One night, out of the blue, she texted me. "Hey Jim :)" She always used way too many smiley faces and exclamation points, "I can't get my DVD player to work!!! Could you come help me?" It was the first week of summer. I was home from college and visiting my parents. I had nothing better to and she was certainly some great eye candy. 'Why not?' I thought. I texted her back, "Be right there." "Thanks!!!" Lori replied It was...

Ch. 02 Sex, A Waiting GameI mounted her naked body and rubbed my penis up and down her wet opening. Then I slowly began to enter her. Little by little I felt the tightness of her pussy clamp down on my hard cock. I kept pushing until I my entire dick was engulfed in her warm body. *BEEP* *BEEP**BEEP*I leaned over and turned the alarm off on my phone. "Dammit," I shouted out loud as my alarm ruined my dream. 8:00 seemed to...

"Jim wake up." I heard the words whispered in my ear. I felt kisses down my jawline. "Baby wake up," I heard again as a delicate touch ran over my chest. I felt my bed compress and then a person plop down on my bed. I opened my eyes and my girlfriend was right there in front of me. Her blue eyes stared at me longingly and her perfect white teeth displayed a smile from ear to ear. "Good morning sweetie," Taylor said to me....

Ch. 03 A Unique RelationshipWe finished up dinner and I admired Lori. Her sandy blonde hair cascaded over her shoulders, and she wore a yellow dress that buttoned all the way down the front. It reached just past her ass. She was wearing black leggings and showing some nice cleavage. Candle lit dinner under the stars, and Lori loved it. "So Lori, are we seriously a couple now?""I think so, don't break off things with that...

I woke up and looked around for my phone. I found it on Lori's side of the bed. It was 10:00 am. I already had 10 texts from Lori and 3 missed calls. Let me fill in the blanks of why I awoke in Lori's bed. After the first night we made love Lori offered me the position as a "full-time nanny," which is why I am living at her house. I really don't work though. I have basically been her fuck buddy for the last 6 weeks since...

Ch. 01 Living With a MILFIf you haven't read the prologue yet I suggest you do. I admired myself in the mirror. Ready for my date. My name is Jim and I am a 6'4" college student. At age 19 I have almost washboard abs and large toned muscles. To top it all off I am about to go on a date with a 41 year old single MILF. -----------------------------We had dinner at the nicest restaurant I could think of. Money was not an iss...

 I would occasionally babysit for the couple across the street. Just into their forties they had two kids in elementary school. They lived in a very nice house with pool and all, and they drove very nice cars. They got divorced one summer. I had just turned 19 and was attending a community college only a few minutes from my house. I still would babysit for my neighbor, Lori, from time to time, because the money was easy a...

After some mutual oral stimulation in the big back seat of my truck Ashlyn lay on top of me with my cock aimed at her perfect, tight and hairless entrance. Right before I pushed I asked her, "Do you still have a hymen?""No," she replied, "at cheerleading camp someone would always bring a dildo for us to pop our cherries with."Sounded good to me. I inserted my virgin cock into the big boobed blonde's virgin pussy. It felt...

My name is Jim and this is the story of how I reunited with a high school friend. In high school I was 6'2", underweight, and lanky and I didn't really do anything. No sports or clubs, I didn't party or attend school events. Because of that I didn't get particularly close to anybody but through a friend I met Ashlyn. Ashlyn was about 5'10" with naturally blonde hair and 34D boobs. She was a cheerleader and one of the most...