As many of Cindy's adventures start, I took a bit of a shopping day to myself to find some new cute outfits, and specifically some new wedge heels. After exchanging a few emails with a few gentlemen, I got a pretty good vibe from Tony, who was staying at a fancy hotel downtown. Already dolled up and having teased myself, I jumped in the car and headed to him.
Now, as I've noted before, I'm not fully passable, so going to meet someone in public or a hotel can be a little tricky if I'm going while already dressed, but it can be quite a rush! What I didn't was that this night was the craziest of all. The hotel is in a section of downtown knowing for having as little parking as possible, and as I started to circle the blocks around it, the police had blocked off a few streets. I had to mange to not look too suspicious while driving, try to park discreetly, and not walk by all of the cops (who would have clearly taken me for a lady of the night in the tiny micro skirt and fishnets I was wearing: http://imgur.com/SW0rBeu). It was about 2am on a weeknight, so most bars had closed up, but there were a few cabs and late stragglers on the streets, and I got my fair share of looks as I tried to be discreet and pass as much as possible. There was no avoiding the lobby of this upscale hotel, however, and once inside, I walked through like I owned it and charged right into the elevator.
10 floors up, and I was at Tony's room. He was a pretty handsome guy, with a few extra pounds on him, mostly a bit of the dad bod everyone talks about. He was super sweet, offered me a water and apologized for the size of the room (the older upscale hotels in this part of town also tend to be a bit tiny). I took a moment to reapply my lipgloss and get myself together, and came out of the bathroom to show off for him. I had asked if he'd take a few pictures of me, perhaps tell me how to pose. He was happy to snap a few right away, and we quickly laid out a few pieces of a different outfit for me to change into and show off for him in. This clearly got his motor running, and he started snapping pics furiously, showing off in just a bra for a bit before fully changing. I could see his cock get harder in his basketball shorts, and I attempted to give it a little stroke, but he instead put me down on all fours and had me continue to show off.
I crawled around on all fours for him for a little bit, my ass in the air, until he positioned me to have my skirt pushed up. He teased at my ass, his hands all over it, giving just a bit of a spanking, teasing to pull my pantyhose down. I couldn't take it anymore, and turned around, pulling his shorts down to see his cock. I'll admit, it wasn't the biggest cock, but it fit PERFECTLY in my mouth, giving me that feeling of my mouth full of cock, choking just a little when I took it all, but able to attack it. And did I attack it, licking it, sucking it, slapping it on my face, licking his balls, giving him the royal treatment.
When I could feel him getting close, I'd let up a bit to make it last longer. He stopped me 5 minutes in and stood me up, him standing behind me, and ran his hands all over me, teasing my own cock through my panties just a bit, running his hands over my breasts and all over my ass. He reached one arm around me and pulled me close to him, and I could feel his hard cock pushing up against my ass, and god did it feel good. It took everything in me to not pull my panties aside and let him fuck me like the little slut I am, but that wasn't what I really wanted. I told him I wanted his cock back in my mouth. He turned me around, but before going to my knees, he took a bit of my own precut off the tip of my cock and feed it to me. Neither of us could take it any longer, and I dropped to my knees and got back to work on his cock. By then, my panties and hose were down around my ankles, and I was able to stroke my little clitty while I worked his cock with my mouth, letting him fuck it as he pleased. Poor Tony couldn't take too much of that, and within a minute, he started to blow. I took it like the best slut I could, half in my mouth, and half on my face.
We relaxed for a couple of minutes, but the hour was late, so I didn't want to keep him up any longer. He offered a towel to let me clean up, but I assured him that I wanted to do the walk of shame like a good slut with the cum still on my face. I stopped right back through that lobby and out onto the chill downtown streets, cum drying on my face, and went home to get myself off, proud of the little slut I am.
Here's the full album of what he took: http://imgur.com/a/iXOkK
Source: reddit.com/r/gonewildstories/comments/3ldb4p/cindy_sneaks_up_to_a_small_hotel_room_to_play_tm
Great story and thanks for sharing!
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