Sorostitute Surpries [M]e On Our First Date

It was August of 2019 (which was a very good year for me) and I had matched with Rose. A 5’3” slim-thick asian girl with light brown skin, dark hair, and big brown eyes. If memory serves me, she was about 23 or 24. She showed up in a simple black dress that went down to her lower thigh.

We had an interesting phone date (I usually like to have a phone date to make sure there’s some sort of conversation chemistry) before meeting in person; the phone date was interesting because she engaged me quite a bit, but I didn’t get the impression she was particularly interested. She also made it a point to say that I wasn’t typically the kind of guy she went for, but neither was her last boyfriend and they really hit it off. She was “trying new things this summer.”

We decided to meet at the Chicago River for drinks and I remember her being somewhat late. A bad uber driver apparently taking her to the wrong location for the bar we were going to. She said that happened to her a fair amount, and that she got hit on a lot. I believed her; between the way she looked and the thirst of uber drives, yeah…

Her face was rather round, in a very cute and alluring way, and she had a very nice smile that she didn’t really show off until after she had a drink to unwind. I don’t really remember too much from the bar at the river. A fair bit of the usual dating exchange for me, what was the last relationship you were in? What’s your relationship with yourself? What’s your deal with your sexuality?

What was remarkable was when I went to get us another round, I saw a guy who looked like the American version of Benedict Cumberbatch. Not being the shy type, I flat out told him of my opinion, and asked him if he had gotten that before… nope, he didn’t even know who that was. Fair enough, and back to my date he went.

Well as she and I were finishing our drinks, ol’ American Cumberbatch comes up to me and uses my comment to him as a way to essentially hit on my date in front of me, which I find fairly amusing as the guy has a wedding ring. He chats us up, assuming we’re partners, but still focuses heavily on Rose. I eventually flat out say we’re headed out, and wish him well, we head down the river a bit and stop to chat a bit more, and I ask if she wants to come back to my place, or end the date. Honestly, I was surprised when she said she wanted to come up… I found Rose fairly reserved and hard to read… that wouldn’t be a challenge for too much longer.

—————

We got up to my apartment, which has a pretty great view of Chicago, and she put both of her knees on of one of my chairs that was next to the window, sort of bending over on it while she looked out. I decided to take a risk and lean with her, placing my hand on her lower back, then moving it down to her ass. I then began to get comfortable, and lifted up her black dress to start playing with her pussy over her panties. She continued to look out the window, but I could see in the light reflection of the window she was biting her lip.

Grabbing her neck I had her spin around and I pulled the straps of her dress off her shoulders to find a surprise. Not only was Rose easily a DD, both her nipples were pierced. The dress padding was so thick, and how it held, I never would have guessed she was so stacked, on top of having them pierced! Her wry smile clearly told me she was used to the shock on my face, and loved it.

“When did you do that?”

“In college. I remember when I did all my sorority sisters wanted to see, then screamed when I showed them.”

“Damn.. what made you wanna do it?”

“I don’t know…”

Fair enough, she wasn’t one for really over-sharing. I grabbed her by the neck and we kissed as I played with her pierced nipples, she had dual-diamond ended bars in I used them to twist, which seemed to love. My hands moved to her pussy, where I had to pull her panties to the side before feeling how wet she was getting. The high of the surprise though was quickly blunted when I picked her up, threw her on to my bed, and ripped her panties off to find a perfectly bare pussy, but was told she didn’t want me to go down on her…

“Why not?”

“I just really am not into it. No guy has ever done it well, and I’d rather just fuck.”

“Are you sure? I really love doing it, especially when it looks like yours, you can tell me what you like or don’t like, maybe I know some things the other guys don’t?”

“Nope, not interested.”

I shrug was the best I could manage as I unzipped my jeans and pulled my cock out. I pinched her nipples a bit more to let out some of my frustration at not being able to eat up what was a perfectly manicured cunt.

I was in for another surprise though… after taking my cock out I began to rub it on her clit. After a bit of that I pushed it downwards, splitting her lips apart. You could hear the sound of her wetness and it drove me crazy. I wanted to see just how wet I could get her so I must have kept this up for 2 or 3 minutes and she was dripping. I was also curious to see if she would mention anything about condoms or protection. Not. a. Word.

My cock felt like it was going to explode and so after the 3 minutes or so, I eventually stopped at the base of her pussy on one of the movements, then pushed in a bit. When she offered no resistance, I gave her more. I’m about 7 inches long and 5 thick, and after 2 inches her body convulsed.

“Fuck, fuck, fuck.”

I kept feeding her my cock.

“You like that, little slut? You want all that fucking cock?”

She couldn’t speak, just managed a very aggressive nod.

I finally bottomed out inside her and her legs shot up, she wrapped them around me tightly. I pulled out a bit and slammed back in to her.

“Oh god.”

I did it again.

“Fuck.”

I began to pick up my pace, but go a bit more shallow and she began to slightly shake in response.

“Please, please keep doing that.”

“Keeping using your pussy?”

“Yes.”

“Say it if you want it.

“Please keep using my pussy- fuck, I’m going to cum.”

I couldn’t believe that after maybe 2 minutes of my cock stretching out her soaking hole she was ready to cum. I hadn’t seen anyone cum that quickly.

“Permission, you need to ask for permission.”

My demand seemed to turn her on even more.

“OH fuck, please can I cum, sir? Please can I cum, sir? Please-“

“You can cum, go on.”

She tightened her legs around me even more and came. For an orgasm that came on so quickly, it was pretty strong. Her body shook and she grinned her clit and hips, it was pretty hot. It was the first, but it wouldn’t be the last.

“Do you need a second?

“No” she breathlessly managed.

That was all I needed to hear and I began picking up the pace. I still had her on her back at the edge of my bed so I could stand and better control my power. I slowed way down, but slammed my cock in with more force each time. Low and behold, after another couple minutes of this…

“Please can I cum again, sir?”

“Again?! Already?!”

“Please. I need to fucking cum.”

I lightened my pounding.

“Nooooo”

“So you’re a little fucking cum slut, huh?”
She kept her eyes closed and avoided the question.

“Do you cum like this with all the guys?”

“Sometimes. Not everyone.”

“Interesting” I said and gave a teasingly intense thrust into her.

“Fuck.”

“What will you do for me? Hmm? What will you do to cum again?”

“Anything you want, sir.”

Her submission made my cock pulse and increased my speed as I thrust in, slapping her thick thighs.

“Fuck yes.”

“You’ll do anything I want, huh cum slut?”

“Yes, sir. Please just let me cum.”

I began to test the boundaries.

“Tell me you’ll be my good little fucking whore.”

“I’ll be your good little fucking whore, sir. Please let me cum.”

“Mmmm, no, not this time. I’m not convinced.”

“Nooooooo.”

I slowed down my pace and took a sort of holding pattern with my thrusting until I believed her to have lost the orgasm. I was curious to see if the edging would piss her off, or enhance the experience. Her communication wasn’t super great, but fuck watching my cock go into that delicious raw fuckhole, and then for her to cum on it…

Reflecting on that in the moment made me grip her hips hard and thrust. I watched her tits bounce and light reflect off her piercings.

“Fuck please, please can I cum this time, sir.”

“You’re going to be my dirty little cum dumb slut?”

“Yes, sir. I promise.”

“Cum on that dick, slut.”

The edging definitely helped because this time she screamed much louder than the last. I covered her mouth which only seemed to turn her on more.

I must have had her cum for me at least seven more times, including three edges. We fucked until 3AM and then again in the morning when I had to wake up early for an appointment.
Eventually, before we passed out at 3, I told her I was going to cum deep in her cunt, and she just told me she was on birth control.

“No, tell me to, slut. Beg me. If you ever want to cum on this dick again, beg me to cum in your pussy.

“Please cum on my cunt sir, fill this slut up with your sperm. Pump it deep inside me, in my raw pussy.”

Music to my ears… It was incredibly good sex.

We ended up fucking for about a month or so. She was… somewhat toxic, but god damn, great sex.

Oh, and American Cumberbatch… he ended up stalking her on LinkedIn of all places. With her name, and they had talked about which colleges they went to, he found her. God damn ladies, I’m sorry you have to deal with such creepy shit.

Source: reddit.com/r/gonewildstories/comments/vi49lu/sorostitute_surpries_me_on_our_first_date