Pulling out all the stops for one night with an aspiring instagram model [MF]

I’m not sure if this is a common thing, but I have a “alternate” instagram account that I use to follow only beautiful and sexy woman without having to flood my personal account with hundreds of the sexiest models and celebs posting their daily photos. These woman were always just fantasies to me until this fateful night a couple years back…

It was the final night of meetings in New York as a couple potential business partners were trying to convince me to give them my business. These day long meetings are often stressful, but at night, they treat me to the best wine and food they can. On our last night we were having dinner and drinks at our hotel restaurant and lounge. It was the end of a successful few days and it was nice not to have to focus on business for a few hours. It was also nice that this group of men and woman were treating me like a big shot when that couldn’t be further from the truth.

I was sitting at the head of the table with seven colleagues, when we finished our meal and moved to desert and more drinks. That’s when I saw a familiar face sitting at the bar at the far end of the restaurant. The first thing I noticed was how beautiful this woman was. She had long thick bleached blonde hair, striking light blue eyes, tan skin, and the hottest set of tits I had ever seen on a woman (they were fake, but magnificent). I could barely look away. When she came into better focus I realized, this was a woman I had seen before. Lauren was an instagram model I had been following for a couple months now and she was in my dreams more often than that. This girl was insanely hot.

I couldn’t help myself but to look over in her direction as she chatted with her pretty friend. A few times I caught her looking over at our large loud table and our eyes locked. I’ve learned overtime when you lock eyes with a pretty woman, be confident and don’t look away. I think she was impressed that I had so many people laughing with me and hanging on my every word. It was a good position to look attractive in, but even still, she was way out of my league and I knew from her instagram account she had a boyfriend back at home.

I had to find a way to at least get to talk to this girl, because I would most likely never see her again otherwise. I had to act fast though, because I saw her signal for the check. I chugged my last bit of wine and told my colleagues that I enjoyed the meetings and I had a lot to think about before my flight in the morning. I was professional as I said my goodbyes and then looked over at the bar where Lauren was sitting and she was gone. I was deflated, but hoped I might catch Lauren at the elevators. I saw her for a split second as I turned the corner and she entered the elevator so I called out, “Hold the door!”

I don’t know if she did or not, but I made it in plenty of time. I steadied myself and pressed the floor to my room. From the elevator button she pushed and the fact she didn’t have a jacket, I could tell she was staying in the hotel too. I had my chance now, but I only had about 30 floors in this fast elevator before she would be gone. I had to act fast.

“Having a good night?” I smiled politely as I looked at her in her simple black dress that hugged her curves and a pretty silver necklace that ran down from her neck to her perfect cleavage. “It’s been okay” she politely responded. She wasn’t impressed and a woman like this gets hit on all the time I was sure, so I had to throw a Hail Mary. “You know I swear don’t do this often, but you are stunningly beautiful.” She remained shy but polite, “Oh you’re very sweet, thank you.” And with only a few floors remaining I took it a step further. “I’m in town a couple more nights (I wasn’t), and I’ve got a couple tickets to see Hamilton (I didn’t). I was going to ask a friend who lives in New York, but is there any chance you’d be interested in going?” Her face lit up and she finally looked sincerely into my eyes. “Wow really? Are you sure, you don’t even know me…” The door to her floor opened. “Yes, really. I’d love to get to know you. I’m Brian.” She shook my hand “I’m Lauren.” She stepped out but I held the door open to wait for her answer. I was pumped she was considering it. She asked what night, I lied and said two nights from now. When she finally responded, “Yeah I’d go, that could be fun. I always wanted to see it.” I let out a little too loud “Great.” The elevator doors tried to force themselves closed as I gave her my phone to enter her number. She gave me my phone back and I told her I would text her the details. “I’m excited” she told me and we said our goodbyes and I headed to my room.

The first thing I did when I returned to my room was log into my alternate profile and check to see if she still had a boyfriend. She did and I almost thought about calling it all off right there, but when I was on her profile I couldn’t turn away. This girl was a perfect ten with nearly half a million followers and I couldn’t pass up the chance even if it was the likely chance she was using me. So I had to get to work. I cancelled my flight scheduled for the morning and pushed it back two days. Then I called the front desk and asked if I could stay a couple more nights in the suite that my colleagues had put me in for another two nights. Both of those changes were on my own dime, and they were not cheap. Finally, I had to go through a broker to get good seats for Hamilton on two nights notice. It was a fortune and there was a decent chance that Lauren would change her mind.

I texted her the next day and let her know the details, and she replied quickly “Can’t wait!” I then asked if she wanted to get dinner tonight too and she turned me down. “Meeting friends. Sorry can’t!” Even my offer for dinner before the play was turned down but she did agree to get a drink first. It was hard not to feel like I was being a bit used, but I thought I would make the best of it.

90 minutes before showtime I waited in the lobby for Lauren. She was ten minutes late, but as I saw her get off the elevator and recognize me the annoyance subsided and some nerves kicked in. Lauren had her hair up in a sexy yet messy blonde bun and was wearing black tights, a short red leather skirt with dark heels and a very stylish but low cut top. The sexy top just screamed to me, “Look how perfect my boobs are.” We gave each other a semi-awkward hug and started our walk a few blocks to a bar near the theater.

Once we had our first drink the nerves somewhat subsided and I did my best to turn the charm on. Lauren was hot, and she knew it, she wasn’t as friendly as I had hoped. We talked about her “career” and I pretended I didn’t know her page. We talked about school, her studies, my job, and what we were doing in New York. It was typical first date stuff but when I asked if she wanted another drink before the show. She asked, if instead we could head to the theater and I could take a picture of her in front of the theater. I thought to myself, “this is a waste, I’m being used.”

I was annoyed and distant on our short walk to the theater. I embarrassingly took her picture as onlookers saw me as the “Instagram boyfriend.” I was 7 years older than Lauren and too old to be doing this but I complied. To her credit Lauren could tell I was bothered and once I gave her back her phone and she looked at the dozen of photos I took and she told me, “This is perfect. You’re really sweet. And thank you for taking me to this.” She got on her toes and gave me a kiss on the cheek. I put my arm around her as we walked into the theater and she didn’t turn away. Progress, I thought.

We had two more drinks during the course of the long, but fantastic show, before we started to exit the theater. My earlier thought that this would be a waste started to fade, first because the play was amazing and second because of how much Lauren was enjoying it. After the songs she liked she would look over at me and smile, and during some songs she would grip my bicep the entire time. Each minute the night went on my confidence grew.

When we got outside the theater, I didn’t ask, I told her, “We should get a drink” and she smiled “Great, where do you want to go?” I got us a cab and headed to an amazing hotel rooftop bar in Soho that I’d been a few times before, that would be bumping even on a weeknight. She loved the views of the city and took a few pictures/videos. I teased her about cutting me out of them but said that it’s not good for business to have a random guy in them. But she put down her phone the rest of the night and you could tell she was interested. We talked about our favorite places to travel, best restaurants we’ve been too and it was clear she liked the life I got to live compared to some of the college driven stuff she could only do now.

We were both tipsy now, and cuddled next to each other in a booth over looking the city. One of my arms was around her resting on her waist while I sipped my old fashioned and her hand rested on my thigh. I knew I was in, but I also knew I had an early flight home in the morning and wanted to get her back to my room as quickly as possible. So, after we finished our third drink I told her, “Let’s get an uber” and I slid my hand under her shirt and teasingly rubbed her waist and gripped the side of her thong that was raising above her leather skirt and tights. She told me, “You should get something more private….” she looked at me with a mischievous “fuck me” look in her eyes. I was instantly hard, but told her we’d back in my suite in 15 minutes. She won the argument though when she countered, “I want to suck you off before we get there.” Before I could even comprehend that beautiful picture she painted in my mind, she kissed me softly and seductively. I kissed her back gripping her thigh, I then stood up tucked my growing cock into my jeans and told her I’d set it up.

I had the waiter close me out and call the hotel front desk and ask for a car service for a 15 minute ride from this hotel to ours. He had to confirm the destination again because it was such an odd request, but he did and I returned to Lauren and told her the car would be waiting. We rode down the elevator with a few other dates so all we could do was lean into each other with her hand on my chest and mine pressed against her ass. The driver opened the door for us and confirmed our final destination. I spoke to him briefly then got into the back seat to find Lauren already putting the partition up.

As soon as we were moving the kisses were no longer soft. They were animalistic. I was stripping her jacket off her as she was doing the same to mine. Our tongues fighting to get deeper inside each other’s mouth and our hands exploring the other’s body. I was fondling the tits I had fantasized to many times before when she kneeled on the car seat and started reaching for my belt. I loved gripping her body but I really wanted that blowjob and she wanted to give it to me. She pushed her hand into my chest, breaking up our makeout, and looked down as she undid my belt and started to unbutton my jeans. I sat up for a second so we could slide the jeans off me. Her hand gripped the base of my shaft and her sexy lips hungrily engulfed my cock. I looked down as that messy bun started to loosen as it rocked up and down on my cock.

I widened my legs so I could feel her tits press against my thigh as she moved her hand from my shaft to playing with my balls. She was aggressive and not holding back. As my cock was being lined with her saliva, her ass perked up and I ran one of my hands over to it. I pushed her skirt up and then my hand pulled down her tights so I could grip her bubble butt, growing harder in her mouth. My strong hand played with her ass, going inside her sexy pink thong to do so. I teased her asshole, but mainly just alternated between gripping and slapping that beautiful backside. I could tell she liked it when she moaned, gargling her wet spit against my cock in her mouth, and she picked up the pace alternating between jacking me off while keeping her mouth on the tip of my cock and massaging my balls and taking my cock to the back of her throat.

I was in such a good place I thought I might be entering heaven. My eyes were closed leaning my head back against the car seat, when a bright light started to come into focus. Was it daylight I thought, that made no sense? I opened my eyes and realized we were close to our hotel and in the middle of Times Square. Thousands of people surrounded us just outside our car as Lauren brought me to the edge of cumming. I moved my hand from her ass up to her hair which was now completely disheveled and I gripped it as I began thrusting into her mouth. “I’m going to cum” I told Lauren and she moaned in agreement over the loud sounds of her soaking wet blowjob. Just as I was about to finish I let go of her hair put my hands on the seats next to us and I let her suck every ounce of cum out of me. It took her three of four gulps to swallow my warm cum, but she took all of it. She then sat up, smiled with a satisfied look on her face, and kissed my neck and my ear before whispering, “Was that good, baby?”

It was good and she looked hotter there than any instagram photo she had ever posted before. We were two blocks away from our hotel and thankfully that wasn’t the end of the night. I originally intended to have this just be a single post, but it’s gotten too long already. If there’s interest in hearing about what happened the rest of the night with Lauren I’ll do it in a follow up post. DMs/chat/comments are always welcome.

Source: reddit.com/r/gonewildstories/comments/i34221/pulling_out_all_the_stops_for_one_night_with_an