This story is about my first time with a woman that was not family. As you may have read in my earlier stories, I was having sex with my mom and my aunt for about year before this takes place. I was about eighteen years old and working as a busboy in a genuinely nice restaurant. It is unfortunate that the restaurant closed and replaced by a bank. It was a wonderful place to work, and the waitresses were incredibly beautiful and older than me. They all wore black skirts, white button-down shirts, and mostly black stockings.
There was one waitress that was always flirting with the busboys, and she did have a hot and sexy body. Dottie was about five feet six inches tall, very perky breasts, I would guess about a large C cup or a small D cup in size. She also had a well-formed ass.
One evening while on break Dottie joined me. She reached across the table and was telling me how she thought I was handsome and sexy. As she was telling me this, she was holding my hands and squeezing them.
I replied, “I find you very hot and sexy.”
She squeezed my hands again and asked, “Would you like to see more of me? Maybe come over and join me in the pool?”
I just nodded my head, thinking just how hot and sexy she would be in a bathing suit. We planned to get together the next day we had off. As I was going to her house it started to rain but I knew she wanted me to show up, so I did. She met me at the door in a robe, which she had not tied, and I could see a small bikini on her. She kissed my cheek and invited me in.
Upon entering the living room, I noticed that she was married, and her husband was in a recliner watching television. He just smiled and acknowledged me. Dottie grabbed my hand and took me to the back of the house to a bedroom. We entered the bedroom, and she turned to me and gave me a long and passionate kiss. Our tongues were each other as we kissed. She then shut the door behind us and dropped her robe.
She looked at me and said, “Since it is raining, we might as well fuck instead.”
I looked at her and asked, “What about your husband?”
She replied, “As long as we use protection, he does not care.”
I slipped my shoes off and she pulled my shirt off. She proceeded to undo my pants and pull them off. She could see my hard cock making my boxers tent out. I reached up and untied her bikini top and let her very sexy breasts free as the top hit the floor. I reached for the bottoms but, she said to wait until I was naked, and with that she pulled my boxers down and let my cock be free. As I kicked off my boxers she reached down and grabbed my cock and fondled it with one hand and with the other hand she pulled the string on her bikini bottoms and let them fall to the floor.
She had a beautiful and sexy full bush of hair. We kissed passionately as I pulled her close and she pulled my cock between her legs. After the kiss she pushed me onto the bed and leaned over to start sucking my cock and making it hard and excited. Once I was hard, she kissed her way up and after kissing my nipples she kissed me hard on the lips. While she was kissing me, she was straddling my cock and rubbing her clit and pussy up and down my wet shaft and making it wetter. I was thinking that I wanted her warm pussy riding my shaft, not rubbing it.
I rolled her over onto her back and after kissing and sucking her nipples hard, I kissed the bottom of her breasts and then slowly kissed my way down to her pubic area. I pushed her knees up and began to kiss and suck on her clit and then lick her lovely wet lips. From her moaning I knew that she was enjoying my tongue action on her pussy. I sat up and reached for a condom to enter her very wet pussy.
She stopped me and said, “If you can pull out before you cum, you can ride me bareback.”
I nodded, she grabbed my cock and guided me into her soaking wet pussy. And I began to slowly fuck her, then I started to go faster and harder as she wrapped her legs around my waist. She moaned loudly and her body tensed up as she had her first orgasm.
She told me to roll over on to my back and that she wanted to ride me cowgirl. As I got on to my back, she straddled my cock and slid her pussy over my cock and began to ride me. What I did not see was that her husband was watching as she rode me. She was also playing with her breasts as she was riding me. I told her I was getting close.
She said, “I want your cum in my pussy.”
She stopped riding me and just ground her pussy on my cock until I unloaded my cum inside her. As I started to cum, her pussy clamped down on me and milked my cock till I was dry.
She got off me and said, “I am tired now. Get dressed, let yourself out and I will see you later at work.”
Before I got out of bed, she did suck and lick my cock clean. As her head was bobbing up and down her husband came into the room naked and with a hard on.
I dressed quickly, she was on all fours and her husband was sliding into her freshly fucked pussy.
Yes, I did go back more than once but that is for later.
