The 37-Year Old Woman
(Posted on Wednesday, May 22, 2002)
This story was submitted anonymously.

It's beneficial to know how to save money, trust me. Thanks to this, I now jerk off on a 40 year old soap opera chicks red toenails every weekend.

Women's painted toenails give me erections, which I make every attempt to resolve through masturbation (on her foot, of course). The urge was so bad that I would put pictures of womens toes in my briefs and rub myself on them while I was in bed sleeping (when I was 5 or 6). I was able and fortunate enough to sneak my penis onto the unsuspecting toes of some female cousins of mine many times before, but I had never been able to get to ejaculate on a single foot...until.....I hit 20.

One day I felt like trying something new. I rented a Jaguar Xk8 Convertible for the weekend using some money I had saved up. One of the first places I drove it to was a neighborhood pool house. Later on, once I got home to change I would head out to Dave and Busters. I didn't get a chance to put the top down yet.

Being in a Jaguar apparently caught one person's eye. A 37 year old blonde haired, blue eyed, well figured woman happened to be there in a beach chair reading a book and stretching her toes out, which were 1) painted a deep red 2) had long toenails 3)giving me a pleasurable erection and causing pre-cum to come out
and 4) making me think about how I can nut on them. She was decked out in a blue and black patterned one piece swimsuit with a towel partially covering her. She also had her sunglasses risen over above her eyes on her forehead, like women always try to do to be sexy or at least look hip. I had heard that this woman had no kids and was recently divorced (and recieved a substantial amount from her divorce settlement).

Even though she lives in a townhouse, its a hell of an expensive one, and I would have figured I had seen the woman before many times at the pool house because she lived nearby, and I happened to take a beach seat nearby where she was sitting. However, she totally never acknowledged me until today, when she gave a big
smile and said, "Hi."

I said, "How are you."

She said, "Great."

Her name was Allison. She started small talk with me, and I kept up with her. She also said a little under her breath, "Nice car". I spent most of the time watching her red toenails and concealing my erection from her.

After two hours of talk she said she had to leave to walk back to her house because she was getting sleepy. I offered to drive her home, at which point she perked up and expressed gratitude. I dropped her off at her big townhouse at which point I saw she was halfway asleep. Desperate to "wet" those feet, I blurted out surprisingly "I'd like to say before you go that you are a beautiful woman and you also have very nice toes. I have a foot fetish".

She looked at me for a long time. I thought I might have said too much and invited myself for trouble.

"What do you like to do to toes?"

I told her I like to give footrubs mostly.

"With what?"

I asked her what she meant by that.

"....I saw you looking at my foot and getting erections"

A big lump in my throat formed. I told her my fetish was something like that.

"Something like what? Are you saying to me you want to rub your cock on my foot?"

I paused and did not say anything..I looked down at her red toes again as the lump in my throat got bigger and bigger.

She quickly said, "No...Thanks" and got out of the car, seemingly walking in a fast pace towards her house.

I thought to myself, I may have just put my foot in my mouth and asked for trouble. She could tell everyone in the neighborhood about it, even my parents. I lost sleep the entire night thinking about what she might do or say. Needless to say, I never made it to Dave and Busters that night due to the stress I was under.

What a coincidence. The next day as I was driving by in my Jaguar I see her at the local pool house again in a different bikini but her toes still looking the same as always. I go into the poolhouse and greet her, to which she gives me a slight monotonous nod. She even moved her feet under her towel away from my sight.

I just for the hell of it invited her to come to Dave and Buster's with me later tonight since the next day I would have to return my rented Jag convertible, to which she replied. "You want to masturbate on my feet that bad?" she said with her eyebrows perched, giving me a dangerous look.

I told her I wasn't trying any ulterior motive, I just thought she was still beautiful and wanted to treat her out since I had a stack of money I saved up and could afford to do go to dinner for some baby-back ribs. I wrote my number on a piece of paper and laid it on the edge of the chair where she was sitting, coincidentally near where she had covered up her toes with her towel.

"If you don't want to do it, thats fine, but Ill just leave a cell phone number in case". I then left.

Back at my house (through this whole story my parents were out of town) which I have to myself, I get a call on my phone later from a number I dont recognize.

"Look...We can go to Dave and Busters and I'll give you 5 minutes with my feet when we get home"

My cock jumped to attention and so did my cum. We did go out that night to eat and upon arriving at her house, she took off her sandals and let me have those five minutes she promised me. I had to hurry cause I was about to eject. We both sat on her sofa and I quickly took out my dick and put it directly over top of her ten red toenails, rubbing it back and forth lightly at first, but pressing myself on her foot harder as I was getting ready to ejaculate. I was losing control, while Allison looked on, stunned. I started rubbing faster and harder until I ejaculated hard on
her toes, watching the semen squirt onto her toenails and soles and parts of the sofa. I did this for about 20 seconds. I thanked her for it.

She laughed, and told me I could spend the night if I was too tired to go home. We both fell asleep on the sofa. I woke up in the middle of the night and ejaculated on her toes again since I could not control the feeling they gave me. I woke up the next morning and returned my Jag to the rental agency.

Allison since has been strange about it. She never verbally admitted to liking having her feet cum on, but since that night she has painted her toenails more often and in different colors and has also let me come over to her house and spend the night (and cum on her feet) usually whenever I feel like it.