hungry slut to suck me off and then take my hard cock in the office. I am conducting interviews all day Monday, Tuesday, and Wednesday for a position within my company. Looking for a break, and to live out a fantasy of mine... Come in professionally dressed with a resume in hand. The interview will be at the end of the day, so few people in the office. I have one open interview spot for Tuesday at 4 PM....

3 years ago
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Craigslist NSA Love

I replied; “What do I want out of this? It’s an easy/hard question to answer, I know what I want, but don’t know if I can describe it. I want a lover, someone to share myself with. I want someone to love on, someone to touch, someone to breathe in! No strings attached love. I will never ask if you have others, no jealousy, no pain, no lies. Just fun, and love. I need someone to share my passion with. A woman to please in the bedroom, a woman to push to sexual heights unknown to her, the higher...

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