I have been dabbling in the escort and happy ending massages for 15 years. Every now and then you have an incredible mind-blowing experience that I like to share. This is the case with Mary Jane.
I came across her ad with a non-descript picture. Just a picture of her ass in black lacey panties, with the caption "I speak Greek." Greek is the code word for anal sex. A lot of massage places will give you a great massage with a hand job or blow job at the end. Some, for extra will go all the way.
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Finding a lady that offers anal is hard. I had anal sex twice and enjoyed it. I thought I would test the waters with her first and get the standard "Happy Ending massage." For $180 I couldn't go wrong.
I arrived at the apartment she shares with another massage lady. I was very pleased when I met her. She is in her mid-30's, about 5 foot 6, brown hair just past her shoulders, B cup tits and seemed to be in very good shape. I found out later she works construction every other day. The best part and my weakness is she had a beautiful smile.
She takes me to the room and there is a massage table and a queen size bed on the floor. She leaves the room as I take off my clothes. I opted for the bed and lay down. She gets on the bed with some massage oil and I roll onto my stomach so she can start with my back.
"Oh, I guess I can give you a little massage." She said, as she squirted a little massage oil onto my back.
"If we can jump to the fun part right away, I don't need a massage." I told her as I rolled over onto my back.
She had removed her bra and thong. I got my first good look at her naked body. Her nipples were the size of a quarter, and they were hard. Her pussy was clean shaven. Her body was tight from construction work.
I joked with her and said, "Is it cold in here or you excited to see me?"
"I am always horny. I love sex. I love my nipples sucked on and pinched." She told me showing her beautiful smile.
She straddled my body and leaned forward bring her tits to my lips. I sucked, licked, massaged and pinched her nipples. The whole time she was moaning and grinding her pussy on my pelvis. She broke off the tit play and put lube on my hard cock.
She started to slide her wet pussy along the shaft of my cock. There was no penetration, but still felt amazing. I was able to play with her sexy tits while she slid back and forth on my cock. The look on her face as she came several times was so sexy.
It didn't take long before I could feel I was going to shoot my load. With a couple of grunts my cock shot a couple of jets onto my chest and stomach. She slowly road my cock applying extra pressure, milking a few extra drops out of me.
Mary Jane got up and got a warm wet towel and wiped me clean, then laid down next to me. We talked for a bit and let our hands explore each other's bodies. I leaned over and kissed her. We didn't do any deep kissing. Just a little tongue tease. My right hand found her wet pussy. I slid a finger in and worked her G spot while I sucked on her tits. I then brought a second finger into her pussy while my thumb stroked her clit. She was really enjoying this a lot. I knew Greek was on the table so slowly slid my ring finger into her ass. She loved it. I worked her through 3 strong orgasms.
She pushed me off her then said, "I need to ride that big fat cock again."
This time she was in reverse cowgirl with my cock pressed up against my stomach. I could help myself as her ass was right there. I slid my middle finger into her ass as she slid along my cock. She moaned deeply, so I inserted my index finger too.
"Oh god, oh god, that feels so fucking goooood." She moaned as she came again. She got off me and sat next to me and finished me off with a hand job.
I took a quick shower afterwards and left her $200 on the table. She gave me a quick kiss and said, "You can come back and see me anytime. I had a lot of fun."
It was 2 weeks later; I made another appointment.
Second time started pretty much the same. But after I shot my first load, I went down on her pussy. She loved it, and so did I. I included my fingers in her pussy and one in the ass. This when I learned she was multi orgasmic! I finally needed to take a break as my tongue was getting tired.
We went to reverse cowgirl like before. But this time when I was getting close, I held my cock between her ass cheeks. I shot my load up into the air and most of it landed on her ass. As she moved away from me, my cum was dripping down the crack of her ass. There was one large drop of cum sitting at the opening of her ass. I reached forward and massaged it into her. She moaned with pleasure.
Another quick shower and a deeper kiss goodbye. Before I left the room she said, "You should give lessons on how to pleasure a woman. That was amazing!"
I told her, "You are the amazing one. I will definitely see you again."
I felt pretty good getting a compliment like that from a young lady. She had asked me how old I was once, and I told her to guess. She said 52. I just said, close enough. I didn't want her to know I am 65. Most people to guess I am in my early 50's. Good genes on my dad's side!
I waited another 2 weeks and was back to see her. This was the day of my birthday. Now I was 66. I told her, I am treating myself to a birthday gift. She was my gift.
"Well then, I guess I better take good care of you." She told me.
"So, I am curious, how much are the upgrades?"
"Full service is $400, anal is $500. You want to upgrade?"
"Not at this time. I only brought $200 today. I told her.
She started off with a blow job until I came in her mouth. I was about to warn her I was cumming but it was to late. I shot early. She didn't seem to mind.
