[M]y Ongoing Craigslist Encounter [F]

I posted this a year ago but deleted the account.

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I live in Los Angeles. I met Sal on craigslist casual encounters before it closed. I posted looking for a casual encounter with a girl 18-25. I’m 28, athletic, white and a little bit pacific islander. About 7.75” She messaged me and was super cute. We met up at Starbucks the next day and chatted it up a bit how she’s an aspiring musician and it seemed like we clicked.

One certain Tuesday I was extremely frustrated at work. I decided to leave at 2:30 and called her as I left seeing if I could come by. Luckily she was home–She gave me her address and I headed there. After I trapsed the hilly roads of her neighborhood, I climbed the double tall stairs leading up to her loft.

She’s wearing a cute pink flowing top and some tight, high-waisted jeans. She’s about 5’8, white, slender. Her ass is perky. Tits probably a small C. A good mouthful. I tell her I’m kind of dirty from work and she suggests I shower. I jump in, rinse off, and when I’m out I’m met with a completely naked, 20 year old aspiring singer. Hair nowhere else but her head, perfectly perky nipples, completely bare pussy. All smiles.

Wearing only my long boxer briefs, I go for one of her ears with my mouth and the other caressed with my hand. She starts melting. I go for her collarbone, then down to her nipples. I caress, play, lick, and flick. Meanwhile, I see that her hand is playing with her clit. I get down to my knees and start kissing around her slit while she continues to play.

I suggest we move to the bed and tell her to get on all fours with her feet hanging off the side of the bed. I get to my knees and start to kiss her ass cheeks, moving closer to her pussy lips. She’s still playing with her clit. I stop kissing. I fan out all 10 of my fingers, putting them nail-side up on her skin above her bent knee. Slowly and carefully I move my hands up her legs, softly teasing her skin. My thumbs stick out and brush past her pussy and asshole. She stops playing, her face falls to the comforter, and she lets out a gasp. At this point, my fingers are just off her skin. This time, I tease my fingers downward and then back up as before. Her entire ass radiates with goosebumps. She gasps again. With my hands now off her body, I stand up a bit, put my right hand carefully around her neck and proceed to drag my fingertips slowly down the center of her back. She’s panting. As my fingers come across her ass, I position my middle finger to lightly tease her asshole and pussy as my other fingers brush by her asscheeks. She tenses as I brush it off. And go back up the same way. Now I can see her pussy glistening. I go back down with my fingers one more time, but this time I push a bit on her asshole. Now my middle finger is searching for her clit. Slow counterclockwise movements on her clit turn into my middle finger gliding between her pussy lips. I bring my lips to her asscheeks and start kissing, kissing closer and closer to her clit each time. She continues to breathe deeply as my tongue finds her clit. She lets out a soft moan. For about 10 minutes I tease her clit, pussy lips, and asshole with my tongue.

I feel her getting fatigued after a bit on her knees, so I ease out and flip her over. “Wow, that was amazing,” she says as she lays on the bed with her heels touching her ass and her legs spread wide, giving me the perfect invite for more. I slide up, kiss her neck, move down her body kissing each of her nipples as I make my way back to her clit. Back and forth, up and down between her clit, slit and ass, and I think she just can’t take it anymore.

When I stand up, she sits up a bit, panting out of breath, and sees my stiff cock. “It’s not gonna fit,” she says. Before I can figure out if she means her mouth or pussy, my dick is halfway in her mouth. Taking it about halfway in, she says, “see?” while looking up at me. I sort of chuckle and she goes back to playing with my dick for a bit. Growing tired, she says, “will you fuck me?”

“I dunno if it’ll fit,” I say smirking as I lead her to the bed and lay her down on her back. She lays down and spreads her legs. I sit on my knees and move my hard cock toward her spread pussy, placing my head on her clit. “Aren’t you gonna use protection?” she asks. I pull away and put my hard dick on top of her stomach. It covers her belly button. “It’s big” she mutters. I roll on a condom and she reaches over to her nightstand. “I have this lube I think you should use. I don’t want it to hurt.”

I drop some lube on my cock and on her pussy lips, and massage her clit a little to rub it in. I pick her legs up and put them on my shoulders.

I start to slide my dick in, slowly. It feels like i’m trying to push my cock thru the hole in a water bottle. “Go slow!” she yelps. If I were going any slower I’d be pulling out. I ease in, all the way, my nuts now touching her asshole. I pull all the way out and then slide it back in again. “Oh wow,” she says, “that feels amazing! Go faster.” I fuck her a little bit more and she starts to relax. I speed up a bit and I finally hear her moan some. After a while, I feel like I need to cum, so I slow down and pull out. “Can I fuck you from behind? She flips onto her knees, and while she’s getting settled I put two fingers into her pussy and play with her g-spot and use my thumb to circle her asshole. I pull my fingers out and start to slide my dick in. I start off slow and she keeps moaning, so I give it to her harder. Fucking her as hard as I can and holding my cum back for dear life, her head hits the wall pretty hard. She doesn’t even flinch so I give it my all and finally let my cum loose in the rubber. Slowing down she flips around and I take off the condom and she cleans my dick with her mouth.

She wipes out on the bed, I jump in the shower, get dressed, and slip a $100 in her purse as I leave.

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Our casual relationship is ongoing.

Source: reddit.com/r/gonewildstories/comments/aqmppl/my_ongoing_craigslist_encounter_f