Where it happened: My house
Langauge: English
Sex: Female
Rating: 5
Category: Straight
I was 14 and my parents went to dinner with a rich couple as a welcoming to the neighborhood and they left us with some babysitter named Dave, which surprised me because most of the babysitters I knew of were girls, I think my parents got a man this time because the last one we had was my brothers girl friend (This was when I was 11) and I walked in on them, you knowing, my dad was furious because my sister, at the time was seven. Now, I was perfectly capable of staying home alone, so was my brother so it still puzzles me why they hired Dave. Dave was an average looking guy, he had tan skin and dark hair and he seemed to have a cheery atmosphere around him. My parents left around 7:00 so I help Dan make spaghetti o’s for my sisters because my brother was on some date with his music teacher. At 8:00 my five year-old sister went to bed leaving me and Courtney (my 11 year old sister) and Dave, we played monopoly, a game I don’t very much enjoy but I played for my sisters pleasure, she had to go to bed at 10:15 which was around the time Dave got a text saying my parents would be staying at the rich couples over night, me and Dave watched a movie that I don’t remember. Around 10:45 I glanced at the clock, It was near the time I usually changed clothes. Dave seemed to read my thoughts.”If you’re more comfortable in something else I would not mind for you to change.”he said formally, I nodded my thanks, actually I usually go nude because I feel it is the way god intended for me to be but with company I changed into one of my mothers silky night gowns.We continued to watch the movie and Dave began asking me questions about my life, he asked if I had ever been in a relationship and I said no and that I was only 14 so he asked if I’d ever seen a naked man and I said yes, only my brother but I’d seen school boys with their shirts off well they were in gym, then Dave took his shirt off and asked if he looked as good as them, yes, I said, so he proceeded to ask if I was a virgin and I pretended to be clueless and asked him what the word meant, he said it means if I’d ever had sex and I blushed, I learned of the birds and the bees after the incident from when I was 11 ad then Dave asked if I’d like to see his areas, I played clueless again, which is one of my great talents, and asked him what he meant, he didn’t reply but took his pants and boxers of, I stared, “like what you see?” he asked, I nodded, he asked if he could see my private zone, I was done playing clueless, something came over me, I ripped the gown off and he stared dumbfounded, I realized then he was about 8 years older than me, he noticed I was wearing no bra and he asked politely if he could take my shorts off, under which I wore nothing, I guess I must have mumbled yes because he savagely tore them off,”Do you want to be a woman?” he asked, this time I didn’t have to play clueless, I really was clueless, In response to my quizzical stare he swiped me in his arms and carried me to my parents bedroom, he pushed me on the bed diving in after me and passionately french kissed me, his fat 9″ dick was erect, I asked if this was going to be sex and he nodded and promised to guide me every step of the way through it, he kissed my neck and massaged my breasts,It felt freaking good! He stuck his dick near my face and I feverishly sucked, “Ohhhh Dave”I cooed “How can I please you master?” he seemed genuinely amused by this and rammed his dick in my face, I gagged but kept sucking like a good-girl and he reluctantly pulled out, he sucked my tits for awhile and then calmly asked me if I was ready for him, I eagerly agreed, not knowing what was coming, he entered me and i felt a mixture of pain and pleasure, he broke my cherry and fucked me harder and faster as time wore on and he came and I did,full pussy, I sucked his cock while he played with my vagina and he came in my mouth and I swallowed and he left his dick in me and we fell asleep, late that night my brother returned but didn’t seem to care I lost my virginity to the babysitter, he just woke me and Dave before Mom and Dad came home, I later found out that while I was being fucked my Dad was fucking the rich guys wife and my Mom was being fucked by the rich guy, I’m so god damned lucky I wasn’t pregnant.
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