I confess that I recently stayed at a hotel near my work and on my second day there I heard a woman in the room next to me and immediately picked up that she was an escort working out of that room (heard her talking to a client on the phone). I got online and tried to find escort listed as working out of my area and could not find one that I thought matched the voice. I decided to slip her a note under the door playing it cool like I was just a neighbor that was looking to hang out and 420 if she was interested. I left my cell number on the paper and waited to hear something back.
After awhile I hadn't heard anything back and thought she probably found the note odd especially since I didn't tell her what room I was in, for all she knew I could have been LEO or something trying to get a response out of her, so I dropped another note letting her know what room I was in so she could feel more comfortable knowing the location of this mystery person that left her a note. After I slid the second note I went back into my room and rang her room on the phone letting her know that I wasn't looking to bother her but I left her another note in case she was interested in hanging out.
A little more time passed by and I get a text from her looking to smoke. I told her I would meet her outside and we could chat and smoke.
While smoking with her I started to offer her some other fun things a step past 420 and she said she was interested. After we finished smoking I brought her back to my room and was getting ready to give her some and I started to drop hints that I knew she was an escort. She admitted and I asked her if she would do something for me in return. She agreed. I handed some over and before I knew it she was on her knees with her tits out and began pulling my shorts down.
She gave me a long blow job with really good effort. It was probably about a 20-30 minute blow job, and as I was getting close to the end I was hoping I could cum in her mouth, but as I was getting ready to cum she pulled of and jacked me all over her tits.
I thanked her and she left the room happy (like me).
But here is where the real confession comes in:
A few days later (a few hours ago) I was sitting and work and decided to text her to see if she happened to still be at the hotel. She was. I asked if I could come by and see her again and she agreed. She told me she didn't have any rubbers though (as if she knew I had more in mind). I decided it was break time. This place is really close to where I work, so I walked there and picked up some rubbers from a gas station on the way.
I got there and I gave her about the same stuff as last time, with a little bit extra. Without a word she pulls the sheets down on the bed. I began to get undressed and went to lie down on the bed. She headed to the bathroom real quick and when she came back out I was naked on the bed waiting. She asked if I had rubbers and I told her I did. I got up and grabbed one from my pocket, and got back on the bed. She took off all of her clothes and climbed onto the bed with me.
She began with some light play, pecking at my chest and neck while rubbing her tits against me. I wanted to fuck her so bad that I was hard as a rock (usually need more foreplay, but I was ready to go). She looked down at my hard cock and reached to grab the cover from my hand, quickly opening it and sliding it on me, followed hastily by herself.
She climbed right on top of me and slid me in. She rode me for a good while, trying to get into it, but her riding game was not the best. After 10 minutes or so she climbs off and tells me to hit her doggy. I told her not yet and to turn around and ride me reverse cowgirl. She obliged. My view was wonderful and I was enjoying every minute of it. I grabbed her ass and began to thrust into her as I guided her ass up and down. After enjoying that for awhile I decided to hit it doggy.
Things got a little dry for a minute, but after a bit of standard doggy I began to push down on her, laying her flat on her stomach and lay myself more on top of her and began to hit is real good. She started to wet back up for me real good. I pounded away at her, feeling her wetness building more and more. I fucked her good and hard, making her cum on my cock. I enjoyed that and decided I really wanted to make her happy with my hard cock. My goal was to make her cum. A lot. I flipped her over for missionary and without a skipped beat was hitting her hard again, we were both breathing very deeply and I could tell she was really getting into it.
She was soaking wet and I found just the right spot and rhythm to put her over the edge again. I smiled to myself and just kept going. She was frantic in her breathing with barely comprehensible words of enjoyment sneaking out every so often between her breaths. I could tell she hadn't been fucked this good in a long time. She began to lose control and squirted all over making a big wet mess. Her face was super flushed and I could tell she was almost amazed at what my cock was doing to her.
I pounded away getting her to cum one more time before I was running out of steam. It was quite the work out and I was trying to decide if I wanted to push through it and work her into one final orgasm and cum with her (hindsight...). I told her I need a minute on my back and pulled out to let her climb on top. That is when she noticed the rubber was broken (that little dry moment before I took her to pleasure town...). She pulled it off and began to jerk and suck me off.
I wasn't thinking with the bigger of my brains at this point and thought to myself "I already fucked her with a broken cover... let's just keep going..." I was good and hard again and told her she should climb on it. She denied me saying the cover was gone. I told her I had another and went to grab it out of my pocket. She puts it on me and we get back at it. This is when I realized that while I was making her cum over and over that it was broken that whole time, because it wasn't feeling anywhere near as good with a new one on. I tried though, I thrust and I thrust and it just wasn't the same. I began to wish that I had just fought through getting a bit tired and plowed her into one last orgasm and came myself.
I would have creampied her, and the thought of that was the only thing my little head kept thinking. It didn't want the rubber anymore. It knew how much better it felt without it and it wasn't settling for less. After awhile I began to soften and told her I didn't thing it was going to happen "because of the rubber" she replied with "Yeah, probably... those things suck..." but she continued to refuse to fuck without one. At this point I knew I probably wasn't going to cum. The cover just didn't feel good enough, and I knew my mind wouldn't let me cum unless I was inside of her and she was cumming too.
She sure tried to make me cum though, She took the cover off and jerk and suck away. I'd say for about 30 more minutes... the whole time I had my eyes closed imagining myself blowing a load deep inside of her I kept getting close, but could not get all the way their. She knew I'd be close because I would get super rock hard. She was even getting some dirty talk in between having me in her mouth, but it Just wasn't happening.
I mind knew what my cock wanted and my mind, in an altered state of kinky and horny, was agreeing. Eventually I told her to stop. It just wasn't happening. I thanked her for letting me pleasure her and told her that I wish I could cum, but I probably wasn't cumming unless I was fucking her to orgasm again and I my cock was not agreeing with the rubber.
She understood, and we got dressed and went outside for a smoke before I took off. She had given me more time than I expected considering what I had donated to her, but I guess that is the power of a good fucking with a hard cock. She made a slight hint that next time she might let me fuck her in the ass.
I still wish that I came while fucking her missionary, exhausted or not. Pulling out from an intense shared orgasm to see a broken rubber and knowing I just came deep in her pussy would have made my day.
It may sound fucked up but I would have found it gratifying. Almost like I deserved it after fucking her brains out and making her cum all over my hard cock.
