Confessions tagged with 'masturbate'.

#2520

Submitted:

""

I've been living in a trailer home with my older sister and brother-in law for 10 months. The bathroom is a decent size but the door is a sliding door that is not level with the floor. I shut and lock it but can't close the upper half all the way. My sister works 3 nights a week and that is when my brother-in-law is watching me. I never noticed it the first couple weeks I was here but know he is doing it because I can see him moving outside the door and the lights go out. The shower is in a stall with a glass door and a direct view from the doorway. I knew then he was watching me when my sister worked nights and still have never done anything to stop him. I could cover the opening with a towel but shamefully like him seeing me nude. I'm not embarrassed by it and intentionally masturbate when I'm sure he is there. My sister would kill him if she knew he was doing this so I never say anything to her and let him think I don't know about it. He is sneaky about it and never comes over to the door until he hears the shower go on. The feeling I get knowing he is watching me just seems to arouse me. He is nice to me and we talk all the time but I just pretend I don't know what he is doing. When I masturbate in the shower I often have several orgasms and think by him watching me causes me to be stimulated more than usual. As devious as he thinks he is its a dead give away that he is looking in. When I get into the shower I can see the lights go out outside the door. When I get out of the shower the lights are back on again every time. Before I never had a set time to get a shower but now I always shower about an hour after my sister goes to work those 3 nights.

#2518

Submitted:

""

After my divorce 4 years ago I began renting a room in my house. Twice it was guys but last year a women answered my add and she moved in last December. She is 58 years old, works at Wal Mart, and is homely looking at best. She kept to herself the first few months although she could use the kitchen and have freedom of the house. She began coming downstairs in the evenings and would often find me in underwear or a robe. I did apologize but she is the one who said she didn't mind and it was ok since it was my house. By last March almost every night she saw me in my boxers or my robe and I was perfectly comfortable around her. I began leaving my robe untied exposing myself to her and she never said a word about it. There was no desire on my part to have sex with her but it became fun and amusing to me when I exposed myself to her. I then began leaving my bedroom and the bathroom doors open all the time and having her see me naked never once apologizing or having her say anything about it. Then back in May or early June. she saw me masturbating in my room. A short time later in the kitchen I came down with my boxers on and told her I was sorry she saw me jerk off. All she said was most guys do that all the time and it didn't bother her at all I couldn't understand why she wasn't offended by the way I had been exposing myself and especially when she saw me jerking off. I just couldn't figure out this woman. It was about a week after that when I came out of the bathroom naked as she was coming out of her room. I just stood there and asked her if she really did object to seeing me naked. Instead of being negative about it she told me I was handsome and had a nice body. I'm not sure how fast but standing naked there I automatically got a hard on which she noticed right away. Not sure where I got the guts to ask but bluntly asked if she would mind watching me jack off and she said alright. It was the first time she ever came into my bedroom and I laid down, put lotion on my hand and jerked off watching her watch me. All she asked afterwards was if it excited me more when she watched, to which I admitted it did. over the following month or so I got her to watch me 9 or 10 more times. Then it was the night of this past July 2nd she was going to watch me again when I asked her to do it for me. She never said yes or no only picking up the bottle of body lotion as I laid back in my bed. She not only jerked me off but played with my balls as she did it. From that night on she jerks me off a couple to a few times a week and all I have to do is ask. I have offered many times to masturbate her but she always declines. I have never touched her and never seen her undressed, not that I even care to. Since July I am naked most nights not even wearing my boxers anymore. She has told me many times since she enjoys seeing me naked. I asked her a few times if she masturbates but she always says it is not my business. She amazes me the way she is so easy going and so willing to jerk me off. I can't believe what a good tenant she turned out to be because originally I really didn't want a woman to move in. I have a girlfriend but only see her a couple times a week. She has been here only a few times but knows not what goes on in the evenings. When she is here and sees my woman tenant she's not the least bit concerned just by her appearance. Anybody who sees her would never believe the way me and her get along. She seems like some sad sack woman but I am certain she likes seeing me naked and enjoys jerking me off. I still don't comprehend how this all came about but am glad I took her in.

#2488

Submitted:

""

My parents bought a condominium last year in a real nice development that has a great pool, basketball courts and tennis courts. Our unit is ground floor and in the back is a driveway and access to the woods behind it. My dad is a dentist and my mom runs the office for him so I am alone often all summer and now back to school alone most days after school. It depends on how busy they are and most days don't get home until 9 pm or later. I'm 17 now and have plenty of games but not any close friends anymore since we moved. It was last summer when this first started and it began as embarrassment but soon changed into something my parents would kill me for doing. My room has a private bathroom as does my parents room. Mine is in the back of the apartment and one night as I got out of the shower I saw 2 girls running away from the window. I was sure they saw me naked and think I was mad about it but it was me who left the window open on the bottom. That was 11 months ago and within a week of that night I began letting them see me naked. Instead of being mad they looked in the window the thought of it began giving me a hard on. I started making sure they could see into my bathroom and my bedroom just by opening the window and pulling up the blinds. Over a few weeks times I noticed there were a few different girls outside and I think most of them were 13 to 15. I had it planned where I turn on my bathroom light and sit by my bedroom window until I see them coming down the driveway or out of the opening to the woods. The only one of these girls I know is Valerie who is at freshman at my school. There must be 7 or 8 other girls who have watched me but I only recognize one of them and don't know her name. When I know they are at the windows I get so turned on I masturbate, sometimes in the shower and sometimes in my bedroom. I didn't do it at first but started to let them see me pee sometimes. other times I undress in front of them and just go around my room naked bending over to pick up something just to expose my butt to them. I make sure my bedroom door is locked all the time incase my parents get home to early. I think most of those girls must live nearby someplace but only 2 of them I saw at school. I only talked to Valarie two times but the other girl I never spoke to and don't see her often at school Valarie has the same lunch period I do so I see her often but never talk to her. I think she was one of the first two girls to see me naked and think she is the one who brought the other girls. During the summer there were 2 or more girls out there a lot sometimes 3 or 4 nights a week. Last year during school it wasn't as often. Sundays my parents are home all day and also Wednesdays when the office is closed. Whats funny is the one time I did talk to Valarie she told my my dad was her dentist. This past Tuesday 2 girls were outside and both watched me jerk off in the shower and when I went in my room I just laid on the bed naked and watched tv. They were looking in for about 10 minutes then before they left.. I'm glad I don't know who most of these girls are but as long as they keep coming to watch me I keep letting them see me naked and watching me jerk off.

#2302

Submitted:

""

My neighbor Clara is a 44 year old naïve hypochondriac and lives directly across the hall from my apartment. I'm 73 years old, retired, never married and living alone once again. I have known her for over three years and we are sort of friends visiting each other often for snacks and dinners sometimes. She has always complained of medical problems but never seemed seriously ill or sick. Over the last year she has gotten much worse with her complaints of illness or just aches and pains. About ten months ago she began showing me areas of her body that hurt often exposing herself showing me areas of her breasts and often her hip and even the cheeks of her but. At the time I'm sure she did it innocently trusting my old age I presume. One night in particular I guess about 5 months ago she asked me to rub the thigh of her left leg baring the entire left cheek of her butt which I also took advantage to rub for her. With my prostrate problems I hardly ever masturbate anymore but that night aroused me enough to do so. I began to realize how naïve Clara truly is and began taking advantage of her buy offering to ease her pains regardless of where they might be. I started visiting her more often and instead of waiting for her to complain about something I began asking her where she was hurting. I got bold enough after a week or so to suggest she only wear a bathrobe or night gown when I come over which to my surprise she began doing. The first few times she had a bra and panties on which was fine with me since it had been years since I had seen a women in underwear. She unashamedly had me rub her legs, shoulders and allowed me to rub her inner thighs which had me achieve erections a few times. I got up the nerve one night and suggested to Clara that if she really wanted me to sooth her aches and pains she should not have underwear on. I did say I didn't want to embarrass her but mentioned my age and told her I didn't want to offend her either and that I had already seen parts of her private areas anyhow. Instead of being offended by what I said she only asked if it would bother me. That's the first time I ever told her I had a prostate problem telling her I was impotent and no longer interested in sex which was a boldface lie. The next night was the first time I saw her naked and although she doesn't have a perfect body she is still built well at her age. I controlled myself for a few weeks only touching her breasts briefly and letting the back of my hands touch her pubic hair. Little by little I took more liberties and finally the one night noticed how she was becoming aroused. This had me aroused also and I simply asked her if it was ok to touch her vagina and with that she only shook her head yes. I didn't finger her right away but without asking did fondle her breasts. By then I knew she was aroused and that was when I began masturbating her telling her she needed it to help stress and forget about aches. I know for a fact she had 2 orgasms that night and since then have been masturbating her twice or three times a week. Each time I'm with her like that I am able to masturbate myself when I get back to my apartment. I try to masturbate other times but have difficulty getting an erection. Even when I can get an erection its not nearly as hard as it was years ago but I am able to ejaculate. Clara is oblivious to how excited I get or the fact I am aroused by her. I never penetrated her anally yet but I do rub lotion on her anus and she seems to enjoy when I do. She allows me to bend up and open her legs apart and seems to have no embarrassment the way I position her. There have been times when she told me it humiliates her but if I ask if she wants me to stop she always says no. I only have to ask how she feels and if she wants me to come over at night. I have never exposed myself to her and think its best if she doesn't find out how aroused I get doing all these things with her.

#2093

Submitted:

""

My pregnant substitute teacher

This happend to me in fifth grade, I was just 11 years old and for a week, we had a substitute teacher, she was in her 20s and I think 6 months pregnant, on her last substitute teacher day before our regular teacher came back from a funeral, she wanted me to stay after school for a half hour, I couldn't figure out why. Then when the last bell rang, and every body else left, she called me in the back room, I couldn't still figure out what I did to make me stay after school or if the vice principal was going to come yell at me.

Then when she locked the door, she wanted me out of my shirt, so when I tok my shirt off, I offered to take my kaki shorts off too because I had on a striped panty like bathing suit underneath and she said yes. My substitute teacher lit up when she saw me in my bathing suit. Then she pulled off her smock and skirt, ohh woow! My dick got hard and suddenly wigled in my bathing suit when she showed me her little bare sliver of her rounding belly peeping out between the lace panel of her panties and lace bra. When I felt her baby, she felt my bathing suit bulge. I told my substitute teacher that day it was our secret and she agreed on the spot. When I got home, I went to my room, took everything off except my bathing suit and masturbated in it. No I didn't shoot cums till couple weeks later. That was almost 30 years ago that happened.

#2051

Submitted:

""

My sister stayed at my house for a few days and one afternoon came out of the bathroom wrapped in a towel. She was on her way to her bedroom and when she passed me I pulled the towel off to see her body.

For a mid-30 woman her body is average. I did manage to tough her breast and got hard immediately. Sister did try to get the towel back from me and we wrestled around some. I took out my penis and stared masturbating while she still tugged on the towel. Sis watched me, alternating looks from penis to my eyes. I shot my load in a kleenex and thanked her for her assistance.

Next day i walked around naked after shower and in the end of her stay we lost all our inhibitions. She trimmed her pussy with one leg up on the bathroom counter, with door and lips open.

I want to pursue a sexual relationship with her and will bring it up next time she visits.

#1762

Submitted:

""

I have tendinitis in my hand from masturbating too hard and frequently.