I had just landed in Chicago for an Anesthesiology conference. I was finishing up medical school and needed to do some networking to get the type of residency spot I wanted. It was the first night of the conference and in the evening there was a welcome mixer. When I got there the room was busy, doctors, medical students, pharmaceutical reps just mingling, talking, and drinking.
I was making the rounds talking to residency directors, getting to know people, etc when I stopped by the a table of o’dourves.
“Not the kind of spread I was hoping for tonight,” she said, with a laugh.
I looked up and saw that she was talking to me. I didn’t really know what to say. I wasn’t sure if she was flirting or just talking about the food choices.
“Don’t give up hope yet, “ I managed to say.
She was about 5’2, 120 pounds, dark brown hair to just above her shoulders, average B cup breasts, and white slightly tanned skin. She was Italian and Russian mixed, I would later find out. She looked a few years older than me but not many. I was twenty-six, she was thirty-five. We started talking about medicine then about how cool our new iPads were.
“I love my iPad, but I can never get Epocrates to work on it,” she said.
“Did you off the security/privacy setting,” I asked.
“I’m not sure how to do that, my husband does all that stuff for me, he’s a real techie.”
“Oh ok, well if you just go to settings, then General, then Security, you can toggle the…”, I answered
She cut me off, “Can you just do it for me?”
“Sure,” I said, “Tonight?”
“Why not?” she asked.
“Well I need to hang out here a bit longer, there’s a couple more residency directors I want to meet,”
“Hmmm OK,” she replied, “How about a drink to end the night?”
“Sure, why not”
I was a little confused by this point. She was giving me the right signals, smiling a lot, touching my knee, inviting me up to her room, but she had a husband. ‘Why did she bring up her husband’, I wondered to myself. At this age in my life, I was still green and thought that people, especially “doctors,” always do what’s right and society expects of them.
As we got our last drinks for the night she started talking to me about her family. She mentioned how she had one daughter and lived in Kansas City with her husband. I started feeling deflated, like nothing was going to come of this. Then she started complaining about her husband.
“You should stay single, I think you’re playing it right,” she said.
“Why is that?” I asked, “You seem to have the perfect life.”
“What’s a perfect life with no sex”, she replied, looking at me while sipping her straw.
This took me by surprise and I got the distinct feeling something was going to happen tonight. It seemed like a scene from a movie.
“How is he not having sex with someone who looks like you, you’re lying,” I joked.
“Todd says he’s too stressed out from work. I’m old news to him.”
“Well, if you were my wife, I would have dick ready for you any night you wanted.”
“Ha,” she replied, “Any night except for tonight, right?”
At this point, she looked down and saw the massive erection that had formed in my pants. She let out a little giggle and gave the shaft of my cock a little squeeze through my pants.
“You’re a thick young man, aren’t you.”
“I…well…yeah, I managed to say, surprised by how forward she was.
“Care to fix my iPad now?” she asked.
“Sure,” I replied
We gulped down our drinks and headed out towards the elevators. Once we got on the elevator we started to make out hard. Licking each other tongues, she was biting my lip and rubbing my cock though my pants. The smell of alcohol was strong on her breath. The elevator stopped at her floor, we got off and headed straight for her room.
Once in her room we started to kiss again. I pushed up her against the wall and started to kiss the nape of her neck, while I hiked up her knee length skirt and started to play with the outside of her pussy. She started to moan as I touched her. I fingered her and she started breathing heavy, panting, tell me not to stop. Within ninety seconds of fingering her she came on my fingers. I could feel her wetness become more creamy.
She then dropped to her knees in the hallway of her hotel room, pulled my cock out of my pants and started sucking. She didn’t stroke me or lick my cock to tease me, she just started to suck me hard and thorough as if it was her only mission in life. I felt the urge to pee and didn’t want to cum from a blowjob, so I told her I needed to go to the bathroom and that she should get naked and wait on the bed.
When I came out of the bathroom a couple minutes later, she was not naked. She was asleep at the lower half of the bed, with her blouse and skirt still on, her legs hanging off the edge of the bed with her heels still on, passed out. I looked at the beautiful sight before me and sighed knowing I was not going to get to fuck her tonight.
I was about to leave her room when I remembered the iPad. I figured I would be a nice guy and fix it for her. I picked the iPad off the table and took a couple minutes to adjust her settings and make sure the Epocrates app was working. I wrote my name & number down and left it sitting inside the iPad cover.
As I turned around to leave her room, I saw that she wasn’t asleep anymore. She was gently rubbing her pussy, her skirt hiked up, her eyes closed.
“Looks like you could use a hand,” I said
She was startled and opened her eyes.
“I could go for more than a hand,” she said drunkenly.
I knelt down to the edge of the bed and spit on her fingers as she fingered herself. I started to lick her pussy and eat her out as I started to undress myself. She was moaning, a sexy animalistic drunk girl moan which got my cock harder then it had ever been. I stood up to fuck her pulling off her heels in the process.
“Do you have a condom,” I asked
“No,” she said
At this point we both froze. We wanted to be responsible but knew we didn’t have a condom.
“It’s ok, I just had my period,” she said, “Are you clean?”
“I’m clean”, I said
“Then gimme it!” she said with confidence in her voice
I pushed her to the middle of the bed so her legs weren’t hanging off the bed anymore, then slid my cock inside of her. Her pussy was wet and wanting. As I slid just the head of my cock into her pussy, she let out a little whimper. I started fucking her slowly with just the first two to three inches of my cock. She was making long moaning sounds and seemed in bliss, so when I gave her the rest of my seven inch caramel colored cock she started to go crazy.
I was fucking her missionary style with her legs up and out in the air, knees bent with her head rolled back. I ripped her blouse open and pulled her bra part way down, exposing her olive skinned B cup breasts. She was so deep in ecstasy, she didn’t care about her shirt being destroyed. Within a few minutes she began to have rhythmic breathing and was muttering that she was going to cum. I started slamming her pussy even harder. Before I knew it, I felt a gush of wetness enveloping my cock and her moan turned into a loud yell. Her finger nails dug into my shoulder.
“Cumming, cumming, cumming, cummm,” she murmured as her voice trailed off.
“You like that thick caramel cock, baby?”
“Fuuuck,” is all she replied.
After her orgasm she was spent, but I wasn’t. I pulled my glistening brown cock out of her and set up a couple of pillows for her to lean on. I helped her remove her ripped blouse and bra, and pulled her skirt and panties off. I left her stockings on. I had her bend over the pillows in the doggystyle and started fucking her from behind. I started to fuck her slow, getting a feel her rhythm and to see how her pussy liked to be fucked. I picked up the pace as she started to get more into it. Her breathing started to get heavy again and after a few minutes she came again.
As her orgasm subsided, she pushed the pillows out from under her and was laying flat on her stomach. I was still hard as rock and never pulled out of her. She was now laying on her stomach, legs apart with me on top of her. I pushed her legs together with mine, and could feel her pussy get tighter as I did.
I had been holding out my own orgasm, wanting to get her off but, at this point, I was ready to cum. I told her I wanted to cum and that I needed her to be my dirty girl and talk dirty to me.
“You like that thick caramel cock in your pussy?”
“Oh yeah, I need it,” she replied.
“Yeah, you need to get your filling of brown dick whenever you can,” I said.
“Yeah, I’m a naughty little married whore, but you like that don’t you?” she asked. “You dirty, Indian boy.”
“Mmmm you know I do. You gonna take this strangers big load in your pussy baby?”
“Fuck me, you love fucking this married pussy without a condom, don’t you?” she said “I’m just a married slut who wants your seed in my pussy baby, cum in me baby.”
I was more turned on than I’ve ever been and so close to cumming. She was talking so dirty to me, I couldn’t believe this was the same sweet, short, innocent looking doctor I had met a couple hours before.
“Oh Fuck, I’m gonna cum,” I shot out.
“Yeah, spray it in me, I don’t care what happens,” she snapped with the vigor of a dirty little cum slut.
That dirty talk was too much, it sent me over the edge and with that I came. I could feel my cock shooting ropes of cum into her unprotected pussy. I was so hard I kept fucking her for a couple more minutes as my cock gradually got limper. When I pulled out I saw that my cum had oozed out all over pussy and groin, onto the bed sheets as well. She rubbed her pussy with two fingers, getting cum on them and making an even bigger mess. She gave me a seductive smirk before she turned, closed her eyes and fell asleep. I closed my eyes and passed out next to her.
The next morning I awoke to the sound of her getting ready. She looked so professional and classy getting ready for the day with her skirt suit you would never have thought she was the dirty girl she’d been the previous night. I got up and started to get dressed.
“I’m going to take Plan B tonight,” she said.
“Good, I’m glad you’re on top of it,” I responded.
“I was planning on taking it this evening,” she said. “But if you want to meet again tonight I’ll hold off on taking it”.
“Yeah, I’ll come back here at, let’s say eight?”
“Can’t wait,” she replied
EPILOGUE
We ended up fucking all four days of the conference, which caused her to have to take Plan B twice
We stayed in touch after the conference for a little while and she even wrote me a letter of recommendation for my residency applications. The nature of our relationship, unmentioned.
The next time I saw her was when I interviewed at her hospital/residency program. It was during the “hospital tour” part of interview day. She was walking with a co-worker when she spotted me in the tour group. We made eye contact, no smiles, no words were exchanged.
All’s well that ends well…I texted her when the interview day was over, she came to my off-campus hotel room and I filled her up twice that evening. She couldn’t stay the night because her house was like five miles away and she had a husband and kid waiting at home. I loved med school. THE END
