I found myself in Chicago for work for a few days. I am active enough on the dirty subs to know it wouldn’t be hard for me to find fun while traveling there. Apparently tons of physicians were descending on town that week, many of whom were thirsty for sex. I ended up connecting early on with one who fit my general interests and with whom I seemed to have good sexual chemistry.
We agreed to meet at the bar in my hotel, 8PM. I kept on my work attire from earlier in the day: a black wrap dress and black patent heels. I spotted him easily as I walked across the hotel lobby. He stood and hugged me when I got there, and I perched myself on the stool next to him, crossing my legs and ensuring the dress parted enough to reveal more of my thigh than would have been appropriate in a business setting. As we both got comfortable, the touching started: a graze on the leg, and then my hand moving further up his to the point where I could feel his cock with the tip of my finger. We closed out the check quickly and headed upstairs.
After the last hotel guest exited the elevator a few floors below mine, we started making out, hungry for each other. Once inside the room, I raised the curtains so he could check out the great view of Lake Michigan. I’m also a bit of an exhibitionist. From this particular window, it was unlikely anyone was going to see, but I like to improve my chances.
As I finish raising the curtain, he grabs me and spins me around, his lips again all over mine. His hands begin to explore my body wildly. The look of surprise and delight on his face when he discovered I wasn’t wearing any panties was epic. He seated me in the giant window, pushed my dress up, and dove into my pussy. He started just with his mouth but added his fingers shortly after, driving me completely crazy. I started pulling at the sash on my dress, unwrapping it to reveal to him that not only was I not wearing panties, I didn’t have a bra on either.
At this point, I am begging him to fuck me. He grabs the box of condoms, pulls one out, and also pulls out another surprise: a tiny, disposable cock ring vibrator which he proceeds to place directly on my clit while he lined me up. Picture this: my naked body, seated in the window, covered with nothing except my heels and him standing in front of me, his cock at full attention, and his hand still working my clit. He entered me and fucked me like we were the last two people on earth: desperate, primal. He came twice in a row in quick succession.
He cleaned up a bit in the bathroom. I finally kicked my heels off, and we laid naked in bed chatting for a while. I couldn’t stop looking at his cock – just the right length and a bit thick. I needed more of it, so I positioned myself over him and went to work with my mouth. It didn’t take long of him feeling my tongue gliding up his shaft and my lips wrapped around him that he was hard again.
He got up, walked around the end of the bed, grabbed my ankles, flipped me over, and pulled me to him. Fuck. A second later his fingers were in my pussy, and I knew he was trying to make me squirt. And he did – all over the bed and floor. He grabbed another condom, slipped it on, and fucked me at the end of the bed. I started rubbing my clit, and I came on his cock just a minute later. We changed positions all over the bed: him standing, missionary, entering from the side, from behind. He came the third time while on top of me, and I could feel his dick pulsing inside.
More playing with his cock, more squirting later on. He grabbed my hand and led me over to the chair in the room. He sat down and told me he wanted me to ride him. I happily obliged. We shared another set of orgasms there.
At this point, I for sure thought we were done. We had soaked the bed, and he had cum four times. I’d lost count of my own. But he did that same damn thing again where he grabbed my ankles and yanked me to the end of the bed. He looked at me with his hand positioned just over my pussy and said, “I’m not done until you cum again.” Seriously, if words had the ability to start an orgasm for me, that would have done it. But instead, he fingered me to squirting again and then slipped his delicious cock back inside me. He put my hand on my clit and told me to cum. I wasn’t sure I’d actually be able to, but the way he looked at me and fucked me was such a turn on that I did, again. And mine triggered him – a fifth fucking orgasm.
We cleaned up, and he got ready to head out. During our chats, we’d discovered we actually lived in the same town. As he left he asked if it would be cool to keep chatting. Given this man had literally just blown my mind, I was happy to oblige and told him he was likely to make me break my own rule of playing at home.
And he did. But that’s a story for another day.
Source: reddit.com/r/gonewildstories/comments/c1nuu6/the_doctor_will_see_you_now_fm
My wife is a Physician, and once or twice a year there are conventions intended to bring those in the profession up to speed on some of the new procedures, plus some put on by drug companies wanting to sell the latest pills.
She says that physicians have to always maintain that bedside manner at work, and it seems to result in a lot of repressed sexuality.
Once out of town, it is like all of the rules go right out the window, a hotel full of people in the medical profession is a lot like Peyton Place. She says that she gets hit on constantly, and the females are every bit as bad as the men are.
The few times I have gone with her demonstrated pretty quickly that she is correct, I found myself being approached rather regularly also.
A typical physician’s conference is usually better than a porn star convention.
Sounds like I need to find out when one of these medical conventions is coming to my area. ?
What a story…
How long did that take? Have you ever squirt, when a lucky guy was inside you?
Thanks for sharing…
That’s a great story. I was just in Chicago for a medical conference last week. Wonder if it was the same one?