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My cousin had babysat my sister and I before and we preferred her as she was less strict. Sandra was obviously feeling very horny when she suggested she would teach us a new game. She wasted little time in getting us all naked and I liked how she intentionally made the bottle point to me. “That means I have to do this,” stated Sandra. Leaning forward she took my throbbing little boner in her mouth and sucked it briefly. By this point my bald pussy sister was left to merely watch and even though the original
embarrassment of my own hairless nuts was long gone I tried not to stare at Sandras’ bush as she sat Indian style with her titties jiggling.

Stretching her arms behind her Sandra leaned back and spread her legs. “Now you’re supposed to put it in me,” she instructed. Time stood still and that image froze in my mind, it was the absolute best sight I had ever seen. Her sleek body laid out before me, my young life had new purpose, play this fucking game often and acquire as much wet pussy as possible! Before even sticking my dick inside her something told me how damn good this was gonna feel, perhaps the tingling sensation I got whenever I had stroked off. Inexperienced, I slid into Sandras’ wet paradise full speed, pumping like a horny dog and 15 strokes later I was done.

My sister often threatened to tell on one hand and I couldn’t wait to tell all my buddies on the other. Now with some experience under my belt in no time I was deflowering all my sisters’ friends and my own girlfriends. Girls would befriend my sister only to sneak off to my bedroom at night and my own bedroom window was a revolving window of innocent giggly neighborhood chicks that on more than one occasion woke and brought an angry parental unit pounding on my bedroom door. I often fantasized about Sandra, and as I got older it was more about thanking or repaying her.

It was a little over a decade later and suggested we might share a place until we got back on our feet. I had just moved down near Sandras’ for work and she was staying with relatives as well so it was an appealing option. Sandra still looked the same gaining little if any weight as we both felt refreshed to be in our own place. We were both adults now and the incident was never brought up although I must admit to jacking off with Sandra in the other room a couple nights and even thinking back to her sexy body. We had gone to the bar together and lived together for several weeks now and I was sure Sandra had completely forgotten about being my first. I had let her cut my hair without incident resisting her braless still perky titties in my face.

No work tomorrow I thought as I got out of the shower with my pussy starved cock swinging half hard. Half closing the bedroom door I finished drying off and sat down on the edge of the bed to pull on some socks. “Knock, knock,” Sandra said as she pushed the door open and stood in the doorway. With my cock and balls hanging down off the edge of the bed I grabbed for the towel to cover up. “What cha doing tonight,” she said. Was it just me or was she trying to sound so damn sexy? “I was gonna say we could pretend were not related and… uhm… if…if you want.” She was a little nervous asking and I knew what she meant. I thought are you shitting me, I’ve wanted to fuck her again for so long, I grew up jerking off to her pussy. Until she walked over and began massaging my shoulders I thought Sandra was just teasing. Standing up I brushed her long hair aside and buried my face in her neck. God she smelled freshly good as her hands wasted little time moving toward my growing cock. I wanted to rip her clothes off and bury my tongue in her wet pussy right then but I maintained my cool composure instead. I was a man now with a girthy and nearly 8” long cock now and couldn’t wait to show her my sexual prowess.

I think Sandra was expecting some plain missionary quickie sex from me so when I stripped her down and began tonguing both her holes with my expertise she exclaimed, “Oh you’re bad.” I tongued the entire alphabet on her slippery pussy, sucking her lips every so often before working my way to her sweet ass. I’d been with one other girl with a hairy ass but my cousins’ is by far the sexiest. Looking at her cute face I hadn’t expected this but I suppose the peachy treasure trail on her belly was clue enough. The velvety soft hair crept up both ass cheeks, moist from my repeated licking.

Lying on our sides she took my cock in her mouth continually complimenting, “Mmm, you’re so big Dave.” Hearing her say my name like we weren’t related aroused me even more. “You taste good, slurp, slurp, mmm, pretty cock,” she grunted in somewhat slurred speech and appreciation. I had all I could do to pull my face from her hairy bubble butt. I had waited years to repay her and sliding into her bushy cunt I had to distract myself to keep from cumming. To my delight she was tighter than expected, partly due to her not having been with her ex for a couple months now and as she pointed out, my cock was considerable bigger than his was. Sandra moaned as I looked around the room for distractions, reading various shit, counting things etc…to take my mind off how good she felt in order to go longer. My eventually numb cock was now ready to fuck for hours.

Whenever I thought Sandra came I stopped shortly after to lick her clean and started all over. At one point I began fingering her tight asshole while Sandra bounced up and down my shaft. With each orgasm the next became harder and Sandra a little rougher. I loved anal sex and wondered if my cousin would object. I loved the sight of her hairy ass and began sliding two fingers in as she rode me facing away with her sexy ass toward me. I was close to cumming and pushed her forward taking up position behind her. “You gonna fuck me in the ass now?” Sandra asked in a husky voice. “Uh huh,” I responded pushing the slick head of my fat cock into her furry crack. Sandra repositioned her ass even higher before spreading her cheeks with both hands. The incredible view of her voluptuous ass was breath taking and felt like a wet vice on my rock hard cock. I still jack off with the image of my cock disappearing into my cousins’ sexy ass. When Sandra began to buck and thrust her ass back on to my cock it was more than I could stand. I continued pumping as her tight hole milked squirt after squirt before finally coming to rest with my balls hanging against her pussy. I just stayed there, inside her, eventually taking small strokes. With my eyes closed and taking in the moment until my half hard cock fell from her asshole leaving a huge load of my cum streaming out.

We continued having sex regularly. Usually after I got out of the shower and Sandra would begin massaging me. There were great mornings of sex and even weekends spent mostly in bed together. Until Sandra came to me one day, she had been crying and explained we had to stop. While she expressed the sex was great, maybe too good, she confessed that she was falling madly in love with me. The temporary living arrangement had turned into much more than either of us had planned and I knew she was right. We stuck to our guns and although I occasional fantasize of sex with Sandra, maybe even just once more we both know how difficult it was to break our addiction to each other. I’ve even recently hunted down her phone number contemplating on calling just to see how she’s doing and maybe…?

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“I forgot to tell you. I told Mrs. Winters you’d babysit for her tonight. She has to spend the evening with her sister and needs you to watch the baby.” I pulled up my white socks and just looked at her. I love my mother but she does this to me every time. “I was planning on going to a party, Mother. Not babysit.” “Well, so now, you’ll babysit. You said you wanted extra money for summer and college. Here ya go. Besides, you can go to other parties. I know there’s probably another one...

2 years ago
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From Babysitting To Oh Baby

Jake couldn’t believe that he was finally going to see his old friend Sarah after so many years. About four years ago, Jake had babysat his neighbor Sarah after school and whenever her parents were gone for the night or weekend. Although Jake had only been thirteen at the time and Sarah was eleven, most of the parents in their small town regarded Jake as being far more mature and trustworthy for someone his age, and Sarah’s parents never worried about leaving her with him. Over time, the two...

Seduction
2 years ago
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Babysitting for my Uncle part 2

~•~•~•~•~•~•~•~•~•~•~•~•~•~ "Surprise..." my uncle and I hear from the door. I cover myself quickly and look at the door. I knew that quiet voice as my cousin's who was currently in college. Well now I knew he was home as he stood in the door frame with a few bags in his hands. His facial expression was unreadable. I didn't know if he was surprised, scared, turned on, or calm. That scared me more than anything. I didn't want this secret to leave the room. I could feel tears slowly...

2 years ago
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Babysitting the Twins Again Part 2 Sweet Sixteen

Debbie gives two gifts to her sweet sixteen sister. …Jenny is overwhelmed. Babysitting the Twins Again - Part 2 - Sweet Sixteen The marriage and honeymoon are over and Debbie settles into a life of family bliss. She’s never been happier, but she realizes that big changes are coming. Debbie is starting to show. It’s been great, but she must stop being the receptacle for all that the young twins ejaculate. The summer of strenuous sex must end… Monday morning When the twins...

4 years ago
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My weekend babysitting Tyra Part 1

First im gonna have to say sorry about the spelling mistakes, since English is my second languane. Im altso gonna have to say that this story contains sexual relations between adults and kids, so if you not are into that, fin another story=) Im altso gonna have to say that im not a pedo, and that this story is FICTION only, and I would never do anything sexually with kid. I altso like resposes about my story, bot positive and negative, but let be mature, and say it in a real way. Hope you...

3 years ago
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Babysitting Craig

I had done more with other boys in the neighborhood when I was around Craig's age, but that seemed to stop just before, or shortly after puberty. Some of them began to realize that it was sort gay to do things like comparing the size of our boners, or play games of truth-or-dare that always lead to the removal of clothing. We should have just called the game "dare" because I don't recall any of my little playmates selecting "truth." It was always somthing along the lines of: "I dare...

3 years ago
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Just Babysitting

Everyone says that your high school years are the best years of your life. For me, that’s only half true. High school sucked on so many levels. People either loved you, or they hated you, usually for the most pathetic reasons that most often came from a spark of jealousy, therefore causing rumours to spread. There was the fear of busting your ass; only to walk away with a mark that would honestly get you nowhere in life, and finally, teacher’s found any excuse to be on your ass. For me, this...

Taboo
4 years ago
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Babysitting the Aunt Kay Way

This story takes place back in 1980 and involved a young man named Lance Bowman, an 18 year old lad about to graduate from high school, and his Mom's sister Kay, who came to babysit that spring when Lance's mother was hospitalized once again for the recurring health problems which would eventually take her life.The babysitting was actually for Lance's k** sister Emma, because Lance was a very trustworthy lad who could take care of himself. Lance was fine with that, because he was very fond of...

4 years ago
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MORE BABYSITTING FUN

The week that followed my exciting night of babysitting with Cathy and Steven seemed to pass very slowly and I thought about the things we had done that night frequently. The memories were vivid in my mind and they made me so horny. When I was alone in the house I would get naked and masturbate as I imagined Cathy stroking and sucking my hard cock as Steven watched.As the weekend drew near I hoped and prayed that Mrs. Waters would call for me to babysit again. Finally on Friday the phone rang,...

3 years ago
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Making babysitting pay

I have been babysitting since I was 13, and the woman that I first baby sat for taught me how to make it pay.Shelley was a single mum, when she moved into our road, and although she didn't appear to have a job, she seemed to have plenty of money.She had seen me arrive home from school, and the next day she asked my mum if she would allow me to babysit for her at weekends.Mum said fine if I wasn't going to school the following day.I was thrilled, to be earning some money, as Mum didn't earn much...

4 years ago
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Babysitting

Babysitting By RogerGirl I'm sitting at the kitchen table on Friday afternoon eating a bowl of cereal while my parents scramble to pack their bags for their weekend trip to Vegas with the neighbors. I try to hold back my anticipation for them to leave so that I can spend the next two and a half days indulging in my secret hobby. Don't worry I'm not into drugs or drinking and I'm not planning to invite my girlfriend over to have sex nor am I planning a wild party. ...

3 years ago
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Babysitting Blues

The fact that my gym was in the same building that I lived and worked was a plus. The incentive program my boss set up didn’t hurt either. The gym was state of the art and he could see my workout history any time he wanted to and he actually paid me for it. He insisted I stay in shape “for the business” he would say. I was perfectly ok with that as long as it resulted in money in my pocket and a tight body. The money was special. I didn’t tell anyone but the fact that a secretary, excuse...

3 years ago
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Babysitting for Married Men 2

When I finally built up my courage to make something happen, I dressed for the job "to the nines," short skirt, silky blouse, black underwear including a garter belt and stockings. I stuffed a strip of condoms in my purse. Toni was far away in Minneapolis. By the time I came over, the day-sitter had left and Toni handed me the baby. I love babies and I let Eric watch me cooing over the baby and make baby talk. "She's so cute," I said. This gave him a big smile, but he had to rush off...

2 years ago
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Babysitting Alex Part 4

Wednesday I woke up and I was alone in bed, so I got in my underwear and went downstairs, Aky and Mark were in their underwears playing Xbox, I was actually starting to see both of them as my little brothers, I was mostly always alone because I am an only child, that led me to be a little cold towards people and of course, a bit shy when meeting new people, but seeing both of them there, made me get warm, and happy. "Good morning you two" I said. "Morning" both said not taking...

2 years ago
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Babysitting Sucks Chapter 2

Matthew opened the front door. “Hey baby.” It was Lorraine, Matthews girlfriend. She was absolutely gorgeous, he knew he was hitting well out of his league with her. She had silky smooth, perfectly straight, mahogany hair. Her skin was flawlessly tanned, her eyes a mesmerizing, turquoise, and her smile could kill demons it was so heavenly. He knew that he should be thrilled to see her but after what had transpired a couple of days ago, he was less than pleased that she had turned up...

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