Where it happened: His house
Langauge: English
Sex: Female
Rating: 5
Category: Straight
It is a long time ago now but I remember every detail as it happened last night. It was March 1995 and I was doing what I could to save up for college. My parents divorced in 1989 and my father left the country instead of paying child support so thin were pretty hard and I knew that every dollar would count towards college.
So I put out the word that I was interested in baby sitting and one of the people who responded was Katherine (who is a very nice person so I am not putting her last name here) who had three kids with her husband Peter.
I had only started babysitting for them when Katherine got sick with leukemia and then she and Paul offered to pay me a lot more if I moved in and did the babysitting full time and weekends when I wasn’t in school. It was a lot of money and they needed me and my mom was wanting to save money by me not being home so that is what happened.
Things were pretty normal for a while and then Katherine started chemo and things got kind of bad from there. She ended up going to Seattle for treatment and that left me home with the kids and Peter a lot. At first all he would do is just hold me close after the kids were put to bed and then it was Memorial Day weekend when he first kissed me. I was really confused and later said it would be best if I quit and then he said he would pay me an extra $100 to forget about it. I needed the money more than my pride so I said yes.
Two weeks later things had settled down again and I was letting him hold me again at night and that Friday night he introduced me to Bailey’s Irish Cream and after a few glasses I didn’t complain when he kissed me and I didn’t complain when his hands went under my top.
Saturday morning was a little uneasy but then Saturday night he went out and came back with like four or five bottles of Bailey’s and after the kids were in bed I went ahead and got myself drunk.
This time we kissed and I didn’t complain when he took me upstairs to his bedroom. I knew what was going to happen and I was kind of into it and I can’t explain why. It felt wrong but I was wanting it, too. His hands were all over me and it wasn’t long before my top came off and I remember the feeling when he kissed me on the breasts and sucked at me and again I was silent when he took down my shorts.
He guided me to the bed and undressed and I got my first sight of a real, male cock and it just seemed so alien to me! The lights went off and a moment later he lay down next to me and we were off and running with a major make out session.
His hands went between my legs and I said no and he just told me to relax and after a while it started to feel pretty good and I remember wanting more of it so I did relax and he soon brought me to my first male-induced orgasm.
I was in the afterglow of my orgasm when he moved onto me and continued kissing me and everything and I almost immediately felt his cock prodding at me. I told him I wasn’t really ready for that and he said it was no problem and that maybe he’d just rub me there with his cock and that would be all. He did that for a while and then a couple times I felt him push in and I said no again and then this one time he pushed in and I felt him go in me.
He just held still and looked at me for a moment and asked me if I wanted to become a woman and I said I wanted to wait a while. He kissed me some more and for a few minutes didn’t try to go in me any further and then he took a couple strokes and went deeper.
I told him to stop and this time he said ‘shhhh’ and he held me tight and started to have sex with me. I fought with him a little and then he groaned when he went all the way into me and I realized it was too late to stop. We lasted a few minutes and then he held himself deep in me and I felt him throbbing inside me as he filled me with his come.
He told me how wonderful I was when he rolled off of me and I remember just saying to myself that I wasn’t a virgin anymore. I didn’t bleed or anything but it was sore and about an hour later he didn’t care that I was sore and he told me it would be fine as he got on me again. The next morning I woke up to him behind me and kissing me and he surprised me by taking me from behind.
After breakfast I decided that I was now a slut and I didn’t care what else happened. Of course, I cried in the shower and played the ‘What if i had done this instead?’ game to myself.
That night when the kids were in bed I just went with him to his bed and started a summer of sexual abandon. Whatever he wanted and whenever he wanted me I was there for him. Doggy style was one of his favorites and then a few times he had me sit in his lap while we watched TV with the kids and they had no idea that their daddy and Marta were fucking the whole time.
I wasn’t terribly surprised when September came along and I was pregnant. He didn’t mind much and just fucked me all the more. I dropped out of school and when Katherine finally came home it was like five minutes before she asked Peter if the baby was his and he said yes.
Their marriage ended and when I turned 18 I stupidly married him because I needed a daddy for my baby and I couldn’t do it on my own. My marriage lasted ten years and here I am now with my boy who is 16 and I am pretty much off the market for dating and all.
If I could get a do-over I would take it in a heart beat.
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