Confessions tagged with 'babysitter'.

#4710

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I’ve never told anyone this before, but it feels ok to do it now.

When I was 13 and 14 I babysat a little girl that was the daughter of a woman my mom worked with. She was a little terror - 3 and still in her terrible two’s. I would be so tired when she’d get dropped off at 7a.m. I just wanted to go back to sleep.

So, I’d do things to stay alert - read her stories and put on tapes for her to watch and things. One morning I was just horny and I wanted to sneak off and rub my clit and then go back to watching her. I went into the bathroom and stuck a hand in my little gym shorts and tried to be as fast as I could. But it wasn’t happening, so I grabbed one of my makeup brushes I kept in the drawer and liked to play with. I’d rub the soft head of it on my clit and then put the handle in my pussy.

I leaned back onto the counter to get a good angle and was tickling my clit, lost in how good it felt before I realized the little brat had walked in on me.

She was blond, tiny even for 3. She said all excited and loud, “makeup!”

And I had been so close to cumming, so wet, so fucking horny, the kind you get only when you’re a teen and just want to rub yourself on any and everything to see how it feels - I just said, “Yes, makeup - do you want some?”

She said yes, so I rubbed the brush I’d had on my pussy against her face, and then I told her to come in. I locked the door this time. I told her we were going to put make up on our pussies. She looked confused so I explained - she called her privates her “bobo”. “It feels really good to put makeup on your bobo.” I pulled my shorts totally off, panties too and sat back onto the counter, my pussy about eye level with her. “Ever seen a big girl’s bobo?” She shook her head no. She looked at me then. “I call mine ‘pussy.’” She looked more and I slid the brush slowly down my clit so she could see. I shuddered. “It feels good, but really only big girls can do it, if I let you, you can’t tell anyone, you’ll get in trouble.”

“No telling!” She agreed. She pulled her little shorts down and I picked her up and sat her on the counter, kneeling in front. I painted that little baby pussy with my brush while she talked.

“Feels good,” she said over and over.

I took the tip of the slim handle and barely pressed it inside her hole. “It feels really good when you can fit something in here but you can’t yet.”

I told her I was going to use my fingers now. She was pretty wet, visibly so, as I rubbed a finger tip on her clit, pressing down a little. She actually fucking moaned and I nearly came. “Now, I want to lick it and make it clean ok?”

I realized what I was doing was wrong, but it was like she was a sex toy or something. A fun little addition to all the masturbating I did.

She said ok to my licking her and I went to town. I licked that tiny, hairless, slippery cunt until my tongue hurt and she was moaning in what may have been pain even. She seemed to cum though. She tried to back away and told me she needed to pee. My own orgasms were sometimes that intense and I spoke with my lips against her bald pussy, “it’s ok, if you pee, just do it in my face, sweetie,” and then she let go and started to shake a bit. It was a little extra wet. She might have squirted some - a thing I didn’t know existed at the time.

Then I asked her if she wanted to see what her bobo tasted like. She eagerly agreed. I told her to lick my face, and she licked her own cum off me. I opened my mouth and she took the hint, sticking her tongue on mine and wiggling it, then pulled back giggling. “That’s like my mommy and Mike.”

“Yes we can kiss like them, but that’s more grown up stuff. Nobody can know.” She kept kissing me, sloppy and then I grabbed her little face, and jammed my tongue down her throat, slurping, spitting into her. I felt kind of aggressive, I didn’t want to hurt her but I kind of did. I picked her up off the counter now, her bare wet pussy warm through my tshirt against my waist.

“Can I see your boobies?”

“Yes, but I want to see yours too, ok?”

We both took our shirts off. Her flat chest and tiny rosy nipples were so cute. She touched mine. Her eyes were kind of glassy as she stroked them.

“Do you have milk?”

I explained I didn’t but then told her I wanted her to suck like I did. She put both her little hands on one tit and clamped onto my nipple, sucking so dutifully, moaning a little. I guess it reminded her of nursing. I lazily stroked my clit while she sucked and I cradled her blond head. I shifted her around a little and played with her pussy while she sucked. She nuzzled in, eyes closed and legs flopped open while I played with her. She had this total relaxed look on her face. Like bliss.

“You’re a good girl, only the best girls get to play like this. Only good girls get to play with their pussies together.” She smiled as she sucked and I was so turned on watching her suck and smile and tapping a finger on her clit I was fighting the urge to cum hands free.

I was trying to decide how I wanted to cum. I wanted to have her tongue on me. I laid back on the bath rug and spread my legs. “Will you lick me clean?”

“Yes, like a big girl. Your pussy is pretty!”

She crouched down and began licking, just as feverishly, as excitedly as I’d licked her. I watched her blond curls bounce between my legs. Her tonight was tiny but she was right on my clit like she knew. I didn’t have to direct her. “Suck it into your mouth like you did my nipple, honey.” When she did that, my legs shook. “Suck my pussy, you are such a good girl!”

I grabbed her head as I was about to cum and smashed her face hard against me, grinding my clit into her face…”lick my fucking pussy….I love your baby pussy, play with your bobo while you make me cum…”

I exploded into the best orgasm ever.

I fucked that kid until she was 12, offering to babysit free even. We did everything there is to do together - I even had my boyfriend fuck her once while I sat in her face. I can’t believe she never told anyone, but then she had a good time. I was always a little forceful with her. It always makes me smile when I think about how annoying she was until I taught her to be good. I would literally tell her to sit still or I wouldn’t lick her, or to pick up her toys so we could do big girl things and she’d immediately do what I asked.

She wanted it. Whoever says that kids can’t consent is wrong. She wanted it. She even asked for it. She’d finish breakfast or a cartoon and sit next to me and rub one of my tits and ask, “Can we play with our pussies?” Or “Will you lick me clean?” After she’d peed. Her favorite thing to do was to lay in my lap and suck nipples while I rubbed her bald baby pussy. It seemed comforting to her and I sometimes wondered if her mom did that to her.

#4599

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I am a 17/f. I have been babysitting the neighbor’s daughter for about 3 years. She is really cute and very curious. She’s always trying to peek on me. Maybe catch me in the bathroom or if we are changing she looks a long time while I’m in my bra and panties. I asked her the other day if she wanted to see my tits. She turned bright red and looked down. I took off my bra and walked infront of her. I told her to look at them as long as she wanted. She just stared for a long time. I started rubbing my tits and lightly tugging on my nipples. She didn’t say a word, she just kept staring. I took one hand and placed it on her chest, rubbing her nipples. She gasped but let me touch her. I leaned over and licked one of her nipples and giggled. I asked if she licked it and she just nodded yes. So I licked them both a few times. I was getting surprisingly wet doing this. I stood up and slid down my panties. I asked if she’d ever seen a pussy. She shook her head no. I asked if she wanted to. She nodded yes. I sat down and spread my legs and told her to look. I started playing with my clit and she was mesmerized. I started playing w one tit while I stimulated my clit. I moaned a little and she got so wide eyed. I asked if she wanted to touch me. I asked her if she wanted to help me. She nodded yes and put a hand on my tit. She started rubbing my boobs and breathing harder. Did you want to lick them? I asked her. She just looked at me a few seconds and then she quickly put my nipple in her mouth and started licking and sucking it. I kept rubbing my clit. I grazed her crotch over her little cotton panties. She froze. I feather stroked her little crotch as she sucked my titties. Then I told her she needed to take off her panties. I got her to sit on my lap and I started playing with that tiny little pussy. My pussy was tingling and going nuts. I sat her in the chair and got on the floor infront of her. I put her legs over my shoulders and dipped down and licked her sweet, young, wet cunt for the first time. I loved the taste. I started licking her slit and tried darting my tongue into her tight little hole. I told her I wanted her to lick me now. I laid on the floor and told her to get between my legs. She laid there and slowly inched her tongue onto my clit. Her soft tiny tongue started to caress my clit with the softest lightest strokes. I loved how it felt. I was surprised because I came quickly. I usually take care of her at least 2 hours most weekdays. Now, every time I take care of her, we touch and lick each other.

#4545

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I'm a female. when i was 4 or 5 a girl named Stacy started babysitting me. she was 17. reddish/auburn hair, green eyes, petite, full tits, thin. she was pretty, but mainly she was sexy. she would lick food off my fingers. she showed me sex scenes in movies. i do remember watching porn with her a few times. even at my young age, i was attracted to her. i wanted to aggressively go up to her and grab her tits and suck them. i was only 4 but when we watched anything sexual my pussy would start to tingle. she flirted with me a lot. sometimes shed hug me and press her tits into my chest a kinda wiggle around. it was all i could do not to feel her up. she would graze and lightly rub my nipples and pussy lips during bathtime. eventually she had us start acting out the sex scenes we'd see in movies. i eagerly agreed. she told me which scene we were going to do. she walked over and began kissing my lips. she even put her tongue in my mouth. she was playing the husband and i was the wife. she stripped naked and undressed me as well. she took me to the couch and had me lay down. she continued kissing me as well as rubbing my nipples. she kissed down my neck and chest right to one of my nipples. she licked and kissed it over and over her other hand slid between my legs and she stroked the outer lips of my little pussy. then she got me to get on all fours. she humped my mouth then my butt

anothertime she licked and fingered my pussy. she broke my hymen. before long it stopped hurting and i loved the feeling of her finger inside of me. i kept wanting her more and more. i would play with my pussy and think of all she did to me.

soon we saw a porn and i quickly called being the husband so i could finally touch and taste her. she finally agreed. i told her to get naked and to touch herself the way the girl in the porn did. i watched her rub her clit and i then went to one of her strawberry nipples and put it in my mouth. my body was feeling so many intense sensations i never had before. i sucked on then for a while. then i slid my hand between her legs. slowly i approached her pussy lips and opened them. all of a sudden her skin became very very wet. i was just kinda feeling everything and then i found her pussy hole. i put 2 little fingers in she got even wetter. then i laid on her, grinding my pussy into hers. i even humped her. i was so worked up.

she babysat atleast once a week for 3 hours. the entire time was just us watching porn and masterbating and getting eachother off. i always was asking my mom when Stacy could babysit again.

i had another sitter who pretended to breastfeed my doll as i watched. i got closer and closer, eyes fixed on her tit. she asked me if i wanted to breast feed. i said yes. i sat on her lap and sucked her big tit. she'd rub my chest and pussy over my clothes while i was sucking her tit. she would let me do it a real long time. after i was done, she would rub her clit and get off while i watched.

there was this nice girl that came to babysit a few times. she always brought her guitar and sang me folk songs. she was very sweet and very pretty. i told her about the one sitter breast feeding my baby doll. i asked her if she wanted to. she laughed and politely said no. but then she said it would be ok with her if i wanted to look at her breasts. she was in a top that was off the shoulders. she slid down the sleeves revealing she was not wearing a bra. they were full. not big. she had this beautiful olive skin. i was in awe looking at her breasts. she said i could touch them if i wanted to. i was rubbing them and decided i was going to lick her nipples. i started to and she did not stop me. i licked and sucked on them. that only happened once with her.

#4497

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Been on here like a year and enjoyed the stories so decided I would share my own. I was molested multiple times through my childhood by one figure or another. But the one that lasted the longest was my babysitter.

I honestly have no idea why. She was 16 and honestly not bad looking. Had an amazing wrack from what little I remember because I was like, 4 when all this started. Anyway, she taught me oral, introduced me to piss, had me watch porn together sometimes. And I see that as the catalyst of what I eventually became. Had some wild experiences and close shaves since then. And I am still only 32 lol.

#4355

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my mentally disabled uncle molested me a lot when I was younger. like 6-8 years old. he was caught a few times but my dads side of the family didn’t really know what to do n then my close relatives just forgot about it. then not long after I that I started staying with a different uncles girlfriend as the babysitter. her son was probably around 12-13 when I was 9. We’d sit on the bed and play a game cube. It wasn’t long until he started climbing under the covers to eat my pussy. This was a regular routine for months. When I think about it happening to other little girls I don’t like it but when I picture it being little me I get so wet.

#4201

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I am a 35 year old woman, and I love little boys below age ten. I will not fuck some hairy man, but I will and do make love to Beautiful sexy hairless little boys. Those tiny dicks hit my clit just perfect and you should see the look on their precious little freckle faces when they feel my pussy for the first time on that tiny hard little dick. I have groomed through babysitting my preteen boyfriends. Every woman should know the pleasures of a sexy little boy.

My current boyfriend is eight years old, and I started babysitting him when he was five, and i I began fully grooming him to be my lover. His parents drop him off at my house for weekend babysitting all the time.

The first time I really seduced that little dick, was when he was six and playing in the bathtub. This was after I had ran his bathwater and put in bubble bath . He was a bit startled when I came in there at first but I told him I was there to help him feel good in his bath.

I had him stand up , But when he did he had a virtual hen cross over that gorgeous little dick, because he was so very shy, and I absolutely fell in love with him . But I had to forcefully move his hands away from his dick and tell him that I needed to pay special attention to it and to not be afraid . I washed his body down with soap and water from the bubble bath, and I concentrated the washcloth on cleaning his little dick, and as you might expect, it got hard.

That’s when I started tickling him and he was giggling and laughing, and then before he knew it I put my mouth on his stiff and hard little dick and started sucking and he was just calling in surprise and delight. He was totally surprised and to say that he was thoroughly enjoying being given his first blow job by a woman, would have been an understatement. You should’ve seen the look on his freckled face. It was priceless, and he kept telling me that it felt like he had to pee but nothing was coming out. I told him that it was going to feel even better than that for him very soon.

I took him out of the water and rubbed his body down with oil. I lead him by the tiny hand naked into my bedroom, and gave him his first pussy in his life. He kept giggling telling me his PP was tickling. I told him that my PP was tickling because his PP was making mine tickle. The next thing I know a little bit of pee came out but not much, and he just giggled that his PP was feeling so tickly. Davy would not tell anyone because he wanted to have this fun.

I taught him how to lick my clit, and since he is a very small boy, often I had him on all fours on top of me with his little dick in my mouth and him licking my clit. Yes even a little boy without semen can have an orgasm! I gave him his first one the very night I took him out of his bathwater and laid him in my bed. He cums without giving me sticky with semen and he makes me cum harder than any grown man ever has. This woman is the lover of boys and if I could I would fuck every one of them that I could get my hands on. The only sad part will be when my little boyfriend ages into puberty, and I have to break his heart, and find another preteen boy to take into my bed.

#3833

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I'm an 18 year old girl. I babysit a lot. I have since I was 13. I realized right away that I liked girls. Young girls. I babysat for about 5 families. All had girls. A few boys, but the boys didn't interest me.

I liked bath time so much. I had these twin girls I've watched since they were 4 years old. I have so many stories with them. I would really take my time washing their nipples and tiny pussies. I rarely used a wash cloth. I loved to pinch their little nipples lightly. They would giggle and let me. So i started getting them to wash eachother. I taught them how to do special washes. I taught them how to rub and play with eachothers nipples and how to rub eachothers pussies. God i loved watching these girls touch eachother. After their baths, after much play, i would take them to bed. As I dressed them in pjs I'd always take time doing what I called the double clean. First I'd lick their nipples, nibble on them, going back and forth between girls. Then I'd lay them down and I'd lick their pussies. Omg fresh 4 year old pussy is exquisite. I would lick each girl for about 10 min. While licking one, i was fondeling the other with my fingers. Then I taught them to double clean eachother. Watching them suck eachothers nipples, then going down on one another was amazing to watch. I taught each girl how to lick the other's clit(using a lot of demonstration. I taught them to lick the slit and probe their tongues in and out. I'd stand right there watching. I started getting them to finger eachother. They broke their hymens right away, which was great, so now I could finger them. I'd get them on either side of me on the couch and play with both their pussies at the same time. I'd rub their clits, finger fuck them, and finally lick them. Then I'd have them do to eachother what I'd just done. I loved to rub my pussy watching them. Those girls brought me to orgasm from just watching so many times. When they were 6 they started humping eachother and openly licking eachother. Her mom is like a real free spirit and lets it happen. I love to watch them hump. I'll finger one while the other grinds her. I taught them to scissor. Omg i could hardly stand it. One night I was spending the night, the parents would be home the next evening. I finally took the opportunity to teach them to please me. I have nice big tits, a tiny waste, I'm kinda short, bubble but. I look like an anime character. I got each of them sucking on my titties. Sometimes together. Then I got them to simultaneously lick my pussy. I came in like 2 minutes the first time. Those tiny tongues do the job every time.

Lately I've been fantasizing about men licking them i front of me. I am going to find an old dad or gramps to come do it. I want to see a 60 year old, fat man lick those twin pussies like you couldn't imagine. I will find one, I'm sure.