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Hello,

Another confession including hookers. So..

From time to time i use hooker services. Maybe once a month or two months. Sometimes more frequently depends on my lust and how much money i have free to spent.

I see one hooker regularly. Mostly 1-2 hours per session.

One night i was horny and lust drnk and drnk af. (even not night.. i was edging whole day) So i decided to hire her for the whole evening. She come to my place. She sucked my dick for an hour and i played with her and i was not in a hurry. I bought her for the whole night, remember? I was prepared for a long session. I used delay spray. She told me she have to get out for a 5-10 min (some shit excuse with the kinds something..) i didn't mind because we had at least ~10 session back in time and she always comes back... well the difference is with not that much money upfront. You see where I'm going.. she didn't come back and i was rock hard.. with delay spray on my cock, drnk horny... i called and wrote her messages.. nothing in return.. so i was burned...

Learned a lot of lessons here.

A few days later i wrote in a local forum about the situation to spare the other dudes.. the burn and disapointment.. A day or two after the post in the forum I got a call from her, but on the other side of the phone was a dude.. (her "guard") And he was furious about my post.. i kept my cool and chill and we spoke.. I said to him, I paid upfront, she burned me and somehow you're furious? We spoke a little more and then he wanted to meet and give me my money back.. We met ( I had the luck to call a friend to engage if shit happens and i told him i have to get back some money and i need him "no questions asked") So I played i little pool with this guy.. things was chill so I no longer needed my "guard" And i let him go. We drank on played some more pool. Then he proposed to go to my place and drink some more and clear things. Then he called the hooker. We drank some more.. he explained she was arrested for a small substance posession in her (like i believe you.. for the arrest part) some time later the dude left me with the hooker.. she has to pay with her pussy, mouth and ass... so i fucked her good and hard.

A few weeks later (2-3) I'm again horny animal...very..
A little chat:
Me: I have an idea
She: Tell me
Me: Because we both are protecting ourselves clean I want to fill you up. (I have a very, very big thing for creampies but i manage to restrain myself from doing that much stupid shit) not that night.. the stone was cast
She: What?!
Me: I said nothing
She: Say again
Me: sent her .gif with creampie
She: You want sex, raw?
Me: How does it sound
She: Bad (I was kind of relived by this answer - she protects her self, i was stopped from doing something dumb)
Me: I assumed you will not agree, but I like you very much and I don't want it to be with another, I want it to be with you. (here we have ~20 min gap with no answer, just seen. And i know what I did with this message)
Me: Why don't you make a wish come true for the old man ( I'm not old i'm 37.. but here I'm joking)
She: What price?
Me: How much you want, just don't go over the top. And I will know i won't search for others. And we will be regular, at least once a month (We had a gap in the meetings and I used it)
She: How much time?
Me: 1 hour
She: When, now, right?
Me: How much I need to prepare.
She: It won't be 1 hour for sure
She: When I come we'll talk.

She's prepping and I wait ~1 hour

Me: Will I fill up your wet pussy?

She came, with the guard. I wasn't expecting this or been in the right mood but.. what ever.. i will wait him to leave us alone again.. We partied and drink.. a lot.. 2-3 hours later the guard tells me to hit the shower. That's what I am waiting..

After I got out of the shower and got back in the room she was already naked. The both hit the shower too. When she got back we split roasted her good for maybe 2 hours. She came a lot of times this night. I got raw in her pretty wet pussy then I fucked her raw in the ass too and filled it up a lot, a lot I was edging whole day, remember? (for now creampie in pussy is off limits, but I will change that maybe..)

I bought a vibrator for the next session with her.

This happened a little over 3 weeks ago. I have no symptoms of STD, but I will go to test my self anyway.

But I want to do it again... this time just both of us.. and this time i want to fill up her pussy.

The thing with the creampie is a very powerful and intrusive thought for me..

My name is Steve. I'm 31 and recently divorced. My wife was wonderful in so many ways, including the bedroom, but we slowly drifted apart after 10 years. I've always been interested in wilder sexual activity but was far to scared to act when I was younger. Now that I finally have my freedom back I'm going to do all the things I want so bad but am afraid of.
I live in a large city, and while I was new to this experience, I had a good idea of what part of town to visit. It was Saturday night and I found a bar that seemed pretty popular. the place was packed with mostly men, and they ranged from very conservative to the extremely flamboyant. The fist thing I needed was liquid courage. I knew what I wanted but was still very nervous. After a couple shots I relaxed a bit and ordered a drink. Tried to be talkative to the people around me, and most of the guys were friendly. A few of them were VERY friendly and I had to let them know they weren't what I was there for that night. In a back area of the bar there was a group of women. Some seemed like bikers in a dress, and some were the most beautiful women you have ever seen, most were somewhere in the middle and after a few drinks looked good enough. There were a few guys dispersed among them and a few guys nursing beers and staring longingly.
As I approached quite a few heads turned to see who was approaching the group. I waved and nodded my head at them as I passed through. There was a table near the back wall with a couple girls at it. One was a gorgeous brunette, a little under 6 foot tall. Her hair was long with short bangs halfway down her forehead. Dark brown eyes with long black eyelashes. She wore a small blue dress that barely held her breasts captive. A black choker necklace wrapped tightly around her neck. When I got to the table I could barely speak.
"Hello" she cooed
"Hello" I said looking deep in to her eyes. "Can I buy you a drink?"
"I have one, but you are welcome to join me" She motioned to the seat next to her.
The two girls sitting with her got the hint and quickly found another table.
We talked for a while, just idle chit chat. She could see I was hesitant but knew I wanted her. The bar was loud and we both played the game of speaking softly and moving closer to each other. I had one hand on the table and one on the back of her chair. Finally, after what seemed like forever, she laughed at a dumb joke and moved her hand to my knee. In my head I was screaming, "my god this is actually happening, this could actually happen" I used the adrenalin to make my first small contact which was only to shift my arm so it was resting on the chair and placing my hand on her back. At that point we started talking closer and closer and our hands started moving, caressing each other. She said something I couldn't hear, and leaned forward to whisper in my ear, and spontaneously shifted my head to kiss her. Every first kiss is electric after all the tension you've built up, but this was 15 years of longing and was amazing. My hand shifted to her cheek and around the back of her head running her hair through my fingers. She pulled back slightly, looked in to my eyes and said "Finally, what do you say we head back to my place where it's a bit quieter?"
"Yes"
She grabbed my hand and pulled me through the bar to the front. She shivered as we walked out into the night and I put my arms around her and held her close. She smiled at me pulled me to a cab.
It was a short drive to her house but we couldn't wait. Our tongues danced as my hands ran down her side, over her ass and down her sweet thighs. I kissed her neck and she moaned slightly. I saw the driver staring in the mirror and kept thinking, "he has no idea what is really happening!" which was probably not true since he knew what bar we came out of but my head was spinning.
The cab dropped us off and we headed straight up to her apartment. I followed her into the living room. She turned and started to ask me something but I grabbed her, pulled her close and kissed her .
I reached back and unzipped her dress, she let it fall to the floor. My hands flew up and down her back. I grabbed her ass with both hands and pulled her tight.
"Slow down" she said as she pushed me back onto the couch.
She kissed me again and she unzipped my pants and pulled them off. I ripped of my shirt and tried to kiss her again, but she held me back against the couch.
"I'm in charge now" she said softly
She kissed the middle of my chest and slowly moved down my stomach, using more tongue as she went. She would lick and follow with a strong kiss. Her hands started on my knees and traveled up my thighs. Her hand finally cupped balls and started to massage them. Her other hand reached into the fly of my boxers and freed my cock. She wasted no time when she saw my cock. She opened her mouth and suck all 7" between her lips, all the way to the base. She pulled back till only she had only the head in her mouth and teased it with her tongue. Then back down and up and tease, and down and up and tease. It felt wonderful. She started following her mouth with her hand, pumping up and down twice as fast as her mouth. She pulled up and completely off my dick and started running her tongue up and down to bottom side of my my cock. Her hand started pumping faster as she slid her tongue down to my balls. Her tongue danced all over them trying to soak every inch. Then she opened her mouth and gently sucked one into her mouth, released it, and sucked in the other, meanwhile she was pumping furiously away on my dick.
She pushed my legs further apart as her tongue again appeared and slide down the bottom of my balls. I started groaning louder and she stopped pumping. She squeezed my dick down at the base till it started to hurt. Her other hand lifted my balls and her tongue started to gently caress my ass hole. It was a strange but welcome feeling I tried as hard as I could to relax and enjoy it but it was over quickly. she slammed her face back down on my cock and returned to her first approach of moving her mouth up and down and teasing my head as her hand twisted and pumped. SHe continued sucking my dick and I didn't notice her other hand rubbing my balls until I felt a finger push deep into my ass. It was shocking but she just left it there and continued sucking my cock. As she felt me relax she slowly started sliding her finger in and out of my ass.
I was getting close to cumin and she could hear it in my voice, so she pulled her finger out of my ass and slid up my body to kiss me. I reached back and unclasped her bra which she flung away and leaned back to let me see her perfect breasts. I needed to feel them and suck on those nipples and she was happy to oblige. I leaned forward and pulled one of her nipples into my mouth as I massaged the other with my hand. She threw her head back and giggled which melted into a moan. She grabbed the back of my head and held it tight as she spun us around so I was on top of her. I tried to move up to kiss her but she held my head firmly against her breast. It put me at an uncomfortable position so I had to slide off of her till I was kneeling on the floor between her legs. That was when she released my head and started rubbing my shoulders. I could tell where she was guiding me, as I've guided a few girls the same way.
I used her technique of kissing my way down her stomach as my hands slid up her thighs until they met at her panty line. At this point my heart started pounding in my chest. What am I doing? Is this really what I want or just a fantasy? She must have sensed my hesitation because she reached down and pulled off her panties.
And then I was sitting inches away from a semi-hard, 6" cock and balls. Panic shot through me.
She wrapped her hand around her dick with one hand and with the other lifted her balls as high as she could. She lifted her left foot and rested in on the couch as far to the side as she could.
"Lick my ass baby" she whispered as she moved her right leg around my back to pull me closer.
I have done this to a few girls to get them read for anal so it seemed a little more normal for me. I dove in licking her ass and pushing two fingers deep into her. She immediately started moaning and wiggling around me, cheering me on so I started getting more enthusiastic about it. I reached up with my free hand and started fondling her breast. I could feel her starting to stroke her own cock. I removed my fingers from her ass and replaced them with my tongue. Wiggling and pushing it as deep as I could. I moved my free hand up and cupped her balls. She immediately moved both her hands to the back of my head. I kept licking her ass and massaging her breast, and slowly my other hand moved from her balls, to the base of her cock, and finally wrapped around it. I felt a sense of accomplishment with this move and lost all reservations. I stroked her cock a few times but decided quickly this was my time. I lifted my head as I pulled her cock down until it was aimed directly at my mouth.