8 years
x
382 Views

This event happened a few years ago and it was only the passing of my mum that triggered the event in my memory and triggered both guilt and excitement.
My mum from time to time would have friends around from her work place . They were mostly her age and although a couple would have easily fitted into the “m***” category I really didn’t give them too much thought . However one of them was much younger and was in fact maybe only three or four years older than me (I was 14 at the time) After a while she started flirting with me but being a shy boy I really didn’t know how to flirt back but I definitely learned to look forward to her visits and especially when she wore short skirts and I let my imagination run wild about what I might get to see under them.Well one day my wish came true as she said that she needed a nap as the day had been pretty stressful. My mum offered her the use of a bed but she said she was happy to nap on the couch if that was okay . I was already sat at one end of the couch and was about to move when she smiled and said “don’t be daft there’s no need just stay where you are”
After a few minutes she dropped off and so it seemed had my mum who was sat in her chair the other side of the room .I noticed that the girl (let’s call her Gail) had slid down towards me and this had pushed her skirt way up her thighs so much so that I could almost see her p****** but not quite .
I could feel the excitement building in my body and my c*** started to get hard ,so hard in fact that I had to push it to one side in my jeans. Another couple of minutes passed and Gail stretched herself out so her feet almost touched me and now her p****** were fully on show . I could feel my c*** throbbing and was thinking about jerking off to the image of Gail later when for some reason I thought why not now ? I checked that my mum was still asleep and looked hard at Gail’s sweet face before I slipped gently off the couch and slowly released my c*** , I squeezed and stroked myself as I got my face as close to Gail’s p****** as I could all the while terrified that she would wake up and see me jerking over her. I took in the curve of her p**** under the material of her p****** and I could even see where she had shaved herself , I tried desperately not to c** too quickly but after maybe a couple of minutes I was cupping a handful of c** and struggling to get up without disturbing them .
When I got back from cleaning myself up in the bathroom both Gail and my Mum were awake and smiling happily at me .
This actually happened on another three occasions and it was only after my Mum died that it popped back into my head and it occurred to me that maybe it was just too much of a coincidence that they both “fell asleep” at the same time then were both “awake” once I got back from cleaning myself up hence the excitement mixed with guilt because I couldn’t work out if my Mum was involved in the whole thing although nothing more ever came of it

New Confession

Related Confessions

I lost my virginity to my mother, but it was not like it was loving or e***** or passionate. It was not a loving thing. I was a late bloomer and knew nothing about my own body or s e x. It was just her and me. I was 14 and had recently experienced my first w********. I was confused by all that but afraid to ask her. She found it on the sheets and waa disgusted and derogatory about it. She accused me of whatever m a s tur bation was (i did not know) and got otk bare bottol spanked. I was made to wear diapers to bed so that i did not mess the sheets. This was in cloth diaper days, so guess what, as soft as they were i accidentally discovered how it felt to sleep on my stomach and grind my hips against the mattress. An important point is that my g e n i t a ls had not really developed as far as growing larger, so a cloth diaper easily contained me when aroused. She just kept getting angry and spanking me. Ended up forced to sleep in her bed because she was tired of washing diapers and did not trust me not to abuse ot degrade myself. So over time i began to attach to the brief glimpses of her dressing or u*********. What little i saw was fascinating. I could not risk grinding to get off sleeping in her bed. And the spankings were rough. Rarely bruised but extended and very painful, i usually ended up in tears. One day i was walking down the hall to the bathroom and passed her (“our”) bedroom door, it was half closed. I saw her standing in front of a full length mirror, only in panyhose, her back was to me at an angle but i saw her reflected in the mirror. Bare breasted modest breasts, very large prominent n******, broad hips, classically shaped bottom. I stood there frozen and gawking as her hand was fondling her breasts and one of her hands slid down into her pantyhose and was moving. I felt something i could not describe and instinct had me opening my pants and touching myself. Not stroking just fondling myself. No surprise she notices me and gets angry, storms over to me, snatches me into her room, angtily calling me dirty filthy etc. Tells me it was not fair that she had to go without because of being a single mother and she wasnt going to go without any more because of me. Said i was hopeless and an abomination and she was sick and tired of having to watch over me when i would nevrr change. Told me to stand there and watch like a dirty sicko if i wanted to watch so bad and could not control myself. So i stood there afraid to touch myself with her right there in front of me and i watched confused as my mother resumed pleasing her body as if i were not there. I went back and forth between directly watching her and watching her reflection. She only noticed me again when she had caught her breath and saw i was fondling myself still, and she mocked me and called me pathetic for being whatever a dirty little j******* was and not being able to even do that right. She screamed at me to get out and i ran crying. She only ever mentioned it by telling me i was going back to my bed and still sleeping in diapers. I ground myself to climax over and over night after night and she ended up making me do all my laundry. Things changed after that. She fed and clothed me but i only existed after that. She pretended i did not exist and began no longer caring about closing doors or what she wore or did not wear. Told me i was going to be dirty and look so why should she not get to act as she wished and hidjng herself as a woman from my disgusting peeping. Over time it was not uncommon for me to walk by her open bedroom door and see her openly mas tur bating in many ways. Yes i always watched. Yes i always fondled myself. But i had not actually mas tur bated to o r g a sm yet. That came one day when i stood watching an extended period of her self pleasure as i was still fondling myself watching from her bedroom door. She got angry and called me pathetic that i couldnt even be good at abusing my body like a creep. She got a bath towel and laid it on the floor and made me stand on it and instructed me to take my p e n i s between my thumb and finger and directed me how to pleasure myself with my own hand. It was earth shattering as i had that o r g a sm and barely kept my feet. All she said was to make sure the towel was in the laundry. After that it was unspoken. If i saw her mastur bating, i got a towel to stand on when i watched. She would sometimee be naked or nearly so in the house and i would get a towel and do my thing and she paid veru little attention to me. It evolved to me even standing right by her bed and even kneeling on her bed watching closer. One day i forgot to get a towel and was kneeling beside her and came so fast it was on the sheets and across her stomach. She was very angry and i had to get a towel and clean her then change and wash her sheets too. We went through a period where i was pleasuring myself so much that i would watch but did not finish myself and would go to my room to finish. One day she found me touching myself and seemed genuinely worried that i was isolating myself and was degraded with the threat that i was never going to be a man. That hurt and angered me. There came a day when i was atypically bold and knelt between her legs watching very close and curiousity got the best of me. I reached out and touched the dark hair between her legs. She froze looking at me but did not say a word and i began to touch snd investigate more. She continues to fondle her breasts and even reached down and spread herself wide open. See that she asked me? That is what a real man wants not always jerking himself like a little boy. She even instructed me as i touched her. I assisted in her climax for the first time. After she even said it was a shame i did not have a real man’s body. She even tolerated me touching myself and squirtng on her belly and between her legs. This time she was gentle verbally. Asked me to get a towel and clean her up. The next time i did not act fearful. I got just as close and touched like i wanted. My world changed when she reached for me and pulled me onto her and had me rub against her. But she also mocked.me for how fast it happened and for not even being big enough or last long enough to get it inside. I was so hurt and angry. That night she woke when i climbed on her bed while she slept. I still remember how i hated her words. Look at you trying to be a man and take what you want. Just do what you are going to do with that dirty little thing and let me sleep. Not a word as i lay on her fumblimg for entry until she reached down and guided me into her. I was only just big eniugh to enter and get past the ring of muscle. It was unreal amd draining as i quickly climaxed inside her wet heat. Wben she told me to leave and go back to bed i knew i would be back. I was never allowed to stay the night in her bed but most nights i would walk in and she would just open her legs and tell me to do what i needed to do. I cannot imagine how many times this happened day after day. Silent resentful s** with grudging consent. All during high school. Frequently on the way to and from work when i got a job and moved out. Holidays. I would go over and she would be in the kitchen cooking and not even miss a beat. She would be wearing a dress and i would enter and stand behind her g**** her breasts and grind my hips against her and she would put her elbows on the counter, and i would grind against her spurting between her cheeks or thighs since even as an adult i am too small to enter from behind at all. Always told just do what you are going to do. All of it silent even as i cleaned her of my pathetic sin with a towel. Evem now when i pleasure myself i still see her looking at me with contempt, hear her telling me to just do what i need to do with that dirty little thing. I got therapy and finally broke free of my s***** addiction to her. But she is still the only one that i have had s** with and i am in my 40s now. I pay an e***** to hold me and be momny as i touch myself and she calls me her pathetic dirty little sicko and j*******.