I lost my home to fire and living in an old trailer while ins repaired it. I lost my job few weeks after this. Was dating a girl I married and married to today. her sister in laws mother had the hots for me. ask that I come to her birthday and strip for money. Would be a house full of very old women, was her 71st birthday. I told my girl friend at the time and she laughed. She did not want me to do it.
I declined the offer of $300 for the night. She made a new offer of $3000 for the night. I declined again. She countered with $5,000 for two hours only.
I took the offer and my sister took my girlfriend out of town for the night.
I arrived at 8 and had cake and a few drinks. I sat beside the woman as her guest. At 9 I went to her room and stripped down to my shorts (special she bought for me to wear) and a tank top tee shirt. My boots and my cowboy hat. just like she wanted. The boots were a gift she special ordered for the night. $600 size 15 EEE made boots I kept.
her daughter his the music and I danced around the room. Woman pulled out money, no singled $20 $50 and few $100 bills. Stick in my shorts and boots. I rubbed my crotch on their heads. Their hands on my ass cheeks and kissed a few.
I arrived at the birthday girl and got a little nasty. I stuck her hand in the back of shorts, ran it to the front. when she wrapped her fingers around my cock I covered it with my hat. I kissed her and rubbed her up some. I sat her in my lap and held her there for a bit.
She whispered in my ear, you stick around when these girls leave. I agreed and got dressed. I made $770 in tips already. at 10 she called the party over, she stood at the door greeting her friends. Each told how nice looking her stripper was, few wanted my number. NO he just did this for me only.
Door closed and her daughter stood there, Mom I will help you clean up.
You get out, I will do this tomorrow. I want to pay this man and you can not see it happen.
She smiled and walked out (I later did her with my wife as a three some. White hair and almost no pussy hair at all, it was white as well. had pink nipples and moaned like hell when she came).
Come to me room you pretty man, She ask if she might watch me take off everything?? will make it worth your time, she said.
I stripped to nothing and walked to her sitting on her bed. She was at belt level and held my cock. She looked at me and put the head in her mouth. Not many seconds and I got very hard. She told me of the years since she held a cock this hard, any cock at all. That I did something for her. Was the best looking man she ever looked at in her life.
"Would you give an old woman the last pleasure of her life??" I figured for this kind of money, what the hell.
I pulled her top off and than her pants and her under wear. she left the room came back nude. I found her to be well lubed, she did this when she left the room.
No oral sex for her, she just wanted to be mounted and rode. I gave her what she wanted. After twenty minutes of so she told me to stop. She was sore but well satisfied. She had three orgasms and get her body felt up. She had fair size tits. She did not seem turned on by them, just the cock going in and out of her.
She opened a box and handed me cash in and envelope. Don't open it here, wait till your home. Its more than I offered by a bit.
Was $8,000 and was in $1k notes. Each worth twice face value.
She had me over for lunch and to do some home improvement projects. She always paid me well, always offered me a home and a woman. She did not have many years left, wanted to spend them with me. Would leave me half of everything she had. I declined the offer and married my girlfriend.
She died six years later. She ask to be buried with the picture of her and I. She left me a card with money and a nice note. Told how I made her feel young. She would have married me and left me everything she had. I never told me wife, she thought the money was from Ins Co payments of my home loss.
Her daughter and my wife's sister in law kept this secret well. Divorced her brother and never told a word. she did not tell the family of our three some either. pretty good of her.

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