Confessions tagged with 'masturbation'.

#1445

Submitted:

""

O.K. I could have a problem... and then maybe not. I'll let you decide.

My 18 year old sister is a High School Cheerleader. She is real hot, 5'5", 120 pounds, tight waist and 32A Bra. She is toned, due to the workouts, and I really enjoy getting down blouse shots from her. Some of my favorite things to do is play scrabble or backgammon with her on the floor, and watch her bend over when she wears her "Night Tee Shirt's" that I stretch the necks on when I fold laundry so I can get the supreme "Bud" show.

One other thing I enjoy doing is photo shopping her head onto naked girls that have the same body type, as I don't have the balls to sneak nudes of her. When I make these photos, I masturbate, and produce a lot of precum. I take this and put it in her bra's. Well, one day when I thought she was out, I was doing my thing, and she walked in on me. She asked what I was doing, and I told her. I mean, I was caught with my pants down... literally.

After my confession, she asked to see the pictures... so I showed her. I have to say, I was really scared. She looked at them, and was impressed. I do a pretty good job, and fix skin tone and blend for good measure. She was also surprised to see that I had taken pictures of her cheerleader skirt and a pink bra that I had laid out on her bed. She asked why I did that, and I told her that it turned me on to know that my cum was on her breast's all day.

Well, with all that information, I figured I was in for a big problem. She started quizzing me on if I had sex before... no. If I had ever pleasured a girl... no. She said that she never had sex either, and I caller her a liar. She said, "No, Really... I have been afraid" She admitted that she masturbated allot, and I confessed that I did to... and I then received the "No Duh Bro." She then looked at me and smiled. "Hey" she asked, "Would you like to cum on my breasts for real?" My heart pounding and the blood rushing in my ears, I stammered a yes... but asked what the catch was. She said that if I gave her oral sex, because she did not want penetration, I could cum on her tits. "O.K" I said in a rush, "But you will need to show me what to do." "Oh, I will" she said.

She removed her shirt and shorts, and he panties very quickly. I am guessing she was as Horney as I was. Looking at her, she was everything I had imagined. Flat stomach, firm breasts that stood up on their own, with a slight "ski Slope" to the nipple... not to mention a bubble ass to knock me out.

She laid upon the bed, knees up, legs spread and pointed to a lightly shaved, dirty blond bush. She spread her pussy lips and pointed to the spot. As I licked she wanted me to dart my tongue into her from time to time. As I did, and basically French kissed her pussy, she would moan as my upper lip pressed against her sweet spot. She was so wet, I couldn't decide if it was my saliva or her juices. She then told me where she wanted me to concentrate my efforts, and she began to arch her back and moan. That alone... well, lets say that is the most beautiful thing I have ever seen. Looking up at her I noticed her breasts looked a tad lonely. I reached up and started playing with them. As I did, I brushed her nipples... she moaned louder... I then started twisting them between my thumb and forefinger... and she moaned louder and then said "DON'T STOP!" I didn't, and with spasm's, she came and came. My face was drenched. She then pulled my head to her and kissed me. WOW! Ever swap pussy juice with your hot sister before? It is great!

She then looked at me and said, "Your turn" I was so hard and Horney, It didn't take long to do my thing on her breasts, especially when she was pulling and twisting my balls. When I came on her breasts, she didn't wipe it off. She asked me for her bra. She put it on, with all my cum on her, and then put on her tank top. Then she walked over and said, "This is what you wanted, I do hope you are happy now." I was. She then told me I had to lick the excess from around her bra and neck so it would not be seen, so I did as I was told. She then kissed me again to get a blending of her and I.

After she put on her shorts, she grabbed her keys and sneakers. I asked her where she was going. "To Cheerleading Practice. I can wait to sweat and smell us together!"

Since then, we have given each other oral sex, as well as mutual masturbation. I cum in her bras still, but she rather I rub it on her breasts. I will miss her when she goes to college, so I will enjoy it while I can.

Oh... The pictures... well I had to erase them; however, she poses nude for me now, so I can masturbate to the real thing once she is gone. My favorite, her in her cheerleading skirt with her pink bra pulled down under her perfectly round 32A's.

#1227

Submitted:

""

When I was in 7th grade I discovered my cock. I loved how it felt when I stroked it. I didn't produce but a few drops of cum, but the feeling was fucking great. I also discovered that in P.E. on the rope climb, if I slid down with my legs wrapped tightly around the rope I could cum before I hit the ground. Again, not much cum, just a few drops in my underpants, but it was the orgasmic feeling.

I have been masturbating almost daily ever since, and I'm nearly 60 now. I have experimented with a lot of techniques, and about 10 years ago I found the joy of having something up my ass when I masturbate. I was a plant supervisor and had total access to the tool room. I would take a dowel and make a butt plug, wrapping it in black electrical tape. then I would go into the bathroom and put the plug in my ass. I worked my way up to using the 1 1/2 inch dowels. Then I worked the rest of my shift with this thing up my ass, and occasionally went shopping after work with the plug still in my asshole.

With this new found sensation, I wondered what it would be like to have a real cock in my ass. I have since been with several men, and although I've only been fucked once by a smallish cock, I did have a guy shove three fingers up my ass one time. I hate to admit it, but I think about cock all the time. I've sucked about 35 men, and most of those times he played with my asshole, even finger fucking me until I came. And now I frequently search for the next cock on Friday nights. But, that's a story for another time...

#1193

Submitted:

""

I love my toys, vibes mostly but I do have some other things that are really fun as well. I am quite a nerd actually, an Engineer with a degree in mathematics as well. I must be attractive, although I do not feel that way most of the time. I get asked out a lot but right now do not feel like having a guy in my life.

I have a Hitachi that drives me out of mind with orgasms. I have attachments for it also, I think I would be embarrassed if I added up what I have spent on toys. Last couple of days I have been extremely horned up and doing a lot of playing. My clit is still tingling from my last one, I have been on my Hitachi for about an hour straight and my clit feels like it is still on it.

I have been having fun at work as well, not trying to get into trouble, just love to have orgasms. The workers around me are all men, six of them. we all sit back to back in six cubicles with a round table in the middle for team meetings. Last week on a day when I was wearing a kind of loose top Brent and I happened to turn around and face the table at about the same time. He sits across the pen from me and we both had our buds in listening to music. I suddenly had the urge to flash him so I looked around at everyone else then pulled my top up and exposed one of them to him. His mouth dropped open and he just stared at me for a while. I smiled and turned back around and within seconds my IM was blinking at me from him. He asked me what that was all about and I told him to check his phone, no way I was going to chat about horny stuff to him on work IM.

I messaged him that I was horny and felt like flashing him, your lucky day I told him. He said thanks and told me anytime you want to do that just let me know.

#1069

Submitted:

""

This first started when she was about eight years old. She and my daughter are the same age and she would come and visit us and stay in the guest bedroom.

My niece has always dressed provocative even for a child. the tiniest booty shorts and tube tops or t-shirts. Her light brown skin on her flat stomach almost always visible.

She is very touchy feely and this is how I began to notice her. She would give tight hugs and with me being taller she would reach my waist and her face many times rested on my crotch. As time went by I would make sure to wear loose shorts so that she and I could feel my penis on her face. I swear sometimes that she knew what she was doing.

I would bathe her and make sure she washed up real good and the view of one of the most beautiful pussies presented itself. It was like looking a tulips, her puffy pussy lips needed to be licked.

After putting the girls to sleep my wife and I would have sex and all I could think about was her pretty pussy. I would come and we would fall asleep. Or at least she would.

I would sneak out of the room every night she spent with us. At first i would arrive to the edge of the bed and just watching her breathing was a turn on. I would pull out my cock and play with myself over her. The first time I came all over her as I could not hold back the excitement of the forbidden.

The next night I crept into her room and this time I became much bolder. I would shake her to wake her but this child could sleep.

Her body completely limp and once again with my cock pulled out I reached for her hand and placed it onto my dick. Her hand fell off and I would do this repeatedly. I finally got her to grab my dick and I moved her tiny hand back and forth. I exploded all over her hand and the bed spread. I cleaned up and went back to my room.

The third night was out of this world. I quietly went into the bedroom and approached her. I tried to wake her again but she was out. I removed the blanket from on top of her and then proceeded to remove her cotton panties. She did not budge as I aggressively moved her around. With her panties at her ankles and sleeping on her stomach I began to massage her tight little ass cheeks. The nightlight gave just enough light so that I could take in the beautiful vision before me.

As I massaged and caressed her ass cheeks I began to part her ass cheeks. I removed my pajama bottoms and underwear and took a bolder step and climbed into the bed with her. I spread her legs apart and she still would not budge.

What happened next has only happened with her and to this date is still the source of many of my jack off sessions.

I positioned myself between her legs and lifted her towards me so that my cock rested on her ass cheeks. I began to rock back and forth between her tight cheeks and

in just a few strokes I burst my cum all over her ass cheeks and onto her pussy lips. The flow was incredible unlike any other time. I re-positioned her and without any hesitation I buried my face into her and licked her clean of all my semen. I spread her ass cheeks and licked her hole clean as well as took a few licks and slurps on her puffy lips that protected her love hole. It was during this time that I felt a reaction from her. She clinched her ass tight around my tongue but never awoke.

I quickly dressed and went back to my room where I had to have my wife. She had no idea of the source of my intensity.

The next morning I checked up on her mostly to make sure I did not leave a big mess but all was well.

This has happened several times over the years and on some occasions I am almost certain she has been awake. Not confirmed but just a suspicion.

I have never penetrated her nor plan on doing that but the fun you can have with a sleeping niece is the greatest.

#1044

Submitted:

""

"Exhibitionism". When I look that word up online it involves men 90% of the time. I'm 17 now but The first time I let a boy see me naked I was 12. I quess I did it because I developed fast and was proud of my body. His name is Bret and he is the son of my moms best friend. They came to our condo a lot to use the swimming pool. He is a little older than me and my mom was outside and I didn't know he was here. I was in my bra and panties getting ready to put on my bathing suit. My bedroom door was open a little bit and I kinda seen his reflection in my dresser mirror but when I turned around he ducked back out of site. He is a dorky guy and I just stood there a second looking in the mirror and again he peeked in. I don't know why but I wasn't the least bit embarrassed that he was watching me. I took off my bra and panties and just stood there naked for awhile. Then I put my bathing suit on looked at myself in the mirror and took it off again then put on a different bathing suit. When I did this it excited me and I guess I was aroused by it. When I walked out of my bedroom Bret was gone and when I went into the living room he was watching tv. I just said hi and that I didn't know he was here. That was just the start of it and over the next few years Bret would walk back near my room every time his mom and him came. Most of the time I knew they were coming and I actully made sure I was naked knowing Bret would come down the hallway to my room. It took awhile but I even masturbated on my bed sometimes when I knew he was right outside my door watching me. My mom and I lived in that condo until I was almost 16 and over those years there were a few other boys and even 2 men who saw me naked. I would open windows when my mom was out and parade around the condo naked. Hoping and looking for one of them to walk by. Where we live now is a bungalow closer to the beach, that my mom bought with the money she got from my dad after their devorce. Its small but real nice and my bedroom is big with my own bathroom. Its in the back left corner of the house and even though I started leaving my windows open enough for somebody to see inside there was never anyone there. Bret and his mom still came a lot and he still sees me naked a lot of times but I wanted other guys to also. Last October is when when I got the idea to tell a boy to look in my bathroom and bedroom, but couldn't figure out how I could do that without acting like a pervert. One day I was on the beach and there were two boys near me and the one boy I didn't know but I knew he lived nearby. Thats when I thought about writing a note. They just got there so I went back to my house and wrote a not something like this. I just thought up names and wrote "James: theres a girl who leaves her windows open and I can see her naked at night. She lives in the green bungolow on S------ Avenue in the back room, signing it David". I went back to the beach and when they went into the water I dropped the note on his blanket. There are 4 boys I know of that see me naked a couple times a week and there might be more because its always dark out when they show up. They not only see me naked but I even shower when they are out there. I don't masturbate everytime but do let them watch me at least once every week. They are all younger than me I think 13 to 15 but they come a lot and the nights they don't I just watch tv. My mom is out a few nights a week so if I have friends over I never leave my windows open. I'm afaird to let my boyfriend see me naked but we do make out and has seen my breasts a couple times but I never take everything off. We don't go all the way but I do jerk him off sometimes and let him finger me. I do masturbate a lot and Bret still sees me naked a few times a month and he is still a dork. I just like boys seeing me naked so it must be that I am an exibitionist. I can't explain how much fun it is for me and it gets me turned on when they see me nude.

#996

Submitted:

""

My parents are away on business trips almost every weekend so I stay at my grandma's house. Since last year I think there are somewhere between 7 to 10 neighborhood boys who have seen me naked and have watched me masturbate. They climb up on the garage roof which is connected to the house and can not only see into the spare room I sleep in but also the bathroom. They are all younger than me but the only one I know is a kid who lives a few houses down from my grandma's house. I know his name is Ryan and have seen him outside but have never talked to him. It started with just him but then he started bringing other kids with him. I don't think any of them are even in high school yet and think most of them are 12 or 13. I'll be 17 in September and have been letting them see me naked now for over a year almost every weekend, mostly on Friday and Saturday nights. A couple times I know there were as many as 4 boys out on the roof watching me. It makes me so horny I just keep doing it and on purpose open the windows and blinds so they can see in real good. They usually come after about 8pm so I just tell my grandma I want to shower and watch tv in my room. I sit in the dark waiting for them to climb up on the roof then I go into the bathroom and start getting undressed. Most of the time there are two or three of them and I am so excited about it I want to masturbate right away. Once I'm naked I let them see me shower and shave my legs but not only that I started shaving my pubic hair about 8 months ago. I don't usually masturbate while in the shower but sometimes I am so hot I do. Most of the time I go back to the bedroom and masturbate on the bed. I think knowing they are watching me is what makes me cum so many times. Except for Ryan I don't know who any of the other boys are and because they come when it is dark outside I don't really know how many different boys have watched me for sure. I live about 15 miles away from my grandma so I don't have to worry about seeing any of them where I live. I really don't want to know who they are and don't want them to know me either. Ryan might have been watching me before I found out he was but when I did notice him on the roof I was excited rather than upset about it. I never did anything like this before but all I know is that by them seeing me naked it makes me so aroused I can't control myself. I used to complain to my parents about having to stay at my grandma's asking them to stay home alone. Ever since I began letting the boys see me naked I don't complain anymore and am dissapointed when my parents stay home some weekends. I use to hate it when they went away but now look forward to it. I can't believe what I let these boys see me do and there where times I even changed tampons knowing they were at the window. When I masturbate on the bed I purposely have my legs wide open facing the windows. I even get on my hands and knees spreading my legs with my butt facing the windows. I do things in front of them I never considered before and intentionally walk right up to the windows naked. I even play with myself standing up sometimes and also play with my breasts. I know I should feel shame or remorse about doing this but it excites me so much I don't have any regrets about it. At home I never do anything like that but do masturbate often. I have dated a few boys but have never had sex with any of them. I did let one of them feel me up once but even none of them ever saw me naked. I'm not sure why but having those boys see me nude most weekends has made me very happy and more aware of my sexual feelings. I've been masturbating for a few years now and think I was still 12 when I started. With the boys watching me it is much different because I orgasm a lot more than when I am alone. Just knowing they are on the roof I keep masturbating after I cum the first time and just continue to have orgasms. I don't really know but those boys are old enough to masturbate themselves. I can't see them but am pretty sure they get erections when they watch me or at least I hope they do. I never let on that I know they are out there and hope they think I don't know they are. I never look directly at the windows but many times have been able to see some faces, even though I still don't know how many boys have watched me.

#762

Submitted:

""

I'm hosting the meet-up this month and I can't wait! 12 of us get together once a month to satisfy the craving taste for cock and cum. I love looking at the variety of dicks pointing in a circle poled straight and at full mast. Once everyone is spoked on the flesh wheel, we fondle each other, left hand on our own member, the other hand on our member to the right. Our wheel of flesh plumps with desire writhing with the promise of cum for all. The cacophany of sighs, hisses, grunts and groans fills the air and triggers the members to a free for all. From our daisy chain to our cock train sucking and fucking each other in the round.