Craigslist Confidential

[deleted116951]

Craigslist Confidential

It all happened because I needed tickets to a show. Soldout concert. Ebay prices were through the roof so I decided to take a look on Craigslist, I had heard that ticket prices were a little more reasonable there.

After a couple minutes browsing through ads I realized that whoever told me Craigslist had cheaper prices was full of shit. I'm about to turn off my computer and call it a night when I catch a glimpse of a category on Craigslist I didn't know existed, "Casual Encounters". Curious, I clicked on the link and checked out the W4M. I couldn't believe my eyes - there are actually women out there who are so horny they'll post on the internet for random guys to come fuck them? Incredible! It's like a guy's dream come true. I clicked on ad after ad. Time seemed to lose all meaning as I read through them all. With each ad I read my cock got harder and harder, eventually I had to unzip my pants and pull it out as that it was rapidly running out of real estate in my jeans.

I stood on the brink of commiting to this newly discovered no strings attached world. Obviously my cock was saying "Go, go, go!" but my brain was still caution. Surely, I thought, this is too good to be true. There is no way these are real ads, they must be some sort of scam for porno sites or something. I decided run a test. I picked one of the ads I thought sounded the most "real" and send a response. Something casual, "Hi, I'm blah blah and I saw you ad on CL...". My heart raced in time with my throbbing cock as I hit send. Now all I had to do was sit and wait for a response.

It came sooner than I would have expected. Eagerly I opened up the email and found to my dismay that it was a form response directing me to "her personal website" for pictures. I knew it! Too good to be true! But my cock wouldn't give up yet. No sir. I found another ad and sent a similar response. Again, the waiting game. This time the response took longer. So long in fact that I eventually grew bored and left my computer to watch TV. Just as I had forgotten about the whole crazy experiment I hear my computer chime. I had gotten mail! I dashed back to the screen and opened the new arrival.

This one had obviously been written by a human. It referenced things I said in my email and told me about herself. At the end she asked for a picture of me, she having supplied a picture of herself. A very cute looking blonde. Sensing the prospect of sex, my cock once again stood at attention. Jesus, it was getting annoying. Then I thought, why waste a perfectly good hard on? She wants a picture and a picture she shall get. Just the prospect of this potential encounter had fully engorged me. By the time I hit send I was sure going to cum if my hand even brushed against my cock.

The reply came much quicker this time around. Simply an "OMG, that can't be real!". If even the slightest breeze had come through my room my cock would have errupted in orgasm. I LOVE when women are taken back by my size. I sent a short response back to her "I hope it's real cause otherwise I don't know what I'm holding in my hand. Would you like to see another shot? Pic for pic?". Her response was almost instananeous "YES!". I was still quite ready to be photographed so I took another picture and sent it her way. She reponded with more praise and another pic of herself. Naked. I looked at it with my hand hovering over my cock, my cock begging to be stroked to release. Then I noticed something. The girl in the naked picture didn't look like the girl in the first picture. Still blonde. Still cute. But definately not the same person. I was being scammed. My erection instantly deflated. I had just realized the first rule of Craigslist: all women who post are guys or scammers. Defeated, I deleted "her" email and went to bed.

 

[deleted116951]

The next morning I woke with a serious case of morning wood. Great when you're in a relationship and your girl is laying right next to enjoy it but annoying when you're alone and trying to take your first piss of the morning. Thanks mostly inpart to Craigslist during the night I had had one of the most detailed and vivid sex dreams in which I succeeded in finding a willing partner and we had sex like wild animals. Wild animals who also happened to be hardcore porn stars. Strangely I found my cock pointing towards my computer like it was magnetic north. It wouldn't let me give up on Craigslist without a fight and next thing I knew I was looking at the W4M section again. It was then I noticed a link on the top right of the screen: Post. Dare I take that jump? Make the leap from passive voyer to active seeker of ilicit sex? I hadn't listened to my brain yet, why would I start now?

The post was relatively simple:

Hello Ladies,

Are you looking for a nice thick cock to fill you up? Perhaps you've never had a big cock and are curious how it feels or maybe you've had one and are addicited. Regardless, I have what you're looking for so send me an email if you'd like to feel this inside you tonight.

You be D&D free, 21+, and HWP.

Some of my worst writing ever. Most of the blood that usually went to my brain to help me eloquently construct complex sentences of capible of stirring all sorts of passion was being diverted to my dick. Who would respond to something like this? It might turn on some sex crazed guy but a woman wouldn't was the time to read more than one sentence. I looked down at my thick shaft and then at my camera. Soon my posting was enhanced by 4 pics and shooting through cyberspace. After a couple of minutes waiting for responses I remembered that it was Wednesday and I needed to be at work in 30 minutes. Quickly I hit the shower, dressed and was out the door.

Hours later I sat at my desk itching to check my personal email account to see if there were any responses. I tried to find some busy work to keep my mind occupied but to no avail. Making sure nobody was watching me, feeling suddenly dirty for bringing this secret world into my office, I logged into my personal email. 4 responses! Once again my cock began to stir inside my dress slacks. I opened the first one and was met with dissappointment, "Hey dude, great cock, would love to suck it." From a guy. The next one, another guy. The third, you guessed it, a guy saying much the same thing. The last - a guy. This time offering to pay me to suck me off. Flattering, but not interested. This brought me to the second rule of Craigslist: only guys will respond to your listings.

With dissappointing results in my inbox I was able to go back to work and finish the day without another thought of my dirty online secret. As I was finishing up for the day I logged into my personal email once again to find an address I was looking for. Waiting for me there was a fresh response. Skeptically I opened it. It was from somebody claiming to be a 39 year old woman. She started by saying she was too far away from me but wished that she could be filled up by me. Attached the email was her picture. She looked like your run of the mill housewife. Cute and trim with shoulder length brown hair and sparkling blue eyes. She looked like the last person you'd ever suspect would go online looking for sex. Surely this was another scam. But what if it wasn't? The older woman? A chance to bed a sexy cougar? How could I pass up on it if it was real? I sent her a quick response telling her she looked gorgeous and asking where exactally she lived and then headed home for the day. The drive home all my mind could think about was this housewife. My cock began to get hard again, pushing against the fabric of my pants. I yurned to take it out, but stuck in rush hour traffic is not the best place to whip out one's penis.

When I got home I rushed back to my computer and checked my mail. My housewife had responded. She said that she lived in a section of town that was about 20 minutes away. 20 minutes? I've driven further than that for sex before. Albeit not with a stranger. I told her that wasn't too far and that if she was really interested that maybe we should arrange something. She played coy saying that she really wasn't looking for casual sex but she had seen my cock pics and just had to comment because they were so beautiful. Was this coyness because she really wasn't a woman? My brain was screaming "yes!" but once again the dick got in the way and screamed "Do her!" If she was really that stricken by my cock I figured that maybe a couple more pictures could sway her. My cock was so hard I could have hit the send button with it instead of my finger.

"Oh my God, it looks even bigger than it does in your CL ad" she responded, "I am getting wet just looking at it." "Still not intersted in some casual sex?" I asked. Her quickest response yet was just her address and a note "Come quick, bring condoms. Lots." I grabbed the whole box and shot out the door like a bullet.

 

[deleted116951]

During the drive to her house testosterone pulsed through my veins. My cock was rock hard the entire time, straining to be free. I pulled into her driveway and paused. This is crazy I thought. I've just driven across town to have sex with this woman I've never even met. Then my mind started racing through what sort of bad things could happen to me. What she had an STD? She had said she was clean but how was I to really know? What if this was some sort of sick game with her and her partner where she'd "pretend" to get caught with another man because that's what got them off? She had told me she was divorced but again how was I to really know? What if, god forbid, this was some sort of robbery scam where she gets me naked and then holds me up and steals my wallet? I decided to leave my wallet and watch in the car and walked up to the door. Anxiously I knock.

She opens the door, looking even better than she did in her picture. She has somehow morphed from just cute to gorgeous. She was wearing white capri pants and a black and white sweater. Her breasts moving up and down quickly with her nervous breaths.

"Deborah? I'm Mike....from Craigslist." I said, realizing just how stupid it sounded.

"Hi Mike." she said nervously, her eyes darting down to my crotch and then back to my face. She paused a second. "Oh! Come on in."

She escorted me into her home and we sat down in her living room. Her on the couch, me in the loveseat next to it. Awkward silence hung in the air.

"So....I've never really done this before so I'm not sure how to go about..um...starting" I said. She blushed.

"Me either. I can't believe I'm even doing this!" She was still very nervous. I decided to take the iniative and moved onto the couch beside her. Her eyes locked on mine and then once again headed south. My cock's outline could be seen through my pantleg. "Can...can I...see it?"

Wordlessly I unbuttoned my pants and reached inside to pull my cock out. Her eyes opened wide as she saw it for the first time in real life. "Oh my God. Oh. My. God." Her hand reached out to touch it, I took it in my own and wrapped it around my cock. Her warm fingers felt so good around my shaft, I took in a quick breath. One hand not being enough she wrapped her other one around my cock above the first one. Almost half of my cock was still exposed. "It's so....hard. Jesus I had forgotten how stiff you young guys get." My blood was boiling, all I wanted to do was slam my big dick inside of her as soon as I could but she was still mesmerized by it, instead I smiled back at her. She started moving her hands up and down my shaft, letting go little "ooo's" and "ahh's" as she caressed it. Slowly she began leaning her head down towards my crotch.

Before I knew it my head was inside her mouth with her tongue twirling around it's sensitive tip. I leaned my head back on the couch and let her have her way with my cock. Her hands moved up and down my shaft as she sucked more and more of my dick down her throat. Soon it was slick with her saliva and her hands and mouth moved easily over it. She was starting to get suprisingly far down on it, I'd never had a woman who could deep throat the whole thing but it was looking like this innocent little housewife was going to do it. I could feel the pleasure welling up inside. My hands were no longer laying limp beside me, whey were on the back of her head guiding her up and down on my massive erection. My hips started to unconsciously thrust up as her mouth came down on me, pushing my dick deeper. I watched as her lips got closer and closer to the base of my cock. And then with one quick downward thrust she had my entire cock burried down her throat. She stopped, felling it completely filling her throat, and I thought I was going to blow my load right there. After a second she slid it back out and took a big breath of air.

"Jesus Christ, I need that monster in me right now!" She panted. I was watching this sweet demure woman turn into a sex starved slut before my very eyes. She tore at my button up dress shirt, ripping off buttons, as I grabbed the bottom of her sweater and pulled it over her head. Much to my delight, under it she wore nothing. Her perky breasts bounced out revealing tiny nipples that were so hard they could have cut glass. Both of us began grabbing at her capris trying to get them off as quickly as possible....

To be continued...

 

[faceking]

Not the first, nor the last... "ticket/concert" rendevouz.

Ah... the Jane's reunion show... um Thievery Corporation... I've had a couple, but nothing like this. Cat is more out of the bag.

Well written.

 

[deleted116951]

Her pants were quickly tossed to the floor followed by her panties. She had a beautifully manicured landing strip guiding my line of site down to her pink slit. I could see that it was already dripping with her juices. She sat back on the couch, spreading her legs wide, as I stood up and faced her my dick pointing out from my hips like an arrow. She grabbed me by my cock and drew me back down to her until I was kneeling in front of her with my cock waiting inches away from her hot slit. "Give it to me," she whispered.

My cock slid easily inside her wet pussy, not meeting any resistance until it was halfway inside her. She let out a long moan as she felt my thickness spreading her lips wide.

"God, you're so wet." I remarked as I pulled my dick out so that just the tip was inside her. She just smiled and thrust her hips toward me, trying to get my cock back inside her. I complied and started working my cock in and out of her, each thrust going a little deeper. As she felt it penetrating her further and further her moans became louder and louder.

"Quit teasing me and just ram it all in!" She begged. With one quick thrust I granted her wish and she let out a bellow, "OH GOD YES! Fuck me. Fuck me with that huge cock."

I started slamming my cock into her hard, her breasts boucing up and down and her head tilted back in exstacy unable to make words just moans. I felt her pussy clamp down tight on my cock and saw her start to shudder as she began to cum. The wave of pleasure originated between her legs and then travelled through her body. When it reached her head she shouted, "Oh God Yes!!!!" and I burried my cock deep inside her so that my balls were resting on her ass. I looked down at her. Her eyes were closed and her breathing was heavy. Her right hand was resting on her left breast, her left hand was between her legs playing with her clit. She opened her eyes and looked up at me.

"You've ruined me for all other cocks out there," she laughed. I slowly withdrew my cock and she started stroking it before I sat down next to her. Without saying a word she straddled me and sat down on my cock. "Let me do all the work this time, baby" and she started working up and down on my erection. My hands wandered up her hips and onto her breasts, slowly massaging them as she rode me. I looked down at where our bodies connected and watched as her pussy slid further and further down on my cock. It wasn't long before she had my entirity inside her again and she was moaning with pleasure. My arms wrapped around her shoulders and brough her chest into range of my mouth. My tounge made slow circles around her nipple before I sucked the hard nub into my mouth. A gentle nibble caused her to start riding my cock harder and I found myself meeting her hips with thrusts of my own. As our sex became more frevrant my hands abandoned her breasts and held onto her hips guiding them over my cock. "I'm going to cum! Harder, harder!" She panted. I could feel my own orgasm rising as well.

She came harder than the fist time, her body collapsing on me as she moaned. I kept pounding her pussy as hard as I could getting close to burring my load deep inside her. Condoms! Things had escalated so quickly I never had a chance to put on a condom! She was coming down off her orgasm when I quickly rolled us over so I was once again on top and I could feel my semen racing through my cock about to explode forth. I pulled my cock out just as my orgasm hit. Cum shot out of my cock like a firehose, the first ribbons shooting over her head and onto the floor behind the couch. Cum continued spurting out of my cock, now landing on her face and stomach. Finally she got over her initial shock and sat up and thrust my cock into her mouth. I came for what seemed like an eternity and she greedily sucked out every last drop.

"You didn't tell me you were a heavy cummer as well as hung like a horse." She said once I was finally out of juice. "You made quite a mess!"

She ran a finger through the pool of cum on her chest and licked it. "I'm going to have to shower to clean up." She got up and started to walk out of the room naked and drenched in my cum. She looked over her shoulder at me laying on the couch, still rock hard. "Care to join me?" She smiled...

 

[angellady84]

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