Painkillr

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Gender: Straight Male
Age: 55
Relationship Status : Not specified
Profile Visits : 331
Number of Comments : 46
Number of Confessions : 0

Painkillr's Favorite Confessions:

Sexual Bully

When I was 13 years old I was the victim of a sexual bully. It ended up being more of a "training" that resulted in me now being a lesbian.
My bully was another girl. She was 15 and very popular. I was shy and not part of the in crowd. She befriended me only to sexually manipulate me. In order to remain her friend she made me eat her pussy. Occasionally when she was in the mood she would eat my pussy. I was basically her pet. She would make me eat her pussy almost daily and in every place you can imagine. School, stairway at the mall, dressing rooms at stores, you name it.
When she wanted to punish me she would bring in whatever boyfriend she had at the time. She would make me eat her pussy and let the boy fuck me in the ass. Ass only! These were my only sexual encounters with boys and I associated it with pain and punishment.
The abuse continued until i was 16. I really only knew sex with a girl. I have been a lesbian to this day.

It Was Wrong. He Used Me & I Didn't Know Better

Its my day off and i am lounging around in PJs reading through some of these streamy confessions snuggled up with a big pillow and blanket touching myself when they get good.
I was reminded of for in my own teenage years I use to let a friend's dad mess with me. I have not even thought about him in a couple years before today and getting off reading another person's story.
When I say mess with me, we did it, all of it, all the way. Looking back now I know I was to young. I looked it up, in my state I was barely legal but I was in fact legal he knew what he was doing. Yes he used me, but I like to be used. Maybe I feel a little bad he was married & my friend found out but he made me a woman... the woman I am today. Shame can feel good.
I use to stay over with Jazza for sleep overs, he use to hit on me and flirt in a joking way. He'd say stuff like "If I was single and you age I'd shoot my shot". Sure it was a bit odd an adult hitting on me but he made it fun and empowering to me. Their family had money. He use to give me spending cash, not a lot just enough to go out with Jazza and have fun. The cash turned into g*ft cards. The amounts got bigger and he asked me not to tell Jazza and he claimed she already had enough unlike me. He always bought me g*fts too. And this all happen long before sex. He was just nice like that. Yes, he hit on me and was pretty inappropriate how he spoke to me about my body but I was a teenager and so I liked being spoken to like an adult.
Jazza told me he did that to other girls too. But Jazza also told me her parents always fought and her dad was the nice one and her mom was a bitch. She already knew her dad had cheated on her mom before and that's why they fought but Jazza said her mom was a conservative nut and she did blame him if her mom was a prude.
One night I stayed over and in the morning was chilling in the rec-room because Jazza was still crashed. We were joking around and he commented on my boobs and asking if the grew again, stuff like that, and I'd play innocent in a teasing way..."do they jiggle more when I walk?"
It all seemed like just fun talk but that day we were alone and he got bold and asked if I had a boyfriend then what I did with my bf.
"Have you been kissed?" I nodded yes.
"Felt up?" ... "up and down" I blushed try appear like I was experienced.
"Have you cummed yet" ..."yes but only all by myself" I answered.
I was blushing so hard i could barely breathe.
"Too much? I am sorry... your so hot I forget still your still a teenager."
"I am a women!" I almost felt insulted.
"So, then have you fucked yet? Thats what women do to boyfriends."
"No." I admitted and almost died of embarrassment then found myself blurting out trying to justify it "but I make him cum when he needs too."
"How?" He shot back fast. "My hand...I jerk him off good."
I said defiantly bold trying to prove myself.
He shoot back just as fast,"What, have you not even sucked his dick yet?"
"I have." I said without thinking and added "just once a little he came in my mouth it was gross."
Then his tone changed from fast and challenging to soft and sweet. He reached out touched the side of my face and gently brushed it saying softly "Fuck, Brenda the thought of your cute button face slurping on a man's dick makes me so fucking hard even if I am a married man."
I remember asking if his wife was home and him saying she was at church again... the next thing I knew I had him on the couch I was kissing him full tongue, he was groping my tits under my shirt, squeezing them with the authority my boyfriend never would. I was unbuckling his pants, and taking his large adult dick in my mouth. I remember him calling me "a good girl" and telling me how beautiful I looked sucking dick like a grown woman. Everything now is kind of a blur. I remember him fucking cumming in my mouth with no warning at all. I gagged and tried to tell him it's gross but he kept telling at me to swallow so I wouldn't taste it. So I did!
The next thing I knew without warning he was pulling my panties off an eating me out. I lost it... I was loud ... I had the first orgasm in my life not given to me by myself. It felt so good. I was in heaven.
After that we got dressed fast because I was sure Jazza heard me cum (she did...that was an awkward conversation).
And afterwords we continued to meet up in his car, or at his work office for sex. We actually didn't do it a lot because I felt guilty. I can count on both hands how many times we hooked up. He had to hide it from his wife. He took my virginity on our 3rd time. The funny thing was everything he did to me I taught my bf and eventually had better and more sex with my boyfriend.
After a year the guilt got me so I stopped. I am not proud of it or think about it much but today I did. Remembering made me play with my pussy. I'm going made myself orgasm as soon as I submit. He used me. It was wrong even if legal, but fuck that's also why my pussy is throbbing now!

I'm A Natural Born Daddy's Girl

I was 28. At the time I was wholly against marriage, against children. I am a small framed Hispanic, and I attract older men who want to hold me and protect me. But my father was anything but that. Abusive, forced me and my sister into having sex with him. My mother never objected, we were told to let him.

I was working as a sales clerk in a museum g*ft store. An older man was looking around so I offered to help him. He told me I was very pretty, he had a daughter that looked like me. He asked me why I wasn't married (no wedding band), if I had children. He was very invasive, I went into my subconscious mode pleasing him, answering, thanking him for taking an interest in me. He told me where he was staying, and wanted me to come to his hotel when I got off work.

I was nervous, but I couldn't control myself and went to the hotel. He met me in the lobby and took me to dinner. He then took me up to his room. He admired my hip structure, natural structure for carrying a baby. He liked my breasts and asked me to show them to him. I straddled his hips and let him love on my breasts as he held me by my rear end. He asked me if I felt him under me, meaning his erection. Then fully naked I straddled him and rode his erection while he kissed me and played with my breasts.

I was fully aroused and wanted him to turn me onto my back and finish having sex with me. He was totally focused while I squirmed around under him, until he immobilized me and finished in me. I slept all night with him, only after breakfast leaving by cab to my apartment to change for work. After work I went to his hotel again, and spent the night with him.

I moved to his city. He pays for my apartment and takes care of me. He is insistent on me getting pregnant. I work at a small company as an accounts payable clerk. He sees me often, he takes me out in public, his friends calls me his 'niece', that's the word they use for the girls they take care of.

I wait, daydream when I'm alone, call him at midnight. I am seriously considering letting myself get pregnant, which he wants more than anything. It's the only way I can really please him. My personal g*ft to him. I want to present him with a new baby.

I love him, he is not like my father. He holds me, rocks me, loves me. And he looks after me and makes sure he's providing for my future.

Sexual Experience With 53yo Lady.

On reflection this was abuse but way back then i didnt realize and enjoyed it. Happened when i was 15 but there were encounters prior to this because she would leave her door open after showering. Thing is she was my adopted mom and spoilt me . I soon realized this was arousing her as well as myself so i would watch discreetly and masturbate. I wasnt sexually experienced but one Sun i got soo frustrated while watching i offered to dry her back. She agreed and nervously i began. I got even more aroused rubbing against her bottom to the extent she suggested i slip off my shorts. Vividly i remember us hugging, touching and her stroking my penis. I then followed her to her bedroom where we got into bed naked and she taught me sex. Mom guided me inside her and it was amazing feeling her warmth as we began having sex and before long ejaculating on another level. We had regular sex and i would get soo aroused being naked in bed with an attractive 53 yo Lady. Yes i could have reported her but at this age i was enjoying sex with her and nobody ever found out. She wasnt blood, i dont agree with i****t but in my circumstances i would encourage sex with someone much older providing it was fully consensual.

Dangerously Curious

A week before my 11th birthday I spent the weekend with my BFF, she had a hot stepdad, I could tell he was interested in me but didn’t understand why, the first night after I took a shower I simply wore my panties and a large T-shirt, I could see him staring at my crotch so I decided to show him a little more by pulling my shirt up and spreading my legs al little, after a few minutes he got up and headed to his room, I got up and said I was going to the bathroom, I peeked in his room and he was jacking off, I watched for a few seconds and giggled and flashed my hairless pussy at him and even rubbed it for about 10 seconds and then he moaned and started squirting stuff in the air, I laughed and went to the bathroom. After we returned to the living room, my friend said she was tired and was going to bed, I lied and said I wanted to finish the movie we were watching and would be to bed after it was over, about 30 minutes after she went to bed her stepdad asked why didn’t I go to bed, I told him that I wanted to play with him, he said that was a bad idea so I took off my shirt and panties and sat on his lap looking him in the eyes and said I wanted to become a woman and he should help me do that, we went in his office and he put on some porn and told me to do whatever I wanted, it didn’t take long to get his dick in my mouth (I had sucked a few boys cock before) I thought he had a big dick then be really he was on the smaller side, about 5 inches, I really loved sucking dick as I found it put me in control, I had never had anyone touch me or get me off, that changed that night, he rubbed my little clit to the point I couldn’t focus on sucking his cock, he then asked me to put my pussy in his face and that was it for me, I was holding his dick with my right hand and trying to hold myself up with my left hand and all the while I was cumming so hard, I had 3 orgasms before he stopped, I was so horny that I got off 2 more times while sucking his cock he blew a huge load of cum in my mouth and I swallowed most of it but a lot of it ran down my chin and on my flat chest. I have swallowed cum before but not that much. I knew his wife would be home soon so I got dressed and kissed him and said I wanted more.

The next night went differently, after my friend went to bed, I got naked and let him eat my little pussy for what seemed like hours but really about 30 minutes, I came so much I felt exhausted, as I was laying there legs spread wide I felt him between my legs and when I looked he was putting his cock in my pussy I told him no because I didn’t want to get pregnant, well I haven’t had a period or even started puberty, he assured me that I could not get pregnant, so I said ok, I felt a painful stretching in my pussy and that was it, he was completely inside me, he started pumping in and out of me then I felt him explode inside me and that was it, I was done for the night. We went on to have a little fling from time to time, I’ve never told anybody this story,

Dirty Girl

When I was 10 my mom had this boyfriend Steve, he was a nice guy, I took advantage of him one night when he and my mom got drunk, I waited until my mom went to sleep and made my move. I change my clothes, wearing only my panties, nothing else. Steve noticed that I was almost naked and said I should put some clothes on, I did the opposite, I took off my panties and started rubbing my clit, he tried not to notice what I was doing but I could see his dick getting hard, he had boxers on so I got up and moved closer to him, while I rubbed my little pussy I reached in his boxers and started stroking his cock, it wasn’t very big but it was nice, he asked me to stop but I didn’t, I leaned down and put my mouth on his cock head he moaned loudly and put his hands on my head and started fucking my mouth.

This wasn’t the first time I sucked his dick, it was the first time he was awake, I would wait until he was sleeping and suck him off, anyway he was fucking my mouth and suddenly exploded in my mouth after like 30 seconds I swallowed down his load and asked him if I did good he said I did. I asked him if he would help me cum, he said yes and he started to lick my little pussy, I had just started growing hair and never had my pussy licked, just so you know I wasn’t a virgin either, my uncle took that when I was 8, anyway, Steve was licking my little love button and I was shaking uncontrollably so I asked him to put his cock inside me, he did and sliding in slowly then he fucked me hard, then I felt him squirting his cum inside me, I had a great time and told him we could do it again anytime, sadly he broke up with my mom the next day and I haven’t seen or heard from him again.

Extra Credit

This started when I was 12 and in the 7th grade, I had just moved to town with my family and started a new school. I was well built with perky A cup breast a cute little bubble butt 5 foot tall 100 pounds and I had just started growing hair on my pussy. I had a crush on my teacher and he was 28, I deliberately got bad grades so I could get extra after school tutoring from him, the first day he tutored me I wore a short skirt and halter top and no panties, while he was in front of me I spread my legs just enough for him to see my little c**t and sure enough he noticed but didn’t say anything, I could see he was getting hard and asked if he was ok and nodded towards his penis, he blushed and apologized.

I asked him why it got hard and he said he didn’t know, so I pulled my skirt all the way up and asked if seeing my pussy made him hard, he stared at me and said yes, I asked him what he wanted to do about it, he said that he wanted to Jack off , so I suggested that I use my mouth instead, he didn’t waste any time getting his fat cock out, it was beautiful, about 7 inches long and very fat, he had pre-cum leaking from the tip so I licked it off and proceeded to suck his big cock, I couldn’t get much more than the head in my mouth but it was enough to make him fill my mouth with his hot load, I gagged and threw up all over him and his cock was still squirting cum out, I had swallowed cum before but never that much, he literally shot 6-7 big squirts in my mouth completely filling it when I tried to swallow it choked me and I puked. I was so embarrassed, I really wanted to swallow his load and make him happy, He laughed and said it was ok, it had happened before, I didn’t know some guys can ejaculate a lot of cum, every load I had swallowed was 2-3 squirts and done, he explained that he was a heavy cummer and it had been over a week since he came, I asked him if he was to cum again tomorrow would it be that much, he said I would have to find out the next day , the next day I wore another skirt, and again I didn’t wear any panties, as soon as we were alone I unzipped his pants and pulled his cock out and proceeded to stuff my mouth with it, he asked me if I was on birth control and I said yes, he then asked me if I was a virgin, at this time I stopped sucking his cock and replied no, I told him that I had had sex with several boys, both non of them came close to the size of his cock, then he asked me if he could see if he would fit in my little pussy, I had already planned to have his cock inside me so I said we can try, with that I got naked and let him see my hot little body before I laid on his desk and presented my tiny hole to him, he went down on me(which nobody had done before) and started licking my clit, I was floating, I came so hard I was shaking and I was soaking wet, he stood up and rubbed my wet hole with his big cock and plunged into me, it hurt like hell but felt amazing too, he was stroking in and out slowly and my little pussy felt so full, he made love to me for about a hour giving me multiple orgasms, he looked me in my eyes and said he wanted to fill my pussy with cum, so I told him he could, just then I felt him swell up and started blasting my c**t with his huge load, he came for about a minute, when he pulled out it was like a dam had burst and his cum poured out of me right on his desk, I fell in love with him that day and we started going to his house to have sex and I got really good at swallowing his load, and I even brought another girl in after about 6 months, I love to watch him cum in her so I could eat it out of her.

We’re now married and have 3 children together. I told my mom later how we met and she laughed and said she realized that I was messing with him when I started staying after school with him and would come home smelling like cum and sex.

Middle Child Pleaser

Being in the middle is supposed to make you a better negotiator. What it really does is make you a better pleaser. I'm a pleaser. Our father died unexpectedly from a heart attack when he was only 48, pushing my mother and all of us into near poverty. Like a lot of women she had a do nothing degree and no work experience. At 14 I had to baby sit for my spending money.

I had older sisters to obey and younger sisters to take care of. I looked in the mirror and popping out of puberty I started to like what I saw. True enough I wasn't much different than my sisters, they were just older and fuller or younger and smaller. And I had a mother on our block who liked me babysitting and she was very complimentary of my growing physical body. She liked me and was always generous and hugged me.

After one afternoon sitting assignment, she had a surprise two year old boy, she gave me a g*ft, a small bag with two pair of panties, panties for young ladies not panties for everyday wear. She asked me to model them for her. She gently took her razor and shaved me so my young lady panties looked very pretty, tightly wrapped against me, her finger detailing my crack in the mirror. That and a kiss on the cheek.

Over the next year I learned how to wear heels, short skirts, push up bras, tight pants, lipstick, hair extensions. For being only fifteen I looked like a proper young lady of eighteen or nineteen. And she was always so complimentary of me, compared to my sisters who wore clothes from Sears and JC Penney's. When I babysat I could dress up with all my nice clothes and young lady bras and panties.

I learned that pleasing myself is more important than pleasing others, but pleasing her was even more important. By sixteen I was ready yo meet some of her friends, some were men. And a very ladylike sixteen year old being very friendly to one of her man friends made her happy. And being held by his strong arms, his warm kisses, his caressing hands. He really liked my young lady panties, pushing my short skirt above my hips. That first hot kiss on my thin panties, pressed against my young lady parts, his string hands holding my almost naked cheeks. It was just a hop skip and a jump for me to please him, to please her.

In my house it seemed even my older sisters were kids when I was already an experienced young woman. He was her boyfriend, and I was her g*ft to him, something like that. Not that it bothered me, I was happy to be his g*ft. Pleasing her pleased me, pleasing him pleased me. And being pleased by his warm kisses, his strong hands, his xxx pleased me. And that pleased her and she rewarded me with nice clothes and panties and I always had spending money and I really did like babysitting her little boy.

My parents are divorced. My mother got this boyfriend. I had been sleeping with her and got pushed out when he spent the night. After things settled down I would go crawl in bed with them, and slept snuggled in his arms.

One of those nights he got aroused again, his penis pushing in and out up between my legs, I kept my legs closed real tight, his penis slipped into my butt crack and he dry humped me until he ejaculated on my butt and back. After he was done he wrapped me up tight in his arms and we went to sleep.

After that night my mom held me, and she kept herself between us.

I liked his hugs better, a lot better, but she watched over me and she only let him hold me if we were not in bed.

Back when I was 16 years old I used to go swimming at a pool. There was this one woman who had poked her head into the shower area in the men's change room claiming she was looking for her son. There I was showering along with another couple of boys and an older man and we were all nude. She apologized for intruding on us but it looked like she was deliberately doing it slower than she could have basically getting a longer look at us in the showers. I didn't think much about it until the next time I went swimming and there she was again poking her head in again. She did apologize again and like before took her sweet time about it all the while checking out the guys in there. She was particular slower this time most likely because there were a couple of guys there who looked like they were about 20 and very fit, muscular and not shy. They spoke to her and had themselves out there uncovered and didn't seem like they cared she was seeing them this way. The next time I went swimming I was done and went in for my shower. I was the only one in there when once again this woman pokes her head in. She begins to talk to me and tells me I can continue showering. She then asked how old I was and began to tell me I was very fit. She then asked how I felt about my penis. I asked what she meant and she told it was a good size and nice to look at. It was awkward but I thanked her for the compliment. She then told me to show her how big I get. I told her I better not but she insisted and finally I gave in. I put some soap in my hand and made it bigger for her. She said it looked beautiful and then when she heard someone coming she said she better go and took off. Another guy came in and saw me standing there with a boner, gave me a look like I know what you were doing, and then turned around to have his shower. I finished up and got out. The next time I went swimming she came in again but this time someone complained about her and she was banned from the pool.
What I found out later was the it turns out she came in there to get younger guys to go with her. Mostly she would have them pose for some nude pictures or even have sex with a few. She admitted the guys were more likely to get naked for her if she had already seen them nude before. She also said the ones she caught in the showers alone that she convinced to do things for her like get hard for her were also the same guys who she could easily convince to do a lot more while she took pictures. I heard she had done this to quite a few young guys and usually she gave them something like a few drinks or slipped them other stuff to have them be more relaxed and cooperate. It turned out there were at least 20 different guys she had photographed but no one wanted to be put on record for doing anything like this because it would be too embarrassing.
After hearing this I thought I could have easily been one of her victims and had myself doing things in photos that would not have been too appropriate. It is embarrassing to thing about having myself doing things I heard she had other guys do and having other people see me doing them.