My First Sexual Encounter - Sex Stories

My First Sexual Encounter

... slowly moved my hands up the side of her pajama top and began to caress the side of her boobs before moving up onto her nipples. As it turned out, Jane had very sensitive nipples and I heard an audible whimper escape her mouth. Her response was bold, diving straight into my boxers and grabbing hold of my cock. I was about 7 inches long at the time, and about average thickness. She began tossing me off remarkably well and after about 5 minutes I whispered in her ear that if she didn't stop soon she was going to have a messy sofa. She said nothing back and just slowly slid her pajama bottoms down her legs. She stopped jacking me off and held my cock still. Suddenly something was pressing up against the end of my cock, I looked down to see the tip of my cock slowly disappearing into her asshole. The feeling was incredible. She slowly pushed back about an inch every 10 seconds until my cock was fully submerged in her ass. She slowly moved back and forth for only about 30 seconds before I shot what felt ...

... like a litre of cum straight into her ass. Without me even exiting her ass she began shifting back and forward again, bringing my flaccid cock back to life. This time I took control and began fucking her in the ass a little harder. I looked down at the floor to see Frank and Anna hidden underneath the covers with what looked like a lot of movement going on, guess we were all getting some action. I focused back on the job on hand and I could see she was beginning to get close. I reached my right hand around and began to rub her clit. Within seconds she had her head buried in the pillow and I could feel her asshole contracting around my cock. That was too much and once again I began to fill her ass with my seed. With that I fell asleep, her ass still wrapped around my cock. Thanks for reading. This story is strongly based on my first real sexual encounter whilst I was in secondary school (yes I did anal before vaginal) Please only constructive criticism as this is my first story and I'd like to improve!