I'd been single for a while and at 39 and was a bit frustrated so I started looking through the personal columns in Gumtree. I decided to put an add there hoping to meet someone while I was away for work. I got a reply from a young girl called Chloe. We chatted by email and then phone and exchanged photos. We discussed what we liked and wanted to try and she said she liked to dominate an old guy. I agreed and we role played by phone for some fun before finally agreeing to meet in Bristol when I was there for work. The only provision was that I had to dress as I was told and meet her in my lunch hour to prove I had followed instructions.
Her instructions were that I was to go and buy matching sets of female undies and I was to wear mine under my suit at work. I was a bit reluctant but agreed and went to Anne Summers with her sizes and mine. I picked out a red thong suspenders and fishnets, no bra as I could not get one to fit me.
I put these on under my suit for work and at lunchtime went to meet her. We met in public and she immediately said where are my undies. I gave them to her and she said follow me bitch. She pulled my down a side alley in full view of anyone passing and dropped my trousers revealing me in thong, suspenders and fishnets. MMM she said god boy. She started to fondle me and kissed me and then as I started getting aroused she squeezed my balls hard to make me lose my hard-on.
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You get no pleasure until I do bitch. I will see you later.
Mistress Chloe as I had to call her met me in the bar of the hotel and after a drink we took some wine back to my room.
She ordered me to strip to my undies and then walked round me slapping my bum and calling me her sissy boy. She stripped down to her matching undies and then told me to sit down. She tied me with my silk ties and blindfolded me. Then started slapping me around the face, pinching my nipples calling me bitch and asking me if I liked being slapped. I had to say yes Mistress. Then she told me to suck on her breasts as she held them to my face. They were a G cup. I sucked on them and then she said harder, bite them. i did but not good enough so she squeezed my balls hard and said suck and bite me harder or I will squeeze your balls harder. I was in pain but sucked and bit her for all I was worth.
She pulled away from me and said I am untying you. Follow me to the bathroom but crawl.
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I crawled into the bathroom and she said lay down. I layed down on the cold tiles and she said Mistress needs to pee. Open your mouth, I opened my mouth and she squatted above my face and started peeing. Keep your mouth open bitch. Her pee flowed into my mouth and I could not move. I tried not to swallow any but she punched me when she heard me and made me swallow. As she finished she said lick me clean make me cum. I probed her pussy and licked her clit, she ground into my face hard. I could still taste her pee, I licked her hard until her juices erupted over my face. Mistress Chloe got up and ordered me back to the bed room. Bend over the bed bitch. I did as I was toldand she started spanking me hard. Like that bitch she yelled, Yes Mistress.
My arse stun with each hit. I'm gonna show you how to please me now.
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Yes Mistress please show me. With that she pulled my thong off and I stepped out of it. Still bent over the bed I felt my arse cheeks parted, mistress I asked hesitantly. Its ok she cooed, my sissy boy will like this. With that I felt something hard between my arse cheeksand then something pressing against my arse ring. My arse ring gave and I groaned as Mistress Chloe shoved her fake cock into me. See your boy pussy loves this. She started fucking me hard her thighs slapping me. It was a strap on. She pulled on my hair and then I felt her wanking me. She kept fucking me calling me a sissy, I started to enjoy it. Mistress stopped wanking me but I was still hard. She pulled out of me and then shoved a butt plug in my arse. Turn round and sit on the bed I was instructed. As I sat down I felt the butt plug deep in me.
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Your not to come yet she said looking at my hard on. She gabbed my cock and forced a cock ring over it. Then she mounted me and started riding my cock. She rode me hard, pinching my nipples until she came. Her pussy was so tight it was drawing my cum. She stopped after cumming and climbed off and took off the cock ring. Climbing on me again she started fucking me some more Every time she pushed down on me the butt plug went deeper. I going to make you cum now she said to me. Yes Mistress I answered. She leant down and whispered in my ear. I'm 18 not 18 bitch and I'm not on the pill, CUM in me. I came hard shooting deep in her like never before. She made us stay together until I went limp. Then made me lay back on the bed and taste my cum from her pussy while she licked me clean. As she finished cleaning me she gave my balls a squeeze and said thanks bitch.
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Got up and put her coat on and left. .