This story occured like five years ago. A friend of mine approached me at work one day and asked me if her son who was 19 could stay at my house for a few days while they went away. I asked her why he couldn't stay alone? She told me he didn't have a lot of friends and he didn't like to be alone. So I said sure no problem.
They dropped him off at my house around 5. He seemed like a very sad young man. So after I made dinner and we sat down I started talking to him. I asked him why he looked so sad all the time? He told me he didn't have a lot of friends that girls didn't like him they just laughed at him. And he was the only 19-year-old Virgin In the school.
After dinner he helped me clean up he was a really good young man. Then he went into my spare bedroom to watch TV. A little while later I walked past the room the door was a jar and I noticed he was playing with himself. I didn't go in I didn't want to embarrass him.
I stood there and watched him for a little while he was very well endowed. A few minutes later I went in the bathroom to take a shower. Not thinking I left the door open like I normally do. I noticed he was standing in the door watching me shower. And playing with himself.
When he walked away from the bathroom door I got out of the shower. And put on my robe. I had a brilliant idea. I went out in the other room and I asked him to sit down. I told him when I go to sleep I sleep very soundly and nothing wakes me up. Then I told him if he needed anything to come in my room and try to wake me but if I didn't wake up to help himself to whatever he needed.
Shortly after that I went to bed. I purposely stayed naked and left my door opened and my night light on. A few minutes later he walked by my room see me laying on the bed naked and just stood there. Slowly he moved his way into my room and started to rub My inner legs and my butt cheeks. I was wide awake and face in the pillow and my legs spread wide.
Then he started to rub my pussy that I just shaved in the shower. I wasn't moving at all. Then he climbed between my legs and started to lick my pussy and asshole. Can't put into words how good that felt. As I was laying there I was hoping he would be brave enough To put his cock inside of me. But he just stayed between my legs licking and putting his tongue inside of me.
A little while later he got up and just left the room. I think I may have scared him when I had a gushing orgasm in his face.
The next morning when I got up and made a breakfast. I asked him if he slept well? And he said he did. Then he asked me if I slept well and I told him like a rock. We ate breakfast and I went to work.
That night when I got home and made dinner we talked for a while I asked him why he was still a Virgin. He said he was kind of afraid of girls. Then he said he really didn't know what to do. And he didn't want to be laughed at. So I explained to him how it all worked. And told him how to do it.
I guess nobody ever told him anything before he got a big smile on his face. 1St time I seen him ever smile. Then he said I wish I could find a woman like you. When he said that I was thinking I have 2 sons of my own both of them are just a year and 2 years older than he is. And we're off at school living their lives as young adults.
It broke my heart that he was so sad. I couldn't tell him to have sex with me in words. So I said to him I was going to take a shower then I was going to bed. He asked me if I was going to sleep like a rock again? I told him yes I sleep like a rock every night nothing wakes me up.
I went in to take a shower and left the door opened again I seen him watching me. When he walked away I got out of the shower and went into my bedroom leaving the door open the night light on and naked like I did the night before. A little while later He came into the room I was laying on my stomach and I had my head turned to the side with my mouth opened.
He was standing on the side of the bed rubbing my ass. His cock was hard and in my face And slowly he was moving it towards my mouth. A few seconds later he put it in my mouth. And was moving it in-and-out slowly. I wasn't moving So he was going deeper and deeper in my mouth. I slowly started closing my mouth around his cock.
He reached back and put his hands between my legs and started to play with my pussy. I never opened my eyes I just let him think I was sleeping... Then he came in my mouth and I swallowed it. Still not opening my eyes or letting him know I was awake.
He stayed in my mouth a few minutes until every drop was gone. Then he slowly pulled it out and left the room. I was watching the clock by the nightstand 20 minutes went by I thought he went to bed. But a couple minutes after that he came back in. I was still laying on my stomach with my Legs spread wide. He crawled between my legs and started licking my pussy and ass like he did night before.
It felt great as his tongue was going in-and-out of my asshole and pussy. I wasn't moving at all even though he was giving me orgasm. Then he climbed on top and put his cock in my pussy and started moving it in-and-out deeper and harder with every stroke. It felt wonderful and I was trying so hard not to move or make a noise. I was thinking to myself he's not a virgin anymore.
He stayed on top of me for a very long time longer than most of the men I've been With. Then I felt him cum inside of me!! When he was coming inside of me he pushed it in really deep and held it there. I was thinking wow he is huge. After he drained every drop deep inside of me. He pulled it out slowly and left the room. I can't put into workers how good I felt.
The next morning when I got up I made breakfast he came out to the kitchen to eat he sat down at the table. He asked me if I slept like a rock? I told him I did. Then he asked me if I ever dream when I'm sleeping like a rock? I told him no I just sleep very soundly.
Then I told him it was pretty hot in the room last night I was sweating when I woke up. He asked me when his parents were coming back. I told him in a couple of days. Then he asked me how many nights I would be here for. I told him another too. I know why he was asking these questions.
After he ate breakfast he did the dishes and I left for work. On the way to work I thought about what he said to me that morning. And the questions he was asking. So I knew he would be visiting me in my room the next 2 nights he was there. Which I was perfectly good with but I couldn't let him know that or even let him know I knew what he was doing.
That night when I got home and made dinner we were sitting at the kitchen table he looked like a much happier person and very talkative. Then he asked me what is anal sex and how-do-you-do it. I knew why he was asking that question I knew he wanted to try it with me. So I explained what it was and how to do it. I knew what I was in for when I went to bed and I was good with that as well. I was just hoping that it didn't hurt too bad and I could stay quiet.