Escorts, Hookers & Whores, Oh My! Ch. 02

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More experiences with escorts.
1.4k words
4.07
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Part 2 of the 6 part series

Updated 05/01/2024
Created 04/26/2024
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Due to the cost, I limited my visits to these girls to once a week. Little advance notice was necessary to arrange to meet them, it seemed. One day, when I was out of town on business, I decided to check the escorts available there. I went to the escort site, keyed in the city and browsed for someone hot for the night.

AMY

The girl I contacted had an interesting profile. She was pretty, 36 and made a point of stating how often and how easily she squirts during sex. That was something I had never experienced and I was hoping she would do it for me.

She had an Airbnb for her "dates". She had blond hair with brown streaks in it and a pretty face. She was slender with nice legs, and when we had our chat, she was bright and playful. She asked what I was doing in town and I told her.

"So, what can I do for you, and feel free to be specific," she said.

"I've been trying just about everything lately with different girls, but your profile intrigued me because you said you often squirt during sex."

"Yeah, for some reason I do, maybe because I love sex and I get so excited that when I come, I just squirt without even trying."

"Well, I think I'd like to experience that."

"Anything else?" she asked.

"Yeah, but it won't matter what because I'll probably be really horny if you squirt."

We were both sitting on a sofa in her living room. She stood up and quickly undressed. Taking the hint, I did the same, and then she took over.

"Okay, do you want to eat me or fuck me when I squirt?" she asked.

"I'd kind of would like to see what it tastes like," I answered.

"You're in luck," she said, "I haven't fucked anybody or got off for four days, so I'm pretty primed for a good orgasm."

"Lie on the sofa with your head near the armrest; I can get off easily sitting on your face."

I smiled and eagerly jumped into position. "Works for me!"

She straddled my head and put her pussy against my mouth. I couldn't believe it, but she was already wet. Really wet. She held onto my head as I licked her wet slit, enjoying the taste of her aroused pussy. My cock got hard and I was really into it when she pulled away from me.

"This isn't comfortable and the sheets on my bed are in the laundry; just kneel on the carpet in front of me."

I knelt down in front of her as she sat there with her legs wide open in a vee position. She held her ankles with her feet in the air as I resumed licking her.

"Stroke your cock; it turns me on and I like to watch when I come."

The tip of my cock was already slick with precum, but I did as she asked and started stroking it. I couldn't get enough of her pussy juices, it was like having a liquid addiction to it. I licked and sucked her pussy, tongue fucking her and sucking on her clit, enjoying myself for several minutes. I was in the process of sucking on her pussy lips when I felt the muscles in her upper thighs tighten.

Suddenly there was pressure against my mouth, and she put both hands on the back of my head. "Don't stop; I'm gonna cum!" she moaned.

Her squirt blasted out, splashing into my mouth and face. There was more than I had expected but it turned me on so badly I kept licking and sucking her slit. I drank in as much as I could and then realized I had jerked myself off. I felt my cock throbbing as my cum splattered on the edge of her sofa and onto the floor.

"Oh, shit, that is so hot!" she said. "Stand up, quick!"

When I stood up, my cock still dripping, she sucked it info her mouth and cleaned me. I was embarrassed that I lost control, but the whole experience was so exciting that I didn't care.

She sent a selfie to my phone and I saved it, along with her phone number and address for future reference.

AMY

The next girl I visited also worked out of a hotel room. She only visited my area one weekend a month. Her profile photos showed her as being fairly pretty with dark hair and eyes and her whole body was quite muscular. She was slightly heavier than thin.

When she asked me what I would like to do, I simply told her the truth; I like eating pussy to get aroused and then I like to be fucked until I come.

"I have a suggestion that will save you some money and still have a good time," she said.

"Talk to me," I said, ready for anything.

When she took me to the bedroom of her suite, I saw a couple light stands and an easel with a camera attached to it. There were speakers on both sides of the bed and several sexy outfits hanging in the closet.

"I dress up for clients and do role play and many of them like to have it recorded. They go home and jerk off watching themselves having sex. Of course, I charge extra but you'd be amazed at how many guys are willing to pay to see themselves fucking."

"I'm not interested in that, Amy, sorry," I answered.

"That's okay, but I have a proposition for you. I also sell DVD's of the role play, because most of the time I make sure the guy's face isn't showing, even if I'm giving him a blowjob. Fucking videos are really common, and I don't do anal, but I could use a good recording of some oral, if you're willing to help me out?"

"You want to record me eating you?"

"Yeah, I use a remote to start and stop the recording and you can look at it afterwards to be sure your identity is unknown."

We talked about it for a few minutes and "negotiated" which basically ended up with me not paying for the session if I let her make the DVD the way she wanted.

At first, she lay on her back on the bed and after I took off my shirt, I lay between her legs with my face in her pussy. She had given me instructions to make loud smacking noises with my mouth and she moaned, talked dirty and yanked my hair a lot.

After a while, she closed her legs around my head and rolled over so that I was on my back and she was sitting on my face. She bounced up and down on my mouth, wiggled her ass a few times and then just rubbed her pussy across my face. She moaned a lot and pretended to come. it might have been real, I couldn't tell but she was really wet.

She turned off the camera and I got undressed. Per her instructions, I lay on my back with my head at the corner of the mattress. She stood at the end of the bed, her legs straddling my head so that my face was hidden between her massive thighs.

I licked her for the hell of it while she alternated between sucking and stroking my cock. She wanted to get several minutes of "action", so she didn't let me come until she was ready. When she was ready, she moved one of her legs and slid her ass over my mouth.

She started calling me names, telling me to eat her ass, (which I was doing) and she jerked my cock until I came like never before. She leaned down, licked it all up, and then turned off he camera.

Watching the video afterwards actually made me hard, and I offered to stay until I was able and then pay her to fuck me. She had another client scheduled and had to clean up, get into one of the sexy outfits, etc.

I did return to see her another time, ate her out and then she rode my cock as I sat naked on the sofa. She had thick, muscular thighs and she fucked me silly. I was exhausted when she finally got off my limp cock.

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