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Cuckold and Escorting 2
03/10/2024
Lynn and I had flown to Philly. We had advertised her "services" three weeks prior and had lined up numerous "dates'. All had to be tested prior to her meeting them so condoms wouldn't be needed and I would be requested to clean after each date.

After her Thursday adventures (see story 1) [https://www.cuckoldpage.com/cuckoldforum/erotic-story/6077- cuckold-and-escorting-1] we slept in Friday until 8:30. We headed to the hotel gym after a quick cup of coffee. Lynn wore her pink booty shorts and a white bare midrift string top that clearly showed her pierced erect nipples. Our hour work out left Lynn wet in her top and her shorts left nothing to the imagination.

She loves to be an exhibitionist so across the street we went to grab coffee number 2. Her tight abs, toned legs, 34C breasts and pierced nipples had every guy in the shop admiring. One guy was bold enough to come over and say she was the hottest lady he'd ever seen.

We went back to our room, a quick shower together along with five knees to my crotch and caged cock. She wanted to make sure I knew my place and loves to see me endure her punishments. We sight see'd for a few hours, grab a lite bite for lunch and headed back for date one that afternoon.

Her date was scheduled for 1:30, so Lynn took a quick rinse and then had me pour baby oil all over her body before putting on her sheer g string bikini. Her dates request. He arrived on time, took a fast shower and exited only in his towel. He attacked Lynn's nipples and bit and sucked extra hard which got her to soak her bikini bottom. With his towel long removed Lynn said she got on her knees, sucked his cock for all it was worth until he was about to explode.

She wanted to feel him inside so she pushed him onto the bed and rode him. First in cowgirl, then reverse cowgirl while he spanked her ass. Hard. That got both of them to explode in a wonderful orgasm. Lynn laid on her back, a pillow under her ass as he dressed and kissed her good bye. As soon as the door closed she texted me that she had something I'd like so I entered the room to find her pussy dripping with cum and needing to clean her up.

Her next date was more of the same at 4:30. She even said it was getting to be routine and she was excited about her 7:30 "date'. She hadn't told me much about him other than he was her second black guy this trip. She saved them for her last date each day as they usually stretched and wore her pussy and more out.

We ordered room service for dinner and once again Lynn greeted the bus boy in her birthday suit and that created a big grin on the young lad. She had pulled out our whips and crops and laid them right on the bed. She asked him to get her a bucket of ice because she expected her ass to be getting reddend and the ice helped her be able to sit. He dutifully quickly brought us an ice bucket that was over flowing.

At 6:45 we headed to the bar to meet up with her final "date" of the day. She had told me he was black and sported an 11" thick cock. What surprised me was when he showed up with two other black guys. The four of them grabbed a booth, had some drinks and admired Lynn's body in a very small black dress.

I watched as one than another pulled down her string strap and exposed her nipples that they started playing with. Lynn's hands were under the table and I assumed she was rubbing their cocks. After teasing her, they partially pulled up her straps and headed to the room.

For the next three plus hours I could her her moaning and sometimes screaming she said she orgasmed at least eight times, had all her holes filled with cum and had even done ATM on all three.

They had used the crop and whip on her body leaving her ass, back and breasts red and lightly welted. When I entered the room, it smelled like sex, she was coated in cum and had a big smile. She said THAT was fun. I proceeded to lick her all over her body, she sat on my face to clean her pussy and her ass before she had me eat her to a good night orgasm.

On Saturday she had an over night date scheduled and Sunday we put on a fantastic BDSM show for a couple that took four hours to complete. That story will follow.


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