Accidental Sex in NYC

It's been about two weeks since coming back from NYC. I've been there and back and rarely have anything worth writing about, but this trip was something else. Although I am a little embarrassed by this story, I've swore to myself that I would not have any regrets for my life-style. So I hope you guys enjoy, it's as true as I can remember.

One of my guy “friends” from NYC offered to fund a little vacation to the Big Apple as long as I spent some time with him and brought along my friend D. She is so hot and has the greatest set of tits I have ever fondled.

Now, for the good part of the story; he took us out to eat at this Sushi place and of course it was getting boring.

We got to talking and decided that we should start hopping from bar to bar. I really love the bar scene and was hoping to meet some other guys.

We went from one bar to another. It was so wild. I was dressed in one of my tightest Alexander Wang mini-dresses and Christian Louboutin Black Leather Tall Heel Boots. My dress is sheer in all the right places. I even had on my black Bracli Paris Collection Double Strand Pearl Thong! It seemed to being doing the trick cause every guy wanted to buy me a drink. Of course our buddy was sticking close to D. There was no way they weren't hooking up. I didn't really care, but I promised not to leave her alone with him till we got back to our suite.

So I'm getting really horny watching these two making out all night. I start flirting with some of the local talent. I'm really enjoying them trying to talk me into leaving with them.  At one point, I had about eight drinks in front of me at my table. I didn't spend a dime that night.

It was well after midnight when this nice older gentleman brought me a drink with three olives. If you know me at all, you know I love it very dry. He was white, Irish, a little heavy and balding; he was smoking a cigar and smelled like Old Spice. He seemed harmless though and it was kind of fun talking to him. I love Irish accents. He even got me to drink a Boiler Maker. I never drink stuff like that.

I started looking around for my friend, D and couldn't see her anywhere. Feeling a little guilty, I figured I'd find her. The restroom was somewhere in the back so I thanked the old guy and went to rescue D. It only took a few steps to realize that I must have misgauged my limit. Next think I know, I'm standing outside behind the bar.  Fuck-it, feeling silly I decide to take relieve myself right there.

I hiked up my dress and went for like five minutes straight. It was so intense and wonderful; I remember I had this real grin on my face.

I was still giggling when I tipping backward. Just rest a little, I thought.

I remember feeling a cool breeze blowing on my inner thighs and a pair of rough hands rubbing my hips and my sides. And then slowly cupping my breasts and firmly pinching my nipples.

Next, a tongue started to flick in and out of my pussy. I could feel that my legs were resting on his shoulders. He had me tipped up for easy access.

I don't know if I was just the beverages or if I was slipped something but I couldn't move much and didn't care what was happening.

My dress will need dry-cleaning. This thought was in my head when I closed my eyes again.

The next thing was a face full of tweed.  I must have been flipped over and at least he had the courtesy of keeping my face off the alley ground. My pussy was so wet and stretched out.

My dress was riding way high against my shoulder blades, my tits were hanging out and my thong was gone but he was still holding on to my hips and rubbing his cock along my pussy and ass-crack.

Just when I thought my fling was finished, I felt him spread my asshole open and jam his huge cock in. He must have lubed it with my pussy juice because it went right in on the first try!

It went all the way to his hairy balls. At first, it really stung like a son of a bitch, but felt amazing after a few thrusts. I am sure he wasn't circumcised because it started to glide!

I was able to reach back and rub my clit while I pinched a nipple. I couldn't help but moan. That made him pound even harder. I heard him say something like "I knew you were faking".

It was so intense that I had to bite down on his jacket. Then it occurred to me, it smelled like Old Spice and cigars. Was this the nice old dude?!

I was too far gone and I didn't care at this point. He was breathing very heavy and got so excited that he lost his balance and fell forward onto my back.

He crushed the wind out of me while shoving his extremely thick cock all the way into my ass.

He says "sorry honey", and leaves his cock shoved deep in my asshole. I was belly-down in my expensive dress and boots but now I was coming; hard!

I guess he could feel me tense up because he started really moaning and his dick started to spasm. I could feel his hot cum start oozing out of my ass and onto my pussy.

We laid there for a couple of minutes until he rolled off of me.

After I got up on all fours, he helped me pull my dress back down (around my hips). He took his jacket back and adjusted his trousers.

I stood up and saw that it was the old gentleman that I spoke with earlier. He handed me my clutch, patted my ass and then said that this was the best sex he had ever had.

His wife never let him do to her what he did to me. He looked at his watch and asked if I was going to be OK. I said don't worry about it, pop.

With that, he was gone.

I stood by the back door of the bar trying to wipe off some of the jiz that was starting to harden on my thigh with a wet nap.

After a couple of minutes a two guys came through on their way out. I just said “don’t even try it”! I was able to get back in without having to go around to the front.

There was D. She didn't even realize that I was gone! She was like "What's up girl. You about ready to head out? It's last call".

My favorite panties were gone (probably a souvenir), I had cum dripping from my asshole, and my mouth and throat felt kind crusty. At least he didn’t paint my face and neck with it.

In the end, it could have been much worse, but I really can’t complain. That orgasm was so intense; I may just go out and buy some Old Spice for those lonely nights.

Try not to judge cause I really don’t care.