Confessions tagged with 'babysitter'.

#3770

Submitted:

""

When I was about 4 or 5 my parents started using a girl down the street as a babysitter for me and my baby brother. She would sit for us about two times a week. I saw her more often because her little sister and I were the same age and played every day. My babysitter was 16 or 17 when I met her. I remember thinking she was really pretty and even at 5 years old I found my pussy would tingle when she was around. She was a very sexy redhead-almost aburn. The first time she babysat, she put my brother to bed immediately upon arrival. For the next few hours we watched movies and talked. After finishing the movie Stroker Ace, she suggested we act out a scene from the movie. In this scene an actress faints and the male character slowly undresses her. She insisted that was the scene we needed to do. She started by getting me positioned on the bed and told me to stay still, not talk, and keep my eyes closed. I was so excited and tingly and couldn't wait. She slowly removed my clothes while pretending I was unconscious. When she got my shirt off i started feeling warm air hitting my chest. Then I felt soft fingers begin to rub my nipples. I couldn't believe how good it felt. She played with my nipples for a few minutes, and when she stopped I began to feel warm, wet lips go around my nipples. My 16 year old babysitter was licking and sucking my tiny nipples.

"Mmmmm, these are yummy" she told me. I didnt know what to say or do so i stayed still and silent. I was already beginning to think about when I got to do this to her. That's when I realized, I was going to get to see her tits. My pussy began to tingle even more. A moment later I felt her fingertips slide down my stomach and onto the button on my jeans. She quickly removed my pants and panties. When she looked down at my smooth mound she said in a voice just a bit deeper, "oh yessss"

She ran her fingers over my pussy lips and I jumped. What an electric feeling that was. She began to open my lips and look inside. She found my clit immediately. The sensation of her fingers rubbing my little clit was so amazing. She played with my clit, licking and sucking it. Going back and forth between licking and rubbing my clitty. She then startled me by thrusting her tongue into my pussy, or trying to anyways. She used that tongue like a pro. She used her free hand to gently pinch one of my nipples. All the sensations happening at once were overwhelming for me. I didn't cum, but I did love what she was doing to me.

After a little while she popped her head up from between my legs and said

"Ok, my turn"

I had no idea what to do. I started to cry and she immediately came over and put her hand cupping my pussy and her mouth on my nipple. She played and sucked then said "just like that do this to me. You will do fine"

She laid down on the bed and i began to undress her. It was supposed to be slowly, but I was already so excited I was yanking at her clothes. She continued to play unconscious as I zoned in on her tits. I'd only ever seen my mom's breasts. I had longed to see more as far back as I can remember, and it was finally happening. I pulled the last of her garments off(the bra) and sat speachless and staring at these medium size mounds on her chest w puffy pink nipples. I hesitantly reached out my hand to touch one. I finally reached my index finger to her nipple and barely touched it. My heart was pounding and my pussy started tingling more. I finally just placed my hand over one and sweezed gently. I played w her nipple for a good while, enthralled. After a few more minutes she asked me to put her titty in my mouth. She wanted me to lick her nipple. Gladly. I practcally pounced on her. I had her nipple in my mouth and a little of her breast. I just couldn't stop. I was suckling her tits like milk might come out. I loved the feel of sucking on her titties. She started to moan real softly. This made me want to lick her more. I made sure to rub her pussy as I was licking her breast.

"Go down on me again. I want to cum from you licking my clit" the baby sitter said. She directed me this time. She yold me how to lick her, where, how much pressure to use. It tasted good to me, her pussy. I did exactly as she directed while she played with her nipples and moaned, saying "yes, yes, just like that. Just like that little girl. Come on now, keep licking me lick my pussy till I cum."

She kept talking, saying dirty things to me. She even told me her dad does this to her and she loves it. She started telling me how she likes to lick her younger sister, but that she doesn't like it. She said she usually did it anyways as her sister cried. As she told me all of this I am licking her clit and feeling so many sensations in my own body. But I had no idea what to do. So i kept licking her. All of a sudden she bucked her hips up and down several times and yelled out. She grabbed my head and ground my face into her soaking wet pussy. I thought she must have pee'd. I didn't care. I just kept licking her. Finally she calmed down and gently eased me to stop. She said that we can play the same game next time she babysat. That night I laid in bed and rubbed my own clit for the first time. Oh what an incredible feeling. All I could think.of was my babysitter's body and ALL i got to do to it. She continued to babysit me for 4 more years. I have countless stories.

All I know is that I still cum to those memories.

#3491

Submitted:

""

I'm a fourteen year old girl from London UK. I met a pervy daddy online last year and ever since my babysitting business has totally changed!

I met him on some encrypted taboo chatrooms late at night when I was high when my parents were away. We'd chat and trade pics and vids - i now realise he was grooming me. It was so sexy!

We arranged to meet and although I was nervous, I finally did. We spent an amazing night in a hotel together- him my daddy and me his little girl.

Since then he's persuaded me to let him join me when I babysit. Sometimes just on camera, sometimes coming to the house to meet the cute kids!

Here all night in comments to chat;) x x x

#3304

Submitted:

""

I constantly fantasize about fucking my best friends husband, not because he is her husband, but because I frequently babysit for them. I love the idea of him fucking the babysitter, but not just fucking the babysitter.. Fucking the babysitter in/on his car while parked on a back road. I love the thought of him filling me up with his cum with the risk of someone driving by and seeing.

I also fantasize about bumping into 1, or even 2 strangers on a public bus; and by bumping I literally mean bumping into them while we are both (all) standing and them getting hard and rubbing against me. Then getting off the bus with them and finding an ally so they can bend me over, fuck and fill me like the dirty slut I am. Just to have them leave me there laying there with their cum leaking from my well used pussy.

#3145

Submitted:

""

I'm 41 years old, single with a 18 month old baby girl. My wife passed away during birth due to complications. I very rarely get any time to myself. The first time i got a night off was almost 6 months ago. I found a sign up at the local supermarket for a young girl offering babysitting services.

I called her and arranged a night out while she would look after the little one for me. She arrived no time. I introduced myself and invited her in. I introduced her to the bub and we went and sat. She explained the cost was $25 for the night, plus any dinner provided. I was more than happy. Turns out she lived a couple of suburbs over and went to the local high. She just turned 14 the month before.

I have to say, that while i didn't think of myself as a perv, she was really cute. Slim, short, toned skin with long sandy blonde hair. She had nice small breasts poking out and a pretty face. Guess it all fit since she explained she wanted the extra cash to pay for a cheer leading camp in a few months.

Anyway i went out. The night was great, a few drinks, dinner with the boys and some good laughs. I got home late and she thanked me as i paid her and headed out front herself. Her father pulled up and picked her up.

The second time was a week later. I asked her back again and she happily agreed. I headed out earlier this time as i didn't want to be so late home tonight. I had an appointment in the morning. When i got home, she had my baby girl in her baby rocker near the table off the the side of the pool. She was in having a swim. She said hi and waved. I asked if everything was ok and she said she brought her swimmers cause she saw the pool last time and figured i wouldn't mind if she did. I didn't.

At first i didn't notice, but after watching her for only a minute i was rock hard. She climbed out over the pool edge. Watching her slim body, tight little ass slide out i was shocked how excited i was. I stood and perv'd on her while she got dry and slide her skirt and top back on over her wet bikini.

Now i planned it. I asked her the following week again to come babysit. She agreed. I told her to bring her swimwear so she could have a swim. She did, since she arrived and told me she would take a swim a bit later. I headed out, but i only left for a bit over an hour. I headed home. I got it right and found bub in rocker and her in the pool. I told her that i wasn't feeling well and came home early. She said she could pack up and go, but i told her to enjoy the swim. Actually i told her maybe i would feel better for a dip myself. I got into my shorts and headed into the pool. I really couldn't stop watching her sexy young body.

After a short rest i started teasing her about all the boys she must have chasing her. I gently at first splashed her, then chased her a bit. Over about 15 minutes i got up to wrestling with her, holding her tight and dunking her. I held her tight around the belly, pulling her ass tightly into my crotch as i did. God she felt so great. She stopped the 3rd or 4th time i did this and said she felt me press into her butt. I knew what she meant and i told her i was sorry. I explained a cute girl, playing around and being lonely i didn't mean too. She for the first time asked why i was lonely, even saying she thought my wife must have been away or something. I told her she was gone and i was a single dad. The mood went down, so i started to tease and play around again.

After several more times of catching her and holding her tightly tome and having my cock pressed into her sexy teen ass i decided to go for it. I chased her and caught her. I wrapped around her and again held her tight around the belly. This time i slid my shorts down and had my cock out so i could rub it against her bikini covered ass. And i did, several times, making sure to really press firmly into her body as i did. She giggled and said she could feel me again. I told her i couldn't help it and she giggled again. I didn't even wait or ask, i used one hand the pull the back of her bikini pants down. With me standing on the bottom of the pool and her held with feet hanging in the water i was able to tip her torso forward as i did and line myself up easily. I did so and pulled her back onto my raging hard cock. She yelped and kicked her legs while saying "oh my god, i'm sorry, my bikini pants slipped.....careful your getting in me....oh, oh, quick pull it out". As you can imagine i didn't, i pushed right through her hymen and sunk my entire cock into her teen pussy.

She struggled again, still saying to be careful as i pull out, she isn't safe and she didn't mean to accidentally let my cock into her. She really didn't seem to know i had actually started fucking her. I let her struggle around, half pulling off my cock as i pulled her back again, impaling myself back inside her.

After what felt like hours, but was only 20 seconds, i told her sorry, i didn't mean it either. I knew after so long without and being so worked up i couldn't hold myself. I pulled her tightly back onto me one last time and unloaded everything i had into her teenage body. I really pumped so many squirts into her, i knew could feel it as i unloaded in her belly. She freaked out and really pulled hard to get off. As i let her off, i acted freaked out as well. I told her "Oh shit, i'm so sorry, i was trying to pull you off and in our mucking around i didn't realize i was so close. I didn't mean to end up in you. I think my shorts must have hooked your bikini pants and pulled them down.....crap, did much get in you? Oh god, you said your not safe. When did you have your last period?". She had a total shocked face as she answered that it was about 12 or 13 days ago. I was already hard again, but i had pulled my shorts back up.

I told her i'm sorry so many times, no meaning any of them. I told her she should be fine since it was her first time and i'm getting old. She calmed down after a while and we arranged her dad to pick her up.

I didn't hear anything and no police or anyone came knocking. I decided to try my luck calling her about 8 weeks later. She agreed to babysit for me. She came over and when she arrived we sat and talked. She told me she already knew she was pregnant from our pool accident. She told me she was booked to have an abortion in a couple of weeks time. I asked her to please not. I said i know it was an accident, but with my wife gone, i would love to have another baby, if she would consider keeping it and not telling anyone what happened, i would raise it and never tell anyone. After much talking and convincing she agreed to keep our baby. She is now about 5 months pregnant with a our baby girl. I get so turned on thinking about her only being 14 when she gives birth to our baby, all the while not knowing i raped her intentionally, happily pumping her teen body full of seed in a hope for her to get pregnant without her reporting me or calling rape to anyone.

I have no idea how, but i really hope that after she has our baby, i can find a way to put another baby in her teen belly. I would love to get 2 or 3 babies out of her before she gets to old. After now realizing i really do love tiny young girls, I have even gone and found another new babysitter a couple of week ago that is just as cute, but she is only 13 a few months ago, and i really hope to repeat the same trick with her. I have already had her in the pool with me and just played around. She is coming over tomorrow night and i'm going to try and get the biggest load i can into her even younger pussy. God i hope i can get her pregnant!

#2562

Submitted:

""

I'm in my mid 40s, ex-wife is in the military, and stationed overseas, we got married at 20. She was stateside about as long as it took to have our daughter, which my daughter is not even mine, and therefore the EX-wife. Right out of the gate the ex wanted nothing to do with her kid, so I adapted her when the wife and I split. I took care of my daughter since she was born just about and I lead a normal life. I worked second shift and my neighbor's 16 teen girl watched my daughter when I was at work.

It started when my daughter was around 18 months, the babysitter's parents were arguing a lot and she just needed a place to crash for a few days. That night when I was taking a shower, I shut off the water, open the shower door to dry off, and she pops in saying she has to pee real bad, quickly yanking her shorts with her panties down to the floor. I'm standing there in awwwww, my eyes glued to her shaved pussy, and she then spreads her legs wide open, turning toward me a little. I look up at her and she had a very sexy grin on her face saying; "do you like watching girls pee"? My mind went totally blank and I'm not sure I even answered her, more or less make a sound. Then I hear a very light splashing sound, I look back at her pussy, her labia has now opened a little, and a very light golden stream of pee was squirting from her opening.

She then leaned over toward me a little and pulled the towel from my hands reviling my mostly hard 7" thick cock. I stepped out of the shower, she took a hold of my cock, and started sucking me like she's been sucking cock all her life. I was about to blow, so I pulled it out of her mouth making a popping sound making her LOL. I reached down taking a hold of the back of her knees, she put her arms around my neck, and I picked her up, then set her on the countertop. I knelt down getting between her legs, I could smell the faintest smell of pee as my tongue slowly met her soft bald pussy.

After I fucked her that night, we fucked all the time, and she was not shy about riding my cock in front of my daughter. It was about a month or so later, the three of us was on the sofa, my daughter was laying with her head in my lap, and the babysitter laid her head next to my daughter's, then she started sucking on my cock through my sleep pants. She then reached into my pants pulling out my cock, she then quickly started sucking on it, and my daughter looked up at me smiling. Then she said; "it's good, want some", pointing the head of my cock toward my daughter's mouth, and my daughter opened her mouth. She said to her; "come on sweetie, suck your daddy's cock" as I watched my daughter take the tip of my cock in her mouth, feeling the warmth of her mouth on my cock about made me cum right then. The babysitter then said; "that's it sweetie suck your daddy's cock, I want you to taste your daddy's cum" and she started jacking my cock off as my 18mo. old daughter was sucking on the tip. I said; "I'm going to cum", she says; "that's it, cum in your baby's mouth", she then whispers in my ear; "I want to watch you slow fuck her tight little pussy", and I started to cum. I looked down to watch my little baby girl drink my cum down like an absolute cum slut.

After I finished unloading my seed into my daughter's mouth she's still sucking on the head and the babysitter says; "see sweetie, wasen't that good"? My daughter takes her mouth off my cock looking at her shook her head yes and looked at me with a big smile on her face. The babysitter sits up, looks deep into my eyes and says; "that was the fucking hottest thing I've ever seen", she pauses and says; "YET, because I want to lick your cum off her little hairless slit", I said; "that's not what you said a second ago", and then she replies; "yeah, I think that would be so hot, watching you push your cock inside your daughter's little pussy". I said; "it's to big to fit that little pussy" and she said; "I'll bet you can get your cock in her, I can get my two fingers in her".

I asked; "have you been playing with her" and she looked down then replied; "yes, a little, I wanted to get her ready for you". She then said; "she likes when we play", looking down at my daughter she reaches out putting her hand on my daughter's pussy saying; "you like when I play with your pussy, huh sweetie", and my daughter puts her hands on the back of the babysitter's hand, pushing it into her crotch, shaking her head yes.

On my daughter's 2nd birthday the babysitter told my daughter she was a big girl now and that day was the first time my daughter took her daddy's cock inside her little pussy. I laid on the bed, my daughter squatted over my cock, and the babysitter guided my cock into my daughter's pussy. I was shocked to see my 2yo old daughter could take almost half my cock inside her and I started to cum in her within minutes. The second time I fucked my daughter, the babysitter told her that daddy needed to stretch her little pussy out a little so my cock will fit better and that was the first time I actually fucked my daughter.

I got the babysitter pregnant when she was 17, she had our son, and I would catch her fingering his ass as she was sucking his little baby dick, while she was fingering herself. She got pregnant again when she was 19 and had our daughter. My daughter was around 5yrs old at the time and was a complete natural at sex, my daughter at 5 loved to take cock in her pussy, and this is around the time when my daughter asked if she could let other guys have sex with her. That's when I introduced her to anal sex, after I taught her how to take cock up her ass, I told her daddy is the only one who can cum in her pussy, all other men have to cum in her ass or mouth. By time my little daughter was 6yrs old she was a total cum slut and I was shocked just how many men she could lure them into fucking her.

I got my daughter pregnant 14, my wife (the babysitter) and I now have 6 kids, 4 girls and 2 boys.

#2548

Submitted:

""

This is my 1st confession but have many, many more to follow. These are true personal stories and I am letting them out so I can finally let go of the past....I don't remember losing my virginity....I do remember the first time I had a dick in my mouth. I was 6 years old. My mother was a stripper and she worked nights. My mother would take me to a babysitters house and then pick me up VERY early. My babysitter was a friend of hers who also had 2 sons of her own. Their ages were 11&12. One night I can remember crawling over to the 12yr old and quietly pulled his blankets and then pj pants down. Slowly and softly I put him in my mouth. It didn't take long for his 12 year old dick to get hard. When that happened I just couldn't get enough. The smell of his skin....the feeling of his head rubbing on my young lips. I started rubbing his dick all over my face until I popped him in my mouth and going faster. I could hear him moan and didn't care if he woke up while I was getting my fill. In no time I felt him shooting something in my mouth and my only reaction was to swallow. Infact at the time I thought he peed in my mouth. After I was done I pulled his pants and blanket up and crawled back into my bed. After doing this I couldn't stop wanting to feel more. This began my love of feeling a man smacking me in the face with their dicks. My mother soon met my step father and no longer needed to strip. This meant no more babysitter, but that just meant weekends at an aunts house when my parents wanted “private" time.......and that will begin my next confession....see you soon!