A hooker in ponytails

I lost a bet to the man whore some time ago. I had postponed paying it off because what it meant was I had to role play as a hooker one night. I hate role playing. I feel silly, and uncreative. It also required me getting dressed in some non normal clothes and putting my hair up in pony tails. I don’t do pony tails, and I don’t do non normal clothes. He’s seen me in lingerie one time in four years.

I sucked it up and went to pay off my bet the other night and I didn’t do half bad. I’m sure I wasn’t as creative as he would have preferred, but I didn’t suck either. I went in the house and he waited until I texted to come in the room. I got the hair pulled up in appropriate placement. Apparently there is a spot up high on the head they’re supposed to go and not off to the side, so with a little help from a friend I got these positioned just right. They actually looked kind of cute, in fact I took a picture and have passed it around due to my shock of cute level. I had some black boy short underwear on with some sexy lacing all around and some little cute rhinestones above the vagina. And then this little red camisole thing. I kind of looking like a school girl when all was said and done. I was actually kind of impressed with myself. If I had just been brave enough to find stripper heels it would have been perfect. This is really out of my comfort zone just so you all know.

I’ve never seen that man get undressed so fast. He walked in and realized what I was doing and had his clothes off lickety split. I introduced myself with my hooker name, apologized that his regular couldn’t make it and discussed the rules. Well I didn’t have any, in hindsight I should have made some more. All I said was “I don’t get on top” hahaha I had laid out an assortment of toys for him, the rope, and the long handcuffs and told him it was all at his disposal. And then he hopped on the bed and I asked what he’d like and he requested a massage so I gave him a full body massage and he ate it up. It was cute because he kept trying to cop a feel during the whole thing. I love his hands. I think I’ve mentioned that before, but I can’t get enough of them. I even massaged his feet, which I know he knew was a big thing. I was going all out. That was pretty gross. The feet part didn’t last long and I still kind of get the willies thinking about it. Bleck. Whenever I’d get to his hands I’d take his fingers and get them deep in my mouth like I was giving them a blowjob and make him go crazy, and finally he grabbed my ponytail and threw me down to his waist. I knew what it was time for.

I started the blowjob off nice and slow so he didn’t feel like I was rushing him. I had forgot to tell him beforehand I didn’t want him to worry about me that night, I was there to pay off the bet, and I hadn’t done a night night for just him in a long time so I wanted to do that for him. I did everything he likes and then all of a sudden I felt his hands on each ponytail and that was all she wrote, he used them as handle bars and I took him all the way in and he pulled my face in to his groin until I couldn’t breathe and he wrapped his legs around my head and there was no air getting in there. Finally he let me get some air. I really wish I could hang longer than I do. It’s kind of pathetic. When he chokes me and I can’t breathe I can go a lot longer with no air but for some reason when he does that I feel like I’m going to pass out a lot sooner. I did last until he decided it was time for air, so he didn’t even notice. And then I went to town and all of a sudden I knew he wasn’t going to make it. He very rarely will come from a blowjob so he can have sex with me right away since we’re always on limited time, but he did tonight. I had intended to give him another one, but I had just gotten stitches out of my nose and the whole slamming my face in to his groin was a little rough on that so I went up for a break for a few minutes and he broke character so I figured he was done. I tried to convince him I didn’t need anything, and we took a break but he was having none of that. We chatted for a bit and he instructed me to go get on the bed so he could take care of me.

I won’t lie, I was tired. It was almost three in the morning by this time. I’d had a few drinks before I came over. I knew I wasn’t going to be able to get off that much without a lot of effort on my part. I knew he’d be really bothered though if I didn’t let him take care of me. Especially since I had gone to his house this time. It’s quite a drive for me. So out came the toys. I have a favorite toy. He’s the only one that knows how to use it right. I can’t even replicate what he does on myself. I’ve just decided I suck with it on my own because my arms are short, so I save this one for just him. It’s my favorite. I want to marry it. You can see it below, but mine has girlish red bumps. He gets it between his hands and spins that baby back and forth and in and out and I don’t care what kind of mood I’m in I can come in less than a minute. I try it myself and not so much

It’s bliss, let me tell you. Pure, heavenly bliss. Especially when it’s cold. It’s been my go to toy for years and years. Then he brought out a few of the other toys for the g-spot and went to town on that for quite a long time. I came so hard I had spots on my face where I pushed too hard like when you’re coughing or throwing up and those little blood vessel spots pop up. I looked pretty freaky the next day, but it’s always a good sign of a fun night. He threw in some oral, and some more of the toys and I was a happy camper.

However, I didn’t get any making out since he’d just come in my mouth. As manly, and wonderful as he is, this drives me nuts. It’s so stupid and childish, but whatever. I did get my cuddling and he fell asleep holding me and I watched him do all his weird little sleeping things he does. Then it was time to go. I hate that I can’t sleep there and sleep in with him and wake up with him. Oh well. Win some lose some.

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