18 Year Old Guy Hooks Up With 37 Year Old MILF - Sex Stories

18 Year Old Guy Hooks Up With 37 Year Old MILF

... nervously. My jaw nearly hit the floor. She was stunning as she had wore a tight tank top that amplified her amazing new cleavage. She was also wearing those sexy, cat-eye glasses that I absolutely love on girls. We awkwardly hugged and I placed my order before joining her out on the patio. We made small talk for well over an hour. It was getting later in the afternoon towards the early evening when I asked her if she wanted to go somewhere and get some dinner. She agreed so we walked a few blocks to a nice Italian restaurant where we had a nice dinner and a few drinks. We continued to make small talk for awhile before I finally paid the check and waited to see where things went next. I was ecstatic when she asked if I would like to go back to her hotel room and order a movie or something. We walked to her hotel and as we were going up the elevator, yet another guy commented on how beautiful she was. He looked at me jealously as if he knew what was going through my mind. We entered the room and we both made ourselves comfortable on the bed. She turned on the TV and began searching for a movie to watch. She could’ve turned on anything at that point I didn’t care. She picked a movie and we began to watch. While I do remember the name of the movie, I couldn’t tell you anything about it as my mind was racing a hundred miles an hour. We laid there for about forty five minutes to an hour in silence except for me getting up to go to the bathroom every ten minutes because I was so ...

... damn nervous. Finally, I figured it was now or never so I gently began to caress her cheek with the back of my hand before leaning over and kissing her. This lead to a very passionate make out session before I asked if I could finally see her new boobs. She lifted her shirt over her head and I wrapped my arms around her back to unclasp her bra. I threw it to the floor, exposing the biggest, most perfect pair of breasts that I had ever been this close to. I asked if I could touch them or if they still hurt too much for them to be handled. She said that she had taken some painkillers as soon as we returned to the room so it would be fine. I gently placed my hands on them being very careful not to be too rough. However, she insisted that she was fine and such delicate care was not required. I continued to fondle her as we kissed, our tongues swirling in and out of each others mouths. I lowered my head and carefully licked her breasts, churning my tongue around her nipples. She told me to lie back and relax. She removed her shorts leaving on the lacy, pink panties that she wore. She undid my belt, unbuttoned my jeans and slowly slid down my zipper. She was somewhat surprised by the fact that I wasn’t wearing underwear, but this only slowed her a second as she took my cock into her hand. She stroked it gently before lowering her head to give it a lick. She slid her tongue down the length of it stopping at the base to take my balls in to her mouth. She slid back up and whirled her ...