Alright, so running it back to 2018 when I was 22, I’m 25 now. The last part of college, I was a slut for the first time in my life. Honestly, was a bit obsessed with myself and the hard work at the gym paid off. I was getting what I wanted and slept with 8 girls the last two months of college. It was a good run.
So fast forward 6 months, I’m living at home on a dry spell working for an engineering firm. Tried using dating apps but only getting dates here and there. It was a rough stretch, especially because I try to avoid porn unless it’s on this sub. I was probably holding in my cum with the exception of once every 3 weeks I’d give in.
So I got sent to a mid size city in the midwestern part of the states. I was set there for 3 months, and I tried using tinder the first few weeks. Went on a date with an 18 year old but it was weird.
Midwestern girls were pretty much on those apps to get married. It’s different than other parts of the country tbh. The more I held out the more I realized I was in a hotel room and could get an escort call in. I’d never done anything like it but the excitement and fantasy of it sent shivers down my spine and made my cock twitch. It was pure sex addiction and lust that I’ve gotten a handle on now, but going from cocaine fueled college sex to nothing was too much for me. I needed to pump my cum into a hot slutty escort. There was nothing that was going to stop me.
Using my personal laptop with a VPN, I did my research and found a profile on a reputable site that made me precum and moan just looking at a couple of her pics: [here’s a link to her pics, yes these are the actual ones](http://imgur.com/a/0KZ1jFs)
I sent her a respectable email and got an answer two days later from her “assistant”. I was going crazy. She requested a bunch of info about myself for a background check. She asked for my full name, place of employment, age, personal cell… I was so horny and excited I decided to just say fuck it and go for it. It was a huge risk that paid off. Even sent my LinkedIn profile.
Two more days later everything was confirmed and set a date to meet “Ginger” that weekend.
The two days between setting the date and meeting her was the horniest I’d ever been. I hadn’t cum in 3 weeks and my cock was raging for this busty escort.
It was about an hour before she was to arrive, and I cleaned up my hotel room, put the sizeable amount of cash for 2 hours of her time in an envelope on the bathroom sink, and set up a fresh bottle of wine and 2 glasses. I took a shower and shaved a bit, then brushed and flossed + mouthwash. I wanted to seduce this escort. I made she I ticked every hygiene box, including a tiny tiny bit for cologne.
I got a text directly from her saying she was 5 minutes away and would be walking in soon. My heart was racing. Other employees in my company were in the building as well. Thankfully, none of them were actually on my floor. Chances of getting caught were low.
She knocked on the door and I let her in. She actually looked precisely like her pictures, but was wearing a sleek black dress with her cleavage showing. All natural, and honestly I think they were size F.
Right when I let her in she gave me a huge smile and hugged me “oh my god Hi! Honestly so excited to meet you! Not everyday I get someone new. And wow, youre so handsome”
I was red and nervous but just said “thank you, you look great too” She was such a women. Busty hips, a huge ass, giant boobs. A completely different animal than a tight college girl. I’ve always wanted an older women and I was finally getting that.
I showed her the bathroom and she said she’d be out in 5 minutes. I asked if she wanted to sit and drink a bit of wine and she hollered back “oh my god, yes”
I had to give it to her, her energy level was amazing. I was getting hard just from the positive vibe she was giving off.
She came out of the bathroom and we sat down and I opened the wine and poured us both a glass. If you look closely at her pics you can see that she had one eye that was brown and one eye that was green. It was honestly enticing.
“So what do you do for work” she asked me. “Are you a software developer/engineer?”
“No, I’m actually an environmental engineer. I like working with my hands outside”
She looked at me and said “I bet your good with your hand” I laughed and then she followed up with ” I’m pretty surprised you don’t have a gf or anyone. You’re hot, have a good career. You’ll have a wife in 3-4 years, I guarantee it”
I laughed pretty hard right after a large sip of wine. “Yeah, I know. I had a lot of fun at the end of college but it’s been hard to adjust. I was just perusing and you blew me away. Honestly, my heart is racing. You’re beautiful”
She giggled lightly and said “wow, you’re a smooth talker too. If I met you 15 years ago, I’m sure youd be my first ex husband”
That made me cock twitch. She was witty and knew how to make cock hard. I was hard already, obviously, but that threw me over the line. I took a large gulp of my glass, finishing it off. I stood up and took a step over to where she was sitting, moved her hair behind her ear and went in and kissed her. We made out like that for a little bit, with my hand moving up and slowly outlining her nipple around her dress. She wasn’t wearing a bra.
She pulled away and said “wow. You’re something else” while taking her pointer finger and tracing the outline of my cock.She took her other hand and went up my shirt, feeling my flat stomach and chest.
“Jesus, you’re sexy. Such a man”
Honestly, I needed this type of confidence boost and ego boost. It was just amazing. So much dopamine and serotonin getting dumped. Fireworks going off in my head. She stood up and grabbed my hand, and guided me over to the bed.
When we got to the bed, she straddled me and unbuckled my pants, pulling my boxers off with them. She had a tiny little bag with a toy and pulled out a spray bottle and sprayed my cock with it. I’d never seen anything like it, but it was just lube. She started giving me a slow and sensual handjob. I started feeling up her ass with one hand and exposed her tits from her dress with the other. I pushed her torso down with my other hand, and she obliged, letting my suck on her giant MILFy tits while rubbing my cock. After sucking her tits, she started to go to town blowing me. I was a bit skeptical becuase of the unprotected blowjob but I didn’t care. She was a succubus and she was getting my load. I gently put my hand on the side of her face, signaling for her to stop, and brought her in for the messiest kiss I’ve had. She was tongue fucking me while both of us were letting out gutural moans. I could tell she wasn’t faking it either.
I signaled for her to get off of me and returned the favor with oral. I actually wanted to impress this escort who I’m sure had been with countless shitty fucks. I ate her out gently and built her up, feeling her pussy slowly get wetter and more open. She was moaning and pulling my hair, and I started to pick up the pace until I felt her pussy clench and her moans hitting a crescendo. The look she gave me was one of approval, with just a nod and a smile.
I put on a condom and asked “can you please ride me and call me something dirty?”
She smirked and said “yes of course”
Right when I entered her she said “oh my god, good boy”
That made me moan instantly and I slowly bucked my hips up, fully engulfing her, being a good boy. I’ll be honest, her pussy felt bigger and more open than any other pussy I’ve felt since. Not that it felt had, it was just obvious she had so much more room. It made me wish I had a bigger cock to fill her with but it was still bliss.
She started to grind and said “you’re such a good boy to me. Do you want to cum for me?”
This buildup was insane. I hadnt cum in a few weeks and was getting close.
I pulled her close, sucked on her tits a little more, and then told her I was going to turn her over. I turned us over gracefully, still fully inside her.
She looked at me and said “who’s pussy is it baby?”
I started thrusting hard into her. “it’s mine, it’s mine babe. I’m going to fucking cum in you” and with that I started to moan loudly and orgasm inside of her. She knew and somehow lined up my bursts of cum with tiny little hip bucks while moaning out “oh my god, good boyyyy”
After that we cuddled and talked about life and how good of a fuck that was. I poured us another glass, we still had an hour. The cum had leaked out of the sides of my condom and my dick was completely covered in a mountain of jizz, she was taken aback “jesus, when was the last time you came?”
“About 3 weeks ago. I’ll be ready to cum in 8 minutes” and squeezed her ass and smiled.
Well I gotta go but I hope you guys liked that. Our second fuck was doggy style, I asked if I cum on her face and she let me. Genuine true story about a darker act I committed that I can’t ever tell anyone. Probably worth it, but won’t do it again.
Source: reddit.com/r/gonewildstories/comments/lz3wsw/mf_the_time_i_m22_went_on_my_first_business_trip
> I could tell she wasn’t faking it either.
Oh, sweet child.
Dude, don’t worry about it being “dark”. There’s nothing wrong with sex work.