Letters & Biographies

College Diaper Boy – Letter by Adam

December 29, 2012

Hello sir. My name is Adam and I’m a huge fan of your site. Even though I am a submissive male and your site deals with submissive females, I like to view your videos and imagine that it is me enduring those punishments. To that end, I would like to share a story of something that happened to me a few years ago. This account is very true, but of course as time passes so do memories. Therefore, it is possible that some of the details might not be spot on accurate.

In college, I had a crush on my best friend Heather. She was very beautiful, but had no romantic interest in me that I could tell. It didn’t help that I was too fearful of rejection to tell her how I felt, so I simply resigned myself to the friendzone. My lack of courage was mostly caused by the fact that I am only 5′ 7″, 110 lbs and skinny as a bean pole. Being a submissive person exacerbated my fearfulness. In fact, she considered me so safe that we became roommates to save money on housing through college.

Things change drastically one day when Heather came home, from a night out with friends, quite drunk. She started teasing me about having a crush on her, which made me blush with embarrassment. When she saw how humiliated I was, she apologized the way drunk girls do and decided to give me a pity fuck. She unbuttoned my jeans and pulled them down to my knees. Then she got down on her knees and pulled my underwear down. She took my cock into her mouth and began to suck in a rather sloppy manner. Even though I knew she was doing this out of pity, I was in heaven and got hard instantly. After a minute or two of sucking, she asked why I wasn’t getting hard and I told her I was. She looked down at my cock and burst into laughter. My erect penis is only about three inches long, which she found incredibly hilarious. With the alcohol flowing through her, she couldn’t help but tease me further and asked me how I was supposed to fuck her with my tiny little cock. Despite this utter humiliation, I was still her pliable toy. After she grew tired of teasing me, she pulled up her skirt and removed her panties, then pulled my head down to her pussy by my hair. She lay back on the couch as I ate her pussy the best I could manage. She fell asleep before I could bring her to orgasm, so I covered her up and went to bed and masturbated. The next day she said nothing of what happened the night before, so I pretended it didn’t happen as well.

A couple months later, I had gone to visit my parents for a holiday weekend and Heather had stayed at home. My plan was to stay until Sunday evening, but my parents had plans for Sunday morning, so I decided to head back home a day early. It was a long drive home and I really needed to pee. I opened the door and headed down the hallway to the bathroom, but I heard something that caught my attention as I passed by Heather’s bedroom door. Several smacking sounds that I didn’t recognize and then I heard Heather say “No! Please stop!”. Immediately I thought she was being raped or worse, so I burst in to the room to see her laying on the bed naked, face down and a large, muscular man swinging a leather belt down on her bare ass. I jumped on the man that I thought was attacking her, but he quickly subdued me and held me down on the floor face down with her hand on my neck and his knee in my back. He had his fist poised to strike me in the face, but Heather called out for him to stop and told him I was her roommate. I still remember his response to this day, “This is the pussy boy you were telling me about?!?”. She said yes and it was at this point that I realized she was tied to the bed. Clearly she had a submissive streak.

She yelled for me to get out of her room, but her friend had other ideas. He removed his knee from my back, but held onto my neck. He stood me up and then bent me over the bed so my face was very near to Heather’s. Then he began to tease me about my crush on her and how she told him about my tiny little penis. I was so humiliated I began to tear up and cry. He laughed. Heather told him to let me go, but he said that I had attacked him and needed to learn a lesson. Still holding my head down by the neck, he reached for the belt he had just used to spank Heather. A moment later I felt the belt fall hard on my ass. I yelped in pain and tried to cover my ass with my hands. He paused only long enough to warn me that he wouldn’t stop, so I better move my hands. I didn’t and the next stroke hit my right hand. It hurt like hell and I immediately pulled my hands away. The strokes continued to fall until I was balling and begging him to stop. After several minutes of beating me with the belt, he finally stopped. Still holding me by the neck, he lead me to the corner of the room and told me to face the corner and remain silent until he told me differently.

I was scared out of my wits at this point and simply did as he told me. Too scared to turn around and look, I could hear him continue on with Heather. He didn’t hit her with the belt, but rather gave her a long hand spanking. Then I could hear him fucking her. My bladder was aching at this point, as I had to pee when this all started. When the noise of their fucking grew, I figured it was a good time to sneak out of the room. I turned slowly and saw him facing away from me as he fucked Heather doggystyle. Halfway to the bedroom door, he saw me out of the corner of his eye and jumped off the bed. He pushed me against the wall with his hand on my chest and asked what I was doing. I told him I had to pee really bad. He said that I should have asked permission instead of sneaking off. He shifted to hold his entire forearm against my chest and told me to beg to use the bathroom. I begged the best I could, but his simple response was no. He pushed me back into the corner and told me I was to stay there until he finished fucking Heather. My bladder held out another ten minutes before giving up and soaking my pants. When he realized what I had done, he laughed quite hard. He even got Heather to join in as they teased me about being a small pricked panty pisser. When he grew tired of humiliating me, he told me to get out and they continued with their tryst.

The next morning, I was in the kitchen making some breakfast when he came out of her room and entered the kitchen. He looked at me with a grin on his face and said, “Hey pussyboy. Why don’t you make us some breakfast too. We’ll be in bed waiting.” Part of me wanted to punch him, but I knew he would just kick my ass. The other part was actually excited by the abject humiliation of this situation. Of course fear of what might happen if I refused won out and I cooked them breakfast. When I entered her room with their breakfast, he was on the bed leaning against the headboard and she was nestled between his legs sucking his cock. After putting the plates on the side table, I went back to my room to get ready for class.

I returned that evening after studying for several hours at the library, hoping it was enough time for him to have left the apartment. It wasn’t enough and he was still there. In fact, he told me to come into the living room and talk to them. Heather started by telling me that his name was James and he was moving into our apartment. I was about to say that I wasn’t okay with that, but he interrupted and told me straight up that he would be the man of the house and if I intended to stay I would have to follow his rules. Fear struck again and I simply asked “What rules?”. His response was simply that I would do as I was told when I was told or I would be punished. It was a terrifying proposition, but also a bit exciting. I had often fantasized about submitting to Heather, but submitting to a man was way out of my comfort zone. He pushed for a response and asked if I agreed. I meekly said yes in defeat.

What happened next made me regret that decision. James told Heather to get me ready, which confused me for a moment. She had me stand up as she started to remove my pants. At first I thought it might be sexual. That agreeing to this bizarre situation might mean sexual favors from Heather. That couldn’t be further from the truth. After removing my pants, she opened a bag that was sitting near the couch and pulled out a bag of adult diapers. I stepped back in protest, knowing what they intended, but James told me that I better do as I’m told as he began to unbuckle his belt. Not wanting to be beaten again, I allowed Heather to put the diaper on me. She said that I wouldn’t need to wear them for long, but James added in that I would wear them until I learned to control my bladder.

I spent the next couple hours cleaning the apartment as James and Heather lay on the couch watching a movie. I had an early class, so I headed to bed at 9pm. I went into the bathroom and struggled to pull the diaper down far enough to pee into the toilet. Just as I almost had it out, James burst into the bathroom and grabbed me by the neck and dragged me into the hall. He asked what I was doing and I told him I had to pee. He informed me that I needed to ask permission to use the toilet. Defeated, I asked for his permission. He responded that I didn’t ask the first time, so the answer was no until morning and that I would be punished for failing to ask permission. He lead me to my bedroom where he called for Heather to bring him his paddle. She entered a few moments later holding a long wooden paddle. He placed his left leg on my bed and then quickly hoisted me over his knee so that I was balanced precariously across his thigh. My legs were uselessly sticking out behind me and I had to grab his legs to stabilize myself. Heather handed him the paddle and he brought it down hard on my diapered ass. The padding of the diaper offered little protection and I yelped in pain. The paddle came down a dozen more times until he was satisfied I had learned my lesson.

After the paddling, he tossed me onto the bed and left the room. He closed the door behind him and then I heard a click. I glanced down and noticed the doorknob had been turned around so the keyed side was in the room. I had just been locked in. Resigned to my fate, I changed into pajamas, set my alarm and went to bed. When I got up in the morning, the door was open and there was a list of chores to be completed before James got home at 5pm. Heather was gone as well and I realized I had a new dilemma. It was morning and I desperately needed to pee, but there was nobody home to give me permission to use the toilet. After getting dressed, I went to class as the urge to pee built up. Halfway through class I lost control and flooded the diaper. I was terrifed it might leak, but it didn’t. I went straight home after class and completed the list of chores.

James and Heather both got home at the same time and immediately noticed that my diaper was soaked. James teased me about not being able to control my bladder again and Heather just snickered a bit, agreeing with him. I mentioned that I only did it because nobody was home to give me permission to use the toilet. He told me had given me permission to use the toilet in the morning the night before. I realized he was correct, which just made it more humiliating. He told Heather to change my diaper as he sat down to watch basketball. Having Heather change my diaper was both the most embarrassing and greatest moment of my life. She used wipes to clean me all over and it felt amazing. I got a hardon and she called it cute, which only increased my desire to be dominated by her.

The next few months were mostly the same. The rule with diaper punishment was that if I went a full week without pissing myself, I could stop wearing them. James was good at manipulating me for the first couple weeks to keep me diapered, but I did finally manage to last a week. Of course, two weeks out of diapers and I found myself back in them after James walked in on me in the bathroom, which startled me and I accidentally peed on the floor. I was spanked by James about twice a month, as he decided it was Heather’s job to punish me. She spanked me about twice a week, but not nearly as hard as James. She seemed fond of putting me in diapers, so I would often give her reason to do so, though I would always try to do it at a time that I would least likely be in a public spotlight.

Heather was still submissive to James. I would often walk in to find her sucking his cock for hours while he watched sports. He spanked her almost daily, but she really seemed to enjoy it. He never touched me sexually, which is a good thing, because I most assuredly would have left if he had. He did take great joy in having Heather fuck me with a strapon on a weekly basis though.

We lived that way until graduation, so almost two years. Then they moved off to the big city and I went back to my home town to find a job. We are now separated by a thousand miles, but Heather still calls once a month or so. I have gone to visit a couple times since college and spent my time there diapered and subservient, but it’s not the same and never will be. Now I just keep looking for that dominant woman that wants a diaper boy with a tiny prick. Wish me luck!

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    1. I’m sure there are a fair number of made up stories out there. Particularly those about diaper punishment. However, I have personally seen and experienced things that nobody would believe if they wrote it down and shared it.

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