Confessions tagged with 'masturbate'.

#1726

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My sister and I have a strange relationship. It all started with her catching me jacking off on her bras. I would blow my load into her 32ba cups, pub them together and let them air dry, then place them in her drawers. She would put them on and wear me against her tiny tits all day. What a turn on for me.

Well one day when I thought she wasn't home, I was photo shopping her picture onto topless girls with small breasts and girls in bikinis with down blouses and under boob shots. I even took a pic of her cheer leading skirts and would put that on the topless pic. WOW! So real. I would stroke with her bras because they are so smooth against my cock. Well, she busted me.

"What are you doing" she yelled. Well, all thumbs and fumbles... what to do. I pulled up my shorts and told her that she may as well see. I showed her the pic's and what I could do. She was impressed and not as grossed out as I thought she would be. She asked if I had more, so I showed her.

After the tour of 100 pic's or so, she said to me that she was actually turned on, and had no idea how beautiful she could look. I told her that she was beautiful, and her body was all I thought about. I came in her bras so I could be closer to her. Well, now she was really turned on. She asked me if I wanted to finish jacking into her bra while she fingered along with me. "I always hate fingering alone, and I might be fun" So he did, looking at the pic's I had made of her. She pulled up her shirt as she did to show me her real breasts, not the photo shopped picture breasts, and I came immediately. I caught a full load between the bra cups and pushed them together.

"STOP" she moaned, as she continued to finger. "Let me put it on while it is still wet" She climbed onto my lap and I took over fingering her while she changed out bra tops. She said she liked how it felt against her breasts and while wearing the bra, rubbed the cups against her breasts. Well this just made me harder, and she took over tugging me as I fingered her... she came and I came... again, to which she put that small load into my mouth for punishment.

"You lick my fingers and swallow that or I'll tell mom." So, I did. Now when she is horny, she wants to see the real pictures I took of her posing and my photo shopped ones. She still likes to wear my cum all day, and when she sweats during cheer practice or a game, she says she can smell my cum. Who knew? Well, time for a refill, she is ready and I am precumming just writing this.

#1549

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I was watching some porn and just wanted to tease my pussy. But then i just realized. I cummed. Fucking cummed in my pants. My pants are wet. The cum is like gushing at once. I was surprised myself.

#820

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Im a gay 20yr man going on my 3rd week on campus. One of my original roommates just moved down stairs and who replaced him is someone that fits a culture i often fantasize about and watch porn to. This guy is a beautiful shade of dark black muscles and thin defined toned body! Im in Flint Michigan so theres alot of guys who are thuggy and acts so tough he fits the bill. So far i hav took his underware and jacked of to their smell multiple times. Late at night when he thinks everyone's asleep he jacks off the most beautiful long thick perfect dick i ever seen (typing this now makes me hard). I join in as i see his body start to climax and i have ejaculated with him multiple times! but he has no idea! i love his ghetto mannerisms it turns me on soo much! I jack off when im alone to the thought of him taring my ass open and fucking my throat! None of my roomates has any idea im gay! Thats only because they haven't asked!!!

#678

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I really LOVE summer, because I like down blousing.

We went to amusement park the other day, and I could not believe all the woman there with smaller breasts, {A-smaller C cups are my favorites}not wearing bra's, or wearing bra's that didn't do anything but show me nipple.

I have, through the years, become a "Nipple Connoisseur" Well, this time, I got caught big time. I never took any pic's before, and had wanted to see if I could get away with it. There was a girl, almost a B cup at most, tank top, strapless bra that was too big and an angle face, leaning over to fix sandalndle. I got the perfect view of an erasser nipple, went to snap the pick as she stood up so I could get her pretty face with the nip shot... BAM! Got caught. Ya know those camera's make noise like a shutter if you don't turn them off... oops.

She was there with friends from school, just graduated... and yes, she was 18... and said, "Let me see it" well, I told her I didn't get to see it, so she stood next to me and made me show her. Well, I got her face, but no boob. Whew! She said if I bought her lunch, she would not tell the park, and I told her for what? She said buy her lunch, and it would be worth it to me.

So we left our collective friends and I took her to get a cheese coney and a coke. After, she asked to see my camera. I was a bit hesitant, but said O.K. She left for the bathroom, was gone for about 10 minutes and returned. She told me "Thanks for the lunch, and enkoy masturbating to these" and she left.

As I looked at the pic's, she took Nip Shots, Tit Shot's, Stood in front of the mirror shot with short shorts exposing her landing strip and top up to show those perky tit's and some other pic's.

I caught up with her and said, "Seriously??" she replied that she would never see me again so why not. I told her.. "Well, if that is the case, I have a friend that works here and he will let me use his office... let me jack off to the real thing." Now I know that was brave, but what the hell, I was in this far.

She said only if she could take pic's of be masturbating. what the hell, I got Doug's key and off we went.

In the office, she underssed and I dropped my pants. I was so horny, I was already precumming, so it was a smooth session. she let me touch her breasts between her picture taking, and I got a few more for me of her fully nude. She then let me masturbate her with my precum, cause it was a lot and at that point, I couldn't hold back, and came hard and hit her belly. I then took my hand and what jizz was left on my cock and on her and used it to finish masturbating her along with some fierce nipple sucking. She said no sex, cause she was still a virgin.

After she came, no clean up, she just pulled up her shorts, licked what cum was left on my cock and hand, french kissed me and left.

Now you ask, am I worried about her having picks of me? No. What the heck. Not gonna be a politician anyway, and I have some of her, so it is a stalemate.

Well, off to jack off. You know, she really is hot. Oh, and becareful using a camera. Just rely on your memory

#589

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i recently found out that i get turned on when i see videos of guys jerking off and that i love to play with come when my boyfriend fucks me..

i like to have anal when i get worked up to it..

im a nympho, and it pisses me of that my boyfriend doesnt want to have sex as often as i do and that im forced to play with the shower or masturbate..

#554

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A few months ago, my beautiful wife, Julie, read the popular book "50 Shades of Grey". It was obvious that she was very turned on by the story. She started telling me about it, a lot. After more than a few conversations, I suggested she read "The Story of O", and, I gave her my copy. She liked it, but, not as much as "50 Shades of Grey". After a few conversations, I decided to surprise her by bringing a riding crop home.

I made her take off her clothes, tied her wrists behind her, and, started to tease her with the crop, as she knelt on the floor. I ran the tip of the crop, slowly, all over her beautiful ass. Before long, I lashed her behind, once. I made her wait for a second lash, letting the sting soak in, before giving her a second. She started to cry. I wound up only whipping her three times, but, she seemed to like it. We had some really hot sex, afterward. In the days that followed, we dabbled in a little more S&M, each time. I made her suck my cock. I made her masturbate for me. We played with different scenes. But, I was always dominant, and, she, submissive. We were having fun, but, it was never the kind of over the top sexual experience I thought it could be.

Then, one night, Julie said she'd like to try reversing the roles. I didn't want to admit it, but, the thought really turned me on. I told her that, maybe, some day, I'd consider switching with her, trying not to let her know how good the idea sounded. We continued on the same path, for a few more days.

Then, one night, I came home from work to find her waiting for me, in her sexiest bra, panties, stockings, garter belt, and, pumps. I was, barely, in the door, when she told me to take off all of my clothes. There was something stern, in her voice, that let me know she meant business. And, who was I to argue? I stripped off all of my clothes, leaving them in a pile, on the floor.

She took my hand, and, led me to the bedroom, saying, "Have I got a surprise for you!"

She took me into the master bathroom, opened the shower door, and, told me to get in. Once inside, she picked up the bottle of Veet hair remover, and, started putting it on my chest and stomach. As she did, she began telling me that from now on things would be different. She told me that from then on I was to take all of my clothes off, as soon as I got home. I was to keep my body smooth and hairless, on my own. She started putting the hair removal cream on my pubic hair, as she went on. From then on, I was to be her slave, and, do exactly as she wished, without question. I didn't know why I was allowing her to do this to me, but, by the time she was done, she'd put the cream on my chest, stomach, pubic hair, legs, back, and, buttocks. After waiting the required time, Julie told me to turn on the shower and rinse off. As I watched the hair swirl down the drain, she said that, now, I would know how it feels to be, totally, smooth and hairless. After all, I'd always expected her to stay that way. As I finished rinsing off, she asked if I didn't like the way it looked and felt. I had to admit I did.

After toweling me off, she took me back into the bedroom. I was a little more than half hard as she told me to kneel on the floor. I knew what was coming next. She fastened my hands to my ankles, with cuffs she'd bought just for that purpose. With my ass jutting out, she started to run the riding crop over my ass. Oddly enough, it seemed to be making my cock get harder. When she, finally, lashed me, for the first time, my cock got even harder. It stung, and, hurt terribly. The second time she whipped me I started to cry, but, my cock got even harder. After she delivered her third stroke, I thought I was going to explode. After that, she stopped.

"All this has gotten me awfully turned on!", she remarked. "Now, I think I'd like to watch you masturbate!"

She released me from the cuffs, climbed into the bed, and, demanded that I stand in front of her, and, jerk off. It was one of the few things I'd always, steadfastly, refused to do in front of her, but, I was so turned on, and, she was being so forceful, I dared not refuse. After I had cum, she tugged her panties down, and, ordered me to eat her pussy. Afterward, as we talked, she got me to admit that I'd really loved it, and, that it was the sort of over the top sex that we, both, craved. She said she'd loved being the dominant one. Then, she asked if I'd consent to being her total submissive. She made me say that I would. That night, after our conversation, we fucked, wildly.

The next night, when I came home from a long day at work, she was waiting for me, again. She nodded, for me to strip. She wore black panties, a matching bra, stockings, and, a garter belt. Sitting on the couch, she motioned me toward her. On the coffee table, in front of me, was a pair of pink bikini panties.

Nodding toward them, Julie ordered, "Put them on!"

As I put them on, she told me that from then on, I was to wear them, under my clothes, all day, at work. They fit perfectly. She liked the way they looked on me. She started to tell me that she would be purchasing more of them for me, but, changed her mind, and, informed me that I'd be buying my own panties. She would take me shopping, but, she would make sure the salesgirls at Victoria's Secret knew they were for me.

"Now, take them off, and, kneel. That's it. Bend over the edge of the coffee table. Hold the sides. Don't move your hands, or, it'll be much worse!", she ordered. She went on to tease me with her crop, then, give me five lashes. She left me there, crying, then returned with the bottle of Astro-Glide.

"You know what to do, my sweet little whore!", she cursed.

After I had masturbated for her, she had me use her glass phallus on her, then, eat her.

That night, after that, she made me sit, in my pink panties, as she put make-up on me. The results were amazing. We fucked, twice, after that. In the days that followed, Julie kept dressing me like that. She took me shopping. I wound up buying a dozen pairs of panties, for myself, at Victoria's Secret. She made sure the salesgirl knew they were for me. The salesgirl seemed very nice, and, not at all taken back by it. We made friends with her. Little did I know, it wouldn't be the last time I'd be seeing her. Julie took me to one of those shoe warehouse kind of places, and, converting my shoe size bought a pair of pumps that fit me. I was to wear them, at home.

Then, one night, after I came home from work, Julie told me she had a special surprise planned for me. She told me to put on my panties, did my make-up, and, made me put on my pumps. A few seconds after she'd finished with that, the doorbell rang.

"Go answer it!", she ordered, as she followed, close behind me.

As I approached the door, I could see, through the side light, it was her best friend, Suzanne. I tried to turn, and, go back down the hall to hide, but, Julie reminded me that I'd consented to do anything she wanted.

"Answer it, I said!", she ordered.

I opened the door, and, ushered Suzanne in. The rest of the evening is another story!

#544

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I'm a 37 year old female and have never been in a long loving relationship. I suppose you could say I am only semi attractive but I do take care of my body. My last boyfriend was a drunk and began beating me at times so I moved to another part of the city. I moved into a very small rear apartment and within the first week realized a man in the next building was peeking into my apartment at night. As he would see my bedroom light come on he would go out into the driveway and come up close to my window. The way the apartment is set up he can only see into the bedroom where the window is low enough. I had been without sex for quite awhile and why I started this I truly don't know. I began to give him a show every night he was out there and when I was sure he was out in the driveway I would get undressed letting him see me nude. It aroused me knowing he was watching me and after awhile I began masturbating with the knowledge he was at my window. A few months went by before I actually met this man, finding out his name is Ben and I also met his girlfriend. They are both in their late 50's and although they don't live together I see them and speak to them often. I estimate he sees me nude 3 or 4 times a week and even though I don't masturbate every time I do very often. I almost always use my vibrator and expose myself to him in every way possible. His girlfriend is a very nice lady so I'm sure she doesn't know anything about this. I have had a boyfriend for the last 7 months and the first few times he stayed over I made sure Ben couldn'see in. Then it I began thinking of how erotic it would be if Ben did see me having sex. I aleways had the bottom of the window open a few inches but now if my boyfriend is here I only have it open about a half inch. I purposely checked it once long ago to make sure Ben could see inside with only a crack of the window open. Then I began leaving lights on when we do have sex and know now Ben has been witness many times over the last half year. I can't believe how this turns me on knowing I am being watched by him. I send my boyfriend into the bedroom telling him I will bring in wine or a beer but my main concern is that Ben is in the driveway. I turn off the kitchen light and peek outside to assure myself he is out there. Before I even reach the bedroom I am aroused just by the fact I know Ben will watch us that night. My boyfriend has told me I am aggressive in bed but the main reason I am is because I know we are being watched. I always give my boyfriend a blow job and he normally performs oral sex on me. It sounds crazy I know but I often suggest my boyfriend have intercouse with me in different positions which he is more than willing to do. I still masturbate several times a week for Ben but am always excited more when I know he is watching me have sex. I even introduced my boyfriend to Ben and his girlfriend and we often see them outside. I had never thought about doing such a thing in my entire life but now I am dissapointed when Ben isn't at my window. Sometimes he asks when I will see my boyfriend and often asks when I will be home from work. I never thought much about it at first but think he asks me so he can be availiable to watch me. My boyfriend is mostly here on weekends so I think Ben avoids seeing his girlfriend when he knows he will be able to watch us. During the week he is almost always in the driveway after I turn on the bedroom light. I don't know where he goes but he is never around on Sundays and Tuesdays but know he is out with his girlfriend either on Friday or Saturday nights but never both nights. We have normal conversations and he is never afraid to ask when I will be home or what night my boyfriend is coming over. I know why he is asking and am glad he does ask. I'm positive he likes watching me naked and maturbating and surely likes seeing me have sex with my boyfriend. As much as he must enjoy it I am absolutely thrilled and aroused out of control when he does watch. I have become so addicted to Ben seeing me naked it has become the most satisfying thing in my life. I know its a kinky thing but it is so stimulating I can't explain how I feel even when I am alone.