[m/f] My first successful Craigslist casual encounter. | 2016

I was always skeptical of potential opportunities via craigslist "personals/casual encounters/w4m". But being horny and bored I found myself surfing it and I stumbled on an ad that peaked my interest:

"22yo looking for a NSA hookup". The body of the post had something about kicking the boyfriend out, and just needing a good fuck. Send photo and description.

I figured - what the fuck, and sent an email with a face shot (chicks seem to hate dick shots) and an honest description of me. 44yo, 6ft4in, 220lb, fit but big, red hair, large beard, and a manscaped chest and bush.

I honestly didn't expect a response, or if I did get one it was going to be some request for a "contribution" or some sort of spam. Hate spam, and have nothing against working woman but frankly I'm broke.

A few days later I got a response, with photos no less! Young, cute face with freckles, cone boobs, big smooth butt, hairless pussy. She described herself as 5ft4in, 140lbs, and brunette. The photos showed a few extra lbs., but I like that, so it wasn’t a problem.

I was off that day so I emailed her that I'd love to come over in a few hours, and asked if she'd send a few more photos. Shockingly I got a response almost immediately, with a few more candid photos (no face shots) and a request to see a nude of me. The best part, she sent her email address. It didn’t take much sleuthing to figure out who she was. On top of that, the photos had all their EXIF data! She wasn’t lying, she'd just taken the photos and GPS had her not to far from where I lived! SCORE! I'm not a hobbyist or stalker. I simply want to know who I'm dealing with. I have shit to lose hooking up with the wrong person. I was able to discover was she was exactly as she presented herself to be.

I sent her a few nudes of my own. I'm not 22 anymore, but I stay fit and am HWP. I know it's bullshit and you probably don't believe it, but my cock is proportionate to my body - i.e. 7+inch and thick.

She LOVED the photos and even complimented me. My ego loved it! Needless to say we were both happy with each other and set a time for me to go to her apartment.

I arrived on time to the apartment complex and emailed her that I was there. After no response for 15 minutes (yes, I'm a patient man) I figured she got cold feet. Nothing ventured/nothing gained ran through my head, and I headed out. As soon as I pulled out I got a chime on my phone and sure enough it was an email from her with the apartment number. I didn’t respond, just turned around and went right to her apartment.

Knocked on the door and there she was - face even cuter than the photo. Wearing a t-shirt and shorts, in bare feet. I greeted her with a warm hello and a hearty hug. She was shaking like a leaf. I ushered myself in to find a clean but extremely modest apartment. Couch without a table or lamp, no chair. Kitchen with nothing on the counter, no wall hangings. We've all been there - living modestly.

She apologized for the apartment but I assured her that she had no need to be apologetic. She offered me a water bottle and we struck up a conversation in the kitchen. She confessed she'd never done this before and just about backed out. As we chatted about Craigslist, boyfriends and her job she slowly warmed up to me and became more chatty and comfortable.

I asked to see the rest of the apartment, which consisted of a little bathroom and the bedroom, which was not as modest as the living room. Queen bed, chest of drawers with a large mirror, and nightstands with lamps. I complimented her on it and she blushed and thanked me.

Not being shy I approached her. One hand to her ass, the other the back of her head, and I kissed her deeply. Our wet tongues touched and she wilted in my arms. I lowered her to the bed and laid on her as we kissed deeper. The hand behind her head moved to her face, then down her breast. OMG she was so responsive! Everything I did made her breath deeper and kiss more passionately. Her hands wrapped me and clung tightly. This went on for some time; it was SO hot to be with a responsive woman.

I wanted to see her naked and stood. She was frustrated at first, thinking I was pulling away. But in seconds I had removed her shorts and panties, then sat her up and pulled her shirt over her head and removed her bra. She searched my face for a reaction to her nudity. She could see me drinking in her body. White skin accept for freckles on her upper chest and shoulders. Cone breasts with large areolas and flat nipples. Cute pooch, and wide hips. Her pussy lips were dainty, inner labia totally hidden by outer labia.

I stood up and removed my shirt and dropped my shorts as she watched from her elbows. She stared at my cock. Half hard, foreskin still partially covering my cock head. She looked up at me with a question in her eye. I said "It's foreskin, have you never seen an uncut man before"? She shook her head no, then sat up and took ahold of my cock. The foreskin retracted as my cock became harder from her touch. She laughed at it retracting, then purposely started stroking my cock, soon followed by lowering her head and engulfed it into her mouth. Her shyness obviously out the window, she was confident in her cock sucking skills and she was right to be. One hand stroking its length, mouth wet following the hand up and down the shaft, other hand squeezing my balls hard. Between breaths she said "my boyfriends cock is nowhere near as big as yours!" and "OMG, the head is HUGE, I love sucking your cock!" Yea, I know, sounds like a porno, but that’s what she said.

Her technique and comments frankly turned me on to no end. My cock was as hard as it had ever been, and my hips were thrusting into her face. I didn’t want to cum, so as hard as it was, I stopped her and pushed her back on the bed. Back on top of her, aggressive kissing, hand on her breast squeezing its size, then pinched her nipple. I slid down her body and tasted her. Musky, hairless - and instantly responsive. Her clit poked at my tongue as I flicked it. I slid a finger in. A second didn’t seem possible. She grabbed my head and pulled me into her pussy and I loved her response to every flick. It wasn’t long before I could feel her pussy rhythmically pulsing around my finger and a gush of liquid flowed into my mouth and beard. She squirted! IT WAS SO HOT!

I didn’t stop. This time I found a rhythm as I bit (gently) down on her clit to hold it in place so I could attack it with my tongue. It wasn’t long before she came again, this time more vocal, legs quivering - the squirt less apparent but still there.

I didn’t give her time to recover.

I stood, wrapped my cock in a condom then I attempted to mount her. Her pussy was as tight as I've ever had. I literally had to work it in. She even grabbed it to help, moving her hips to give me more access. Eventually I found a cadence and starting fucking her. She remained responsive, vocal grunts with each push in, her breathing forced, her hands clawing at my back and ass urging me in with each thrust. She came again suddenly, and pulled me down to her. I covered her mouth with mine as she moaned through it.

I'd have preferred to last a lot longer, but I was SO ready to cum. As soon as she finished cumming, I pulled out and removed the condom. No stroking was necessary. The first shot lofted over her torso and landed firmly on her chin, the second her neck, and the preceding ropes of cum overed her sternum and stomach - and filled her bellybutton. Yes, I was happily surprised at how hard and far I came, and she simply looked down in awe. (My ego as so happy!)

She looked at me and I her, and we both laughed. I fell to her side and kissed her deeply again as my fingers drew circles in the cum on her stomach and chest.

After a few minutes of rest she worked her way out from under me - something about cleaning up the mess. I laid on my back grinning.

She startled me upon her return by jumping on me. We kissed and laughed like we’d been lovers for ages. Her face and chest were red, her mouth in a perpetual grin.

We chatted about how her boyfriend had left her recently and even when they were together they seldom had sex as he was always complaining that she was fat and sucked in bed. How wrong he was. What a dumb-ass. I shared my challenged with a past marriage, the lack of consistent work, life. But it didn’t seem so bad at that moment.

We continued to kiss and chat and laugh. Life is good.

Yes, I'll see her again.