I have been a follower of literotica for 5 years now. I have been very fortunate in my sex life and have had a lot of unique experiences. I have always wanted to submit a story of one of my encounters but composition has never been my strong suit as I was a numbers type of guy instead. I submitted a story called "My Mothers Cousin" and it was published. There was some criticisms on my writing style so I am taking that as constructive criticism and try another story about another experience I had in my life. This was inspired from a reading in the "First Time" section about a guy who got his first erotic massage.
I had a new customer and I went to his office to meet with him. He was the owner of the building. It was 4 stories. The first two levels was a bar he owned. On the 4th level was his office. From the outside of the building I could see a sign in the 3rd floor window saying "Massages".
I met with my customer and at the end of the meeting I asked him about the massage studio. He said, "I have never used them, but they always pay their rent on time."
I got on the elevator and on a whim I decided to check out the massage studio as I do enjoy a good massage. Sitting at a table was a young girl about 23 years old which was half my age, with long wavy black hair and pale complexion. She was wearing a tight black shirt and black stretch pants. I asked her how much for a massage.
She replied, "$60 for an hour". That seemed about the right going rate. She then said, "I am available now if you are interested."
I said, "Sure, let's go".
I followed her back to a room where there was a bed mattress on the floor. She said her name was Nancy. I thought this is not normal. She quickly put new linen on the bed. She said, "Remove all your clothes and lay face down and I will be back in a couple of minutes." That is when if realized this was not going to be a normal massage as she never gave me a towel to cover my butt up. I figured to see where this was going to go.
A few minutes later she came back in. She said, "For $20 more dollars I will give you a massage in my bra and panties."
I said, "That would be interesting, but I gave you all my cash I have on me."
She said, "That's ok, maybe next time when you come back."
The massage started with her rubbing my back with some oil. It wasn't the best, but ok. She moved down and did my calves and thighs. There was some very very light touching of my scrotum. Then she started to massage my butt. I started to get aroused and could feel my cock growing hard. It was pointed down between my legs and I wondered if she could see the tip of my cock growing.
She then said, "Spread your legs a bit more for me" I did so, and now I was sure she could see everything. She then began to rub the spot between my balls and asshole. I guess this is a way to massage the prostate. I began to moan slightly and I felt like my cock was about to explode. She asked me, "Does that feel good?"
I told her, "It feels amazing!"
After a few minutes of her rubbing me there she told me it was time to flip over. I was excited to see what was coming next, yet embarrassed as she would now see me fully erect. I am not one to brag and sometimes it is not a good thing, but my cock is definitely longer than average and very thick.
When I rolled over she said, "Oh my God you are fucking huge! You are like King Kong!" I didn't know what to say and left it at that.
She then massaged my thighs for a bit then moved back to the prostate massage. She then said, "You can jerk off if you want."
I told her, "I would rather you do it for me."
She replied, "I would love to, but we the law is there is to be no touching of sexual organs. But I enjoy watching a man jerk off." She then said, "Would you like a little massage oil on your cock?" I have never used and lube before when I would masturbate so I figured let's try it.
She held the bottle over my hard cock and let in run all over my cock. She then snuggled up next to me with her head on my shoulder and said, "Now I get to watch the show, and if you want I can rub you here if it will help" When she said that touched the prostate area.
I said, "God yes, that feels so good"
I slowly began to stroke my cock as she rubbed my new sexually found area. Pre cum was already oozing out of me and I added it to the oil mixture. She began to encouraging me by saying, " God that is so sexy, I love your King Kong cock. I want to see you cum baby. Stroke it faster and harder. I want to see you come all over the place."
With this encouragement I started to jerk off faster and harder. My hips started to pump slightly and with her rubbing my spot I don't know if it was by accident or not but her finger would go about an inch into my asshole every time my hips went up. I was surprised that I liked it.