Caught Masturbating

… I’ve been caught many times, but one time was the best! When I was 18, I was on a cruise ship, and I was masturbating in my stateroom. I had a porn video playing so I didn’t notice that the steward had come in. He was young, only 21, and he just looked at me and asked if he could join! Without waiting for an answer, he jumped on the bed and pulled down his pants! After that, we met everyday for the next 11 days at the same time to do it mutually and individually! We even sucked each other off thrice!

… I got caught masturbating by my mom when I was 11. She walked in on me while I was having my first time. I had actually watched her doing it through the keyhole and decided to try for myself and i wasn’t doing too good. Mommy just took my finger, stuck it on my clit for me and closed the door. I was so embarrassed that I put my pants back on and quit. A few days later I tried again and got my first orgasm. I’ve never quit jilling since. It was best after I let a boy fuck me once, then I wasn’t cherry any more and starting sticking things in myself. I used to pretend I was sick to avoid family outings. As soon as they all left, i would strip and start going around the house fucking myself and jilling off. I would do this for hours. I’ve been married now for several years and i just love to get myself off while my husband does me doggie style.

… i watched my sister in the bath thru the keyhole and wanked myself when i was bout 12. It was great till my mum caught me! so embarrassing!

… I was caught once. I was hanging out with my friends and I really had the urge. I was too nervous to do it in front of them so I went into the bathroom and said “my stomach is bothering me.” a few minutes later I heard a sound outside the bathroom and I realized they were outside the door listening to me masturbate. I was horny and said “okay I know your out there, either join me or go away.” Then I unlocked the door and they both walked in. They pulled down their pants and began jacking off with me. It was an awesome experience and we do it together a lot. Now we are very close friends.

… I was 16 at the time but I was going ta a buckeye game with my cousin. Well during the stay I’d go down 2 the basement and of course jack off. Well about the 2nd day of doing this I noticed a lil giggle and there was my 14 yr old female cousin. Now wen I saw her and I froze. She giggled again and said I won’t tell as long as I can watch.

… I used to share a large apartment with pretty young violinist. She was only about 5ft tall and had an amazing body. She had a boyfriend and I pretended we were just friends, but when she would go out I would find her dirty g-strings (tiny!) and hold them to my nose and tongue while I fucked the corner of her bed doggy style. One afternoon I was but-naked, sniffing her g-string and fucking her bed when she walked in! I didn’t even hear her coming up the stairs. She was shocked and looked like she didn’t know what to say. I was like a rabbit caught in the headlights. No point int running and not wanting to expose my huge hard-on. Then she seemed to have a thought and she told me that she didn’t mind and asked me to keep going. I stood up and she sat down on a chair, fully clothed, and watched, not saying anything. I stood in front of her, about two meters away, my erection pointing straight at her, and slowly stroked myself to climax. When I came I watched her face the whole time, and it shot across the gap and some stuck to her jeans. She smiled and said that it was beautiful, and that she’d like to watch me again some time if I wanted her too. Afterwards I was a bit embarrassed, and didn’t know how to ask for this again, but she did once leave me a pair of her dirty underwear under my pillow.

… Once, when I was 14, my two sisters (we are triplets) caught me masturbating and they asked if they could watch cause they have never watched a boy spank it before. I told them that they could join in if they’d like cause I’d never seen a girl jill-off, and so they joined in. I had never had an orgasm quite like that one before. All that summer when our parents were away, we would have a three way masturbation fest and sometimes oral. All three of us are married now, but we still get together each summer and have threesomes.

… Once my stepmom came home late and her bedroom was across from mine. I watched her strip down to panties and a garter belt and stockings. She had 38DD breasts and I could not take it and frantically began jacking off. She turned around right at the moment of no return, and watched me unload, smiled at me, and walked into the bathroom.
She never commented about the experience.

… One evening I couldn’t stand it any more and as soon as my shower was finished I decided to get a hold of myself. My mother was the only other person at home and she was making diner. I dried off some and then closed the door and sat on the toilet. I get a hold of myself and the feeling started rising almost instantly. I leaned back and closed my eyes. I didn’t know what was going to happen. I felt myself coming to a point I couldn’t describe then but I wanted to see what was happening. I looked at my penis in hand and I could see even more. I seen my mothers legs standing in front of me. I stopped what I was doing and looked at her face. It didn’t tell me I was doing anything wrong. Quite the opposite. It seemed a look of approval. I immediately said, sorry mom. No need to be sorry she said. That is natural for people to do. She told me that she just didn’t expect me to be doing that at my age of 12 then. She asked if I had been doing it for very long. I told her it was my first time. I explained how I felt all mixed up.

Mom asked if I knew what would happen and how it happens. I said I didn’t. She explained how masturbation works and that it would end with me squirting out semen and having an orgasm. Then she had to explain what both of them were. She told me that my father and I needed to have a talk about sex and it would be beneficial for the remainder of my life to pay close attention. I told her I would. I was relieved that I wasn’t doing anything wrong. She did include that whenever I wanted to do it I would need to do it in a semi private place so my sisters didn’t see me because they wouldn’t understand at all at their age. I assured her I wouldn’t. I asked if girls do this too when they get older and she said they certainly did. I then asked if I would be able to continue doing it tonight and asked if I could do it with a soft penis since I was no longer hard. She told me that it is best hard and that as soon as I started again it would be hard. She then asked if maybe she could help me get started?

Being so comfortable with my parents I was happy to have some assistance. She said that this is something that must never be spoke about outside our home. I agreed. With that she reached down and took my penis in her hand. For some reason it felt different then any other time she had touched me in my life. She reached above the sink and inside the cabinet was some baby oil. She squirted some into her hand and again put her hand around my now hard penis. She told me that it is always better if I use some type of lube. She was starting to stroke me while having what could be considered a normal conversation with me. I was starting to tune her out though while my sensations in my penis were growing. I think it probably only took a minute but I started shaking and she kept saying things like that’s a boy. Mmmm, you must feel so good, Cun’on now. Let it go. That’s just what happened. It let go. I hit my face with it. It was on my face, my chest and on her arm. She took her other hand and wiped it off my face. Wow, she says. You must have been waiting to let that go for some time. I agreed with her comment. It was incredible. I had never had such a feeling in my life up to that point. I was now stricken with the desire to feel that again. I asked how many time I could do that. I learned that at my age I could probably do it right away but it would probably be best to relax some first and take it what I just experienced. She grabbed a wash cloth and cleaned me up and said I should get my homework done and then we’ll have dinner. Later that night I got to experience it solo. It want as good but still incredible. I still masturbate to this day even married with a great sexual relationship. Mother helped me out a few dozen times. I think she probably taught my sisters too.

… I was having some repair work done at my house and a young very cute girl (about 19) showed up to paint. She was the only person in the house with me. I showed her the room and told her that I would be upstairs in my office if she needed anything. I have no door to the upstairs office so it offers no privacy when someone is standing at the top of the stairs. I began to surf porn and masturbate with my pants around my ankles and the computer screen in full view of the stairs. I heard the young girls downstairs rumbling around and talking on her phone. About 10 minutes into my masturbation session I heard her young, shocked voice say from just behind me “Oh My God”. She had come upstairs to tell me that she needed a ladder to reach the ceiling and to ask if I had one but instead she walked in on me masturbating. After her initial shock she began to laugh a bit and to apologize for not knocking. I told her that I was very embarrassed and she eased my mind by telling me that it would be our little secret. I still jack off thinking about how hot she was.

… One nite when i was 14 I was baby sitting for my neighbor. she had twins who were real young I put them to bed at about 8 that nite. Well after about 2 hours of nothing on tv i was bored. So I went exploring i went into her room and after opening a few drawers in found 2 sex toys and a few porn dvd’s. I put one in the player and started to watch it I could feel my panties getting wet. So I pulled my shorts off and panties and got her vibe and went to town with it. I had heard from some friends who said they work nice. I was really into it when I looked up and there she was. She no need to stop and went out. A few minutes later I went to the living room and she said feel free to use them when ever I was there. After about 6 months she bought one for me. I still have and I am 38 yrs old now.

… My wife and I had been dating for a couple of years. I was visiting her with her at her parents. I was taking a shower downstairs but had failed to lock the door. I had a very hard and painful hard boner that I was jacking off and just then my future mother in law walked in with me stroking hard. I was shocked to see her standing there. She smiled saying “I know my daughter will be happy with you. She tells every time she sees a bull have sex with a cow or a stud have sex with a mare on our farm and dear you are sure big.” Then, she walked out.

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7 thoughts on “Caught Masturbating

  1. I was a later bloomer and discovered masturbation at the age of 17. That was 30 years ago and still masturbate whenever I get the chance even after 20 years of marriage, we enjoy a healthy sex life, but I still love that time of solo sex. The first and only time I got caught was on a cruise ship in the steam room. Being on vacation makes me relax, forget the stress of the workplace, and frankly–horny as hell. Well, it was the beginning of our trip and we decided to stay late by the pool and spa as other guests went to dinner. As we were preparing to leave the pool, I mentioned to my wife that I was going to relax in the sauna/steam room while she got ready for a late dinner. It was amazing that no one was around. The steam room was located in the men’s locker room away from the showers and dressing area. I stripped down to nothing–usually I am embarrassed to be naked in the locker room but I had lost my inhibitions and I didn’t care. I grabbed a two towels, one around my waist the other over my shoulders. As I entered the steam room, it was hot almost too hot but I managed to adjust. After a few times of staying in the steam, then coming out and jumping under the cool shower, I was really worked up with the hardest erection I have ever had–so it seemed. As I went back into the steam room, I sat in the corner away from the door so that if someone walked in, I would have time to stop. I sat on the bench, opened my towel and really really gave my hard dick the jerking of it’s life! You could hear my fist pound the flesh and the slapping noise it was making. As I felt the pressure rise inside my cock, I could not control myself any longer. I let go with a huge burst of semen and a big moan. I just relaxed back and let my cock throb up and down enjoying the moment. As the steam room was dark and thick with the steam and I had my eyes closed during my solo act, I did not notice but another guy had came into the room while I was in the shower. I was so worked up thinking about my jerk off session–I forgot to look to see if anyone was present. Just when I was getting over the surprise of seeing him–I heard him moan and saw his fist pumping his own dick. He said he was enjoying my show so much that he could not resist joining in. I told him that is the only time anyone other than my wife ever saw me jerk off. He said that he and his older brother did it all the time growing up. I left and went to shower off to join my wife upstairs for dinner. The two of us saw each other around the ship during the week and would just nod and smile, never saying a word. I went back for another session later in the week but he was not there. True story!

  2. I’m 54 yrs. old, been masturbating ever since I was 12. This is my story. I started dating this girl when I was in my late 20 ‘s and the day came when I finally met her mother . I just looked and starred, all I could think was I got to get in her pants also. So as the yrs. past I would make little sexual jokes and remarks, like your hair looks very sexy today. Those pants you have on, really take a beautiful shape round your butt. etc. .Let me remind you this family is very, very religious so I have to be very careful how I do this.She’s been spending a lot of time over at our house. { Me and My Wives Place. Her daughter } . When ever there’s a gift exchanged for whatever reason between my mother-in-law and I, or we do very nice things for one another we always reward each other with a big hug and a kiss or two on the lips and a big smile which lights each other face and body up with anticipation. Lately I’ve been fantasying that she would walk in on me while I’m masturbating. She just seem to be walking in about 20 seconds to soon or just as I’m finished cleaning up. So low and behold this poetically night I fell asleep in my chair in the family room and woke up with this extremely hard dick and I thought that my wife was in her bedroom and my mother-in-law had left for the night.So I started masturbating within two minutes my mother-in-law walks out of the bedroom. I just about shit. She just kept on walking right toward me I continued jerking myself off, she had this smile from ear to ear and her eyes would glance from my dick to looking me straight in the eye and preceded to walk right up to me as I continued masturbating . We both paused for a moment as I looked her straight in the eyes and she watched me beat the meat and her daughter hollers mom come here. And it was over for the night.
    Dennis

  3. I remember masturbating in the bath tub when I was around 10 or 11 and having an orgasm, but nothing came out. I can’t remember the first time that semen came out. The only time I got caught masturbating was when my ex-wife came out of the bathroom into our bedroom and I was jacking off to one of her magazines that had men in it. She had been reading it and left it laying on the bed when she got up to go to the bathroom and I was curious as to what was in there since I had never looked at one before. Come to find out it was a gay men’s magazine. I started reading a story and was getting turned on by it and unconsciously reached under the covers and started stroking myself. I wasn’t paying attention and threw the covers off and rolled onto my back while reading the magazine and after I came, I heard applause and she was standing at the foot of the bed saying that she liked it.

  4. While I don’t remember the very first time I masturbated, I do recall the first time I came. I thought I had broken my penis! “Oh NO! What was that stuff that shot out and made my cock go soft?” I thought to myself in panic. “I better not tell anyone about this or I’ll get into trouble!” As an adult living in Germany I went to a public swimming pool. I got into the hot tub and relaxed. Without realizing it I got a hard on. A man seated to my right brushed his hand over my cock. I was so scared ( I didn’t realize at the time that I was bi-sexual) that I got up and left the hot tub. Later I masturbated to fantasies of what could have happened had I not left!

  5. The stories on this topic made me think if I can remember the first masturbating or being caught. I don’t remember the first time anymore. But it must have been nice. Or else I would not have continued for more than forty five years. I do remember being caught by my mother upstairs at my grandparents house while they were away. She came upstairs while I was rubbing away at the floor. To young to fuck but but old enough to pretend. No use to pretend anymore since I can fuck for real. So I seldom do it that way anymore. But nice it was. Anyway my mother hurried downstairs. When I came down I think she was more embarrassed than I was. Having five brothers herself she clearly must have known boys are doing things like that. Unhappily I don’t have brothers myself. I would not have mind wanking with them I gather. And sure would have them helping me. To be honest it’s one of my regrets not to have helped another man yet. Reminiscing I do remember promising myself to stop at fourteen. Thinking it was but a childish thing to do. But as you know you can help, helping yourself. At 59 I still help myself more than once. And if that’ s childish I’m glad I’m still a boy. Luckily my wife don’t mind if I have my way. She’s always prepared to help. But even if she does it nicely I think I’m better at it myself. A guy knows it better most of the time. Hence my wish to help another guy and even more helping the guy. What great pleasure it would be to get him off because of my stroking. I would not mind to get him off with lips and tongue too. But that’s another subject. Worth a discussion. I can’t wait to those stories and illustrations.

  6. This is a very intresting topic. I really do not remember when I sart masturbating, but I thing it was rather early, when I was around 6 o 7 and I start, no wonder, with a cousin. It was great. Since then and after smo many expierences, almos all of then ver nice and pleasurable, I do it every day. Yes, every single day, with my wife (sometimes no making love, just maturbating), with a friend, and alone. Belive me is not only a pleasure, but many godd and close friend doctors told me during the years, that is the bes way to keeo you sexualy fit. Maybe is true maybe not, but in my case it worked. Hope su herea morea bout that.

    Again, this is a wonderfull site, thanks.

    Al

  7. yep its good to masturbate , on your own , with a friend, or even a family member your brother or nephew . if your happy and comfortable to do so.. I say guys have fun and masturbate with who ever enjoys doing it with you.. You don’t have to be gay either to masturbate with a male friend. If you are gay or straight the feeling is still the same your both still enjoy it no matter what…
    Terry

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