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Confessions

Hair Confessions

Read the best #hair confession stories


I am in my 50's now, and have had plenty of women of all sizes, shapes, and from decent looking to outrageously beautiful. I've even had my share of men, and a couple of trannies as well (I'm very partial to fucking asses, female preferably - but any port in a storm). I am a leg/ass man, always have been, prefer darker haired women, black hair is the best. However; I can't stop thinking about an old girlfriend in college. She was doing her Masters program and was quite a bit older than me, 6 years. She graduated, taught for 4 years, then came back for her MA. We talked a lot after classes, hung out a bit and for some reason I was asking her out. She a dark brown haired brunette, good looking and had incredible legs, and a nice bubble ass. I was already hooked on ass fucking by then, but figured we'd better go slow. Then at dinner one night she announces that she is still a virgin. I can't believe that there are any 27 year old virgins anywhere, much less in a college, in a mid sized city. So I went slow, we started kissing and making out, she had a great body but was a little light in the tit department. She had full A cups at best. My two girlfriends (that I had together in those days) were both A cups, my main girl not even a full A, so I didn't care. I was kissing her, had her pants off, her panties down and was fingering her super bushy, thick thick haired pussy, I still to this day haven't seen a girl with that thick a batch of hair on her pussy. She kept not letting me move my hand up her blouse, so I kept it outside her blouse when squeezing her tits. I figured I was fingering a virgin pussy, eating a virgin pussy - I finally while eating her got to see her hymen, and was even fingering her asshole which was incredibly tight, and I'd have some virgin ass before. Eventually I get her to agree, and we go to a motel I turn off the lights at her request, and at my insistence I leave the TV on for some light as I wanted to see her face when I plunged my cock into her pussy and break that hymen. I get her bottoms off, then her blouse, and you can tell that she wants to keep the bra on, and I just reach over and pull it up over her tits. Except there were no tits. NONE. She was flatter than I was, she was like 12 year old boy flat. All she had was nickel size brown areolae and pencil eraser nipples on a totally flat chest.

I took off her bra and the tissue in it, and laid her down. Seeing that forest of pussy hair, I plunged in and took her cherry. She bled a little, gasped a bit, then put up with my pumping her until I shot my load without a rubber on at all. We fucked for about a year, she got very relaxed about her lack of tits with me, and didn't care anymore, I could suck them tweak them do anything to any part of her. Once in a car I was getting a suck from her and told her I needed to come and she wouldn't let up, so I shot in her mouth. She said I was the first she'd ever sucked, but I figure she was lying. To last 27 years without getting your pussy popped she had to be giving her dates something. Then another time in a car again I had her pants down and went to fuck her from behind. I was fucking her and went to rub her clit and realized I'd just taken her asshole. I was fucking her in the ass and she never said a word, then I inserted my finger in her cunt and moved both around till I shot my load up her asshole.

So after that I had a three hole bitch, with no tits, who felt grateful that I wasn't that into big tits. We kept up fucking for a while, then I left school (I was done, she was still playing around) and I went to work and traveled a lot. I hadn't seen her for over 6 months, only called her three time or so, and one of those made her get me off on the phone. I went to the university and we talked, she realized it was over. She married an older grad student, who was pretty darn fat, but I guess he liked anyone who would let him fuck her.

For some reason for the last couple of years, I'm super attracted to titless women, and can't help thinking about her. That totally flat chest and that super thick bush still stick in my mind. I've wanted to go to the small town she lives in and taught in, just to see if I can see her again. But I know better, what you see after this many years never turns out well.


#virgin  


it says in a website the red hair babies are a sign of illegal witchery and is a baby conceived from sin. so what does that say about meghan and harrys babies and harry? this is the best thing that happened to me and I thought you might like it.


#hair   #head   #evil  


I don't know why but I hate all people who don't like long hair or who don't want to have long hair or who cut their hair short.
Even men. I hate them!


#men   #women   #hairstyle   #hate  


I have a long straight hair fetish. Whenever I encounter a younger woman (the younger the better with long straight hair, I get aroused sexually. This usually ends in my going home and masturbating while thinking of the girl.
Over the years of having this fetish, I have attempted to satisfy it by buying several wigs of various styles. At first, I only played with them but this resulted in me trying them on and masturbating in front of a mirror. Eventually it led to cross dressing but only as a younger woman. I would purchase younger clothes and mimic the young girls I often saw in public places.
Now, I am taking this CD thing to the next level and going out to CD friendly public bars. I dress as a young woman in very conservative clothes and try to fit in. But in the end, it is all about the hair. Long straight hair falling around my face and down my back. Bangs are a plus with me and if I can style them with a deep sidepart, all the better. I cant get enough of this fetish and often wonder what will become of it. The only positive thing is that I am not hurting anyone and am keeping it totally to myself. My biggest worry is getting caught.


#fetish   #embarassed   #crossdress  


I would go to take a shower and bring my hairbrush. I would roll my bath towels and then put them in my pants which would be on the toilet. Then I would put my brush between the legs of my makeshift man and bounced up and down on it.


#hairbrush   #masturbation  


I have very long hair but I am just too lazy to wash them.


#laziness   #hair   #long   #wash  


Back in the 5th grade, us guys goofed around and cut off the long hair of the girls. At that time, we really thought this would be funny. Now when I think about it ( I am 16 now ) it's not fun at all. Sorry girls, I didn't mean to!


#cut   #long   #hair   #goofing   #sorry   #funny  


(F) When I was younger I would often get very horny when I was ovulating. I would start watching porn and shoving my fingers into my pussy. When that wasn't enough, I would grab a hairbrush that flared in the middle and slowly push it into my pussy, stretching myself out. I'd get extremely wet but it wouldn't make me cum, so I'd roll up a towel and put it on the edge of the bathtub and sit on it, leaning forward so the brush was still sticking out of my pussy. Then I would mindlessly hump the towel, rubbing my clit on it while I showed the hairbrush in and out of my tight pussy. This often led to very violent orgasms that would leave me frozen for a couple minutes.


#hairbrush   #masturbation   #horny   #humping   #clit  


In school, I sit next to a strange guy (i'm a girl) and there are little pieces falling out of his hair now and then. I eat them and I'm not ashamed of it.


#strange   #guy   #school   #eat   #hair   #confession  


Like Confession #1445, i, too, have a fetish for long, straight, hair. Our confessions aren't just similar-they are copies.
When I was a young teen, my older sister (8 yrs older) briefly moved back home. When no one was home, I used to crossdress in my Mom's clothes. With my sister home, I started sneaking into her room and started wearing her more modern, stylish clothes. Think late 1960's-mini-skirts, tube tops, hoop earrings, etc.. She was a brunette and had two hairpieces. One was a beautiful, full, chocolate brown, shoulder length, page-boy wig with full bangs. The other was a nice fall, about 18", curled upward ala MTM. During the summer, when school was out, I was allowed to be home alone, sorta like latch key. Sometimes I would take a day home alone and dress up in make up, padded bras, panties, nylons, get into my my sister's clothes and her wig and then masturbate. My favorite was to dress up with the full wig and then jack off with the fall. The feel of the hair on my dick was/is just indescribable both physically and sexually. Intoxicating. And so it is to this day. I.m in my early sixties and still have a long, straight hair fetish. By happy (or perhaps, unhappy) coincidence to my hair fetish, during my life I was married to a certain woman for 25 years. It was dysfunctional the whole time in one way or another and we ultimately had no intercourse during the last ten years until divorce. That was 8 years ago. BUT... in that last 10 year time period, my sexual needs were meet EXCLUSIVELY with hairjobs. Ok, maybe a blow job or two. Anything but intercourse. She was glad to be let off the hook and I was now able to tune into a fetish I'd only dreamed about and so the bargain was struck. It was a match made in heaven (sort of). and lasted for about 8 or 9 years. I could and did get them whenever I wanted. And Sunday mornings were set in stone. Otherwise, I could either jack myself off with my wife accommodating me in various positions to put her hair on me or she would jack me off with her hair while I kicked back. .I am single now and retired and have a few "girls" who service me regularly. I have a small walk-closet with some wig heads positioned. I like to get stoned (I live in a cannabis legal state) and do some dressing up and retire to my fun room. I put on my favorite wig for the day and then jack off with my next favorite hairpiece.


#fetish   #hairjob   #crossdressing   #masturbation   #crossdress  


I confess that I tinker with the idea of getting my over a meter long hair cut. Everyone loves me because of my hair and everyone tells me how good I look and how amazing my hair is. I guess when I cut them short I won't get the same attention as now and I don't like that.


#cut   #attention   #vanity  


I am 19 and male. I just fucked an older woman I met this summer. I've been working on her for a while, finally she actually separated from her husband and invited me over. She is 38, has a nice body, isn't that attractive, but as I saw this summer she has natural blonde hair. In our flirting she let me pull her bikini bottom aside and I could see her blonde pussy hair. I got to feel her boobs, and never really got to pull them out since we were usually in or near public places. I finally got her into bed and almost lost my hardon. She hadn't shaved her legs, but with the blonde hair I didn't mind too much, and she let her pussy hair grow wild, it was all over her lower belly and pussy, spreading down her inner thighs, and up back to her asshole. Then I thought I'd finally get to see these really nice fully D cup titties and there was hair spreading out from the nipples. The hair on her body is blonde like on her head, but on her tits it's a light brown.

I am 19 and I am a guy. I pulled the blinds, and stuck my dick in her pussy and came. Luckily she did too, and I could escape. Not sure I'm going back, even though it was good pussy. I have a big, thick cock and her husband she said was only about 5" long and very thin, so it was really tight. I can't take hair on tits though.



I have been masturbating for as long as i can remember, literally since I was like 4. It all started when I saw a sex scene in a movie, the girl looked like she was having so much fun moving back and forth, so I wanted to do what she was doing. I layed down and cupped my hands over my pussy and rocked up and down, and I still do it to this day (I'm 16). I started watching porn when I was like 10. The first one I watched was about a teacher and a student, (it was the first one that popped up). When I was 13/14, I wanted to try inserting things inside me, and since then, I have had trouble finding things to satisfy my needs. I have used: a hairbrush, a toothbrush, a candlestick, my fingers, a sharpie, markers, makeup brushes, and my current favorite, a curling iron. I've used condoms and lube before, because I found my relative's stash in the bathroom and it was the best experience I've had yet. But still, I've not experienced an orgasm yet\, and I hope to soon. (also want to find better things to masturbate with).


#masturbation   #help   #hairbrush   #pussy  


I think if I could I would trade my daughter for another child. My daughter is disabled, not mentally, but she's in a wheelchair and she can only use her left arm which means so always needs help with everything. It's kinda stressful and exhausting to be there for her 24/7. 

I sometimes wish my child would be normal like every other child. She needs help in the morning to get out of bed because she cannot get up herself. She needs help in the bathroom, on the toilet. She needs someone to prepare her food. She needs someone to drive her to school. I have to pick her up after school, I have to help her do her homework..... the list goes on and on and on...I just want to have my normal life back. I couldn't sleep in in over 10 years!!! I confess that I sometimes wish my daughter wasn't born


#daughter   #mother   #confession   #badmom   #wtf   #disabled   #wheelchair   #horrible   #feeling   #bad  


I think I am going to break up with my girlfriend. She got her hair cut short and I do not like it. It just looks terrible.
I do not want to sound superficial but now she really looks ugly.


#hair   #short   #confess   #heartless   #breakup   #superficial  


I take the bus to work. And almost each day I see this mother with her older daugher, who is sitting in a wheelchair. The girl is completey spaced out and you immediately notice that this girl cannot do anything on her own. But I do not pity her or her mother. Secretly, I am almost repelled by them. The unpleasant smell of the kid is unbearable and even worse in such a convined space as the bus. She doesn't smell like shit, or urine or something.. more like a person who was bedridden for a long time and not able to wash themselves. Like she hasn't showered in a week or two, always greasy hair and stained clothes.
I get nauseous only thinking about it.
I know, daily life with a child who needs to be cared for 24/7 is not easy. But that just can't be it, can it?! Especially as the girl cannot take care of herself, shouldn't it be obvious to at least maintain a good body hygiene? I don't think that the girl would approve of that either...
I am really sorry that I also resent the child, even though I know she can't to anything about it... But that is just how I feel.


#disabled   #wheelchair   #bus   #family   #resentment   #disgust   #hygiene   #smell   #unwashed  


I just laughed at a guy in a wheelchair who got stuck in a gap in the street. He wasn't able to get out there by himself but I didn't help him either.


#wheelchair   #laugh   #streets   #help   #heartless   #confession  


I'm a 15 yr old FtM bisexual (Female to Male trans) and I get way too horny on a daily basis. I love the idea of being penetrated in both holes, I even dream of being tied up and abused by a dom. I have a hair brush with a handle that I love to stick in my vagina and I'd masturbate so often that I'd pass out and leave the brush inside. Sometimes if I'm too needy, I'd fuck myself senseless by shoving a brush in both my ass and my vag, rushing and muffling myself so no one in my family catches me. Because I'm Trans, I imagine having my own prosthetic penis and fucking myself with it. But honestly, it feels way too fucking good and I'm serious in looking for friends with benefits.


#horny   #confession   #hairbrush   #teen  


I wasn't exactly sure what category to put this under.
I have sort of a rape fantasy about some tall, powerful Chechen militant with long hair (one in particular I saw on google images) and I am ashamed of it but every time I think about it I get super hot and bothered.
I just want him to dominate me, whisper dirty things in my ear in Russian, claim me as his property, abuse me, love on me etc.
God, I need to get laid lol


#fetish   #russian   #rape   #soldier   #dominance  


Back in school, I did something I am not proud of.
During the break, me and some friends decided to smoke a cigarette. On our way outside, one of the girls I hate to that time, walked in front of me and because I was playing with my lighter, Iit up her hair.
Nothing happened. The next day, her beautiful long hair had gone.


#hair   #school   #break   #cigarette   #lighter   #fire  



Pray and roll the dice for #hair

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