I had a female friend who ran an escort service. One winter night she called me and asked if I'd do her a big favor. She had just received a call from a 66 year old widow who wanted to have a man visit her and asked if I'd call her.
I had never done anything like this before, but was excited by the idea. I told her, "Yes." I' was 22 years old at the time.
The woman explained to me that her husband had died over a year ago and that she had not had sex in all that time and was "very horny and needed a man's cock inside of her!" She explained that she was on a fixed income and could not afford the "escort charge."
I was so turned on by now that I was willing to visit her for free. I had been with women a few years older than me, but one that was 44 years older and so up front with what she wanted had me hard in my pants. I called my friend and told her the woman cancelled due to lack of funds. I then called the woman back and got her address. It was about 10:30PM and I told her I'd be over after I showered.
She asked what I looked like. I told her I was 6'4" tall, 195 lbs., shoulder length brown hair with Hazel eyes. I told her I had a mustache and that people had told me I looked like Sam Elliott. She cooed and said she was getting wet and asked me to please hurry.
I had no idea what she looked like. Fat and ugly or thin and beautiful. But by now it didn't matter to me. The thought of fucking this grandmother was driving me wild! I couldn't wait to get there.
I got out of the car and walked through the snow to her apartment door. It was a full moon and the snow glowed brightly under it's light. I knocked on the door. I heard her voice say, "Just a minute."
Then she called for me to come in. My heart was pounding as I opened the door. It was dark inside and it took my eyes a minute to adjust. It was a basement apartment and there was a long flight of stairs leading down. At the bottom was a soft yellowish glow coming from the right and there at the foot of the steps was my prize.
She was about 5'1" tall, petite with short grey hair, large glasses and wearing a full length, black silk nightie. She nervously clutched her hands together in front of her. She was wrinkled, but not unattractive. As I descended the stairs she moved back towards the direction of the light. I turned the corner and entered her living room.
She looked up at me with her blue eyes and said, "I prayed you would be a "hunk." Then she said, "You don't want an old wrinkled woman like me."
I couldn't wait to show her how very wrong she was. "Oh yes I do," I told her as I took her in my arms and bent down and pressed my mouth to hers. As we kissed, I looked behind her and saw a lamp on an end table next to a red velvet recliner chair. "Perfect," I thought.
I bent down as we continued kissing and scooped her small body up in my arms and carried her to the chair and laid her in it, pushing it open as I did so. I laid on top of her and we began kissing more passionately. As our tongues explored one another's mouths, my hands began exploring her slim body. I began kissing her face and her neck and then down to her cloth covered, small breasts. I found her nipple, hard beneath the material and began sucking, making it wet with my saliva. Then I kissed down across her stomach and then ducked my head under her nightie. She spread open her legs for me and I marveled at her milk white thighs and hairless pussy.
I began lightly licking up and down the slit between her legs. She twitched a bit as I did so. Then I pushed my tongue inside her, parting her love lips and fully licking her. I found her plump clit and began flicking and twirling it in my mouth. I could hear her softly moaning as I pleasured her. Then I sucked her clit into my mouth and licked as I sucked on her.
My cock was extremely hard and struggling to be released from it's cloth prison. She said she needed a man's cock inside her and I was ready to fulfill her need. I reached down and unbuckled my belt, unbuttoned and unzipped my Levis. My pants fell around my ankles as I rose up to be in a position to enter her.