Posted on Tue, 8 January 2019
My wife and I met several years ago at a kinky party in the city. We were in a group of random people talking about all things kinky. I was the shy, quiet one that just sort of stood there with a bottle of water in my hand, wearing jeans and a polo shirt. Charlotte, my wife, was dressed to the nines in a sexy leather dress and high heels.
Most of the folks there seemed to have no interest in talking to me, but Charlotte is the type of person that will try to bring everyone into the conversation. She made a point of asking what I thought on a particular subject, which got me to open up a bit. Despite the fact that it was a kink party, I was still very embarrassed by my kinks and when asked about them, I would just say I enjoyed lots of stuff.
After the group conversation, Charlotte walked up to me and lightly pressured me for more information about what I was into, because she wanted to pair me up with someone with similar interests. The problem was that I wasn’t sure what I was into. I just knew that I was very submissive and attracted to dominant women, which I tried my best to explain to her. At that point, she took me by the wrist and pulled me into one of the private playrooms.
She whispered in my ear to say ‘avocado’ if I wanted her to stop at any point, then she began removing my clothes. I was so nervous, I just stood there like a statue as she stripped me bare. She was a little disappointed that my penis was flaccid, but kept going.
Taking hold of my balls, she pulled me slowly across the room to a large wooden chair and sat down. Still grasping my scrotum, she pulled me close and guided me over her lap with my ass in the air, hands and toes on the floor.
Lightly, at first, she began to slap my ass, alternate from one cheek to the other. Over the next few minutes, the slaps came progressively harder and harder until they were painful. I winced in paid over and over, but held my position. I thought about using the safe-word, as the pain was becoming quite hard to bear, but I didn’t want my time with her to end.
It was at that point that I realized my cock had become quite hard and was pressing against her thighs. She noticed as well, and paused the spanking long enough to adjust her thighs allowing my rigid cock to slide between them. Her thighs moved back together, squeezing my cock between them, and she returned to the unfinished spanking.
Every blow caused my pelvis to bounce up and down, which caused a lot of friction as my penis slid between her thighs. When I began to moan through the pain, she paused and reached for something on the counter behind the chair. Looking over my shoulder, I saw the small wooden paddle in her hand just as she swung it down hard on my left cheek.
I squealed a little from the shockingly painful swat, but I didn’t have time to recover before another landed on the other cheek. Over and over the paddle hit home and I was on the verge of tears by the 20th blow. Just as I was about to cry out my safe-word, I felt my rock hard cock twitch and I had the most glorious orgasm of my life.
The paddle landed hard several more times before she realized what I had done. She pushed me off her lap and spread her legs as I looked up at her panties from the floor. There was a box of wet wipes on the counter, which she used to clean up my mess. I was surprised at how big the mess was, as I usually didn’t release that much ejaculate when I had an orgasm.
After cleaning up my mess, she stayed seated on the chair with her legs spread, while I lay on the floor naked in front of her. She asked if I had learned anything about myself from that spanking and I nodded. Still too shy to talk about it, she spent the next fifteen minutes guiding me through the emotions of my first spanking. When I told her that was the most powerful orgasm of my life, she insisted she could do better and asked if I was ready for the next step. I nodded.
Standing up, she took me by the hand and guided me to a padded bench nearby. Methodically, she wrapped leather restraints around my wrists and ankles, then pushed me over the edge of the bench. I was bent over at a right angle; my wrists fastened to the sides of the bench and my ankles spread wide and attached to base. A wide leather strap was pulled across my lower back, which she pulled tight enough to force my ass up and out, cheeks spread wide.
I watched as she pulled on a latex glove, making the distinctive snap against her wrist. Opening a bottle of lube, she squeezed out a small glob onto her middle finger, then disappeared behind me. Right away, I felt her finger pressing against my asshole and I grunted. Her finger twisted and turned, pulling in and out for several minutes as she loosened my asshole. Then, I felt a second finger join the first, as she continued to massage the inside of my colon.
After several minutes, I could feel her fingers pressing down toward my prostate and jerked in my bonds when I felt her finger brush against it. It caught me off guard, but it felt amazing. After a couple minutes of her massaging my prostate, I was in a daze and didn’t want it to end. I still remember her words when she stopped.
“Tell me you’re ready. Beg me to fuck you.”
At the time, I thought she meant she was going to remove the restraints for sex, so I did exactly as she asked and begged her to fuck me. I could feel my erection pressing hard against the bench and I was in desperate need of relief.
However, instead of releasing me, she pulled a harness from a duffel bag and pulled it up and over her hips. From the middle of the harness, hung an oddly shaped dildo with bumps up and down the shaft. I knew what she intended, and I almost cried out my safe-word, but my curiosity got the better of me and I just braced for what was coming. As scary as the dildo seemed, if it felt anything like her finger on my prostate, it would be worth it.
She made a show of pouring generous amounts of lube on the shaft and spreading it out with her hand, stroking it as if she were masturbating. Then, she disappeared behind me once more.
As the head pressed against my puckered butthole, I almost panicked. As my ass spread open, it began to hurt and I started grunting loudly. Just when I thought it was too much, I felt the wide head of the phallus pass into me and the pain subsided.
Slowly, she pressed the latex cock in further, an inch at a time. I could feel the little bumps passing over my prostate as she buried the shaft up to the harness and I could feel her hips against my still reddened ass. Then, she reversed herself and began to pull out, again dragging the bumps across my prostate. I began to groan from the pleasure as she gradually increased the speed at which she pushed in and pulled out.
The fucking I was receiving had me in a state of euphoria I had never felt before, but it did not lead to a traditional orgasm. Instead, I could feel myself cumming, as ejaculate dribbled out of my cock and down the side of the bench, but the usual orgasm did not come. When she finished and pulled out completely, I felt an intense feeling of arousal, but my erection had dwindled away. If it didn’t feel so amazing, I would feel robbed of an orgasm.
Charlotte backed away for a moment and retrieved another item from her bag. I didn’t see it at first, but then felt the butt plug drilling into my ass. It was wider than the dildo, which elicited a yelp from me when the widest point passed through my sphincter, but it came to rest fairly comfortably once fully inserted.
She spent several minutes cleaning up and putting everything away, while I remained bound, plugged and intensely aroused. After about fifteen minutes, I could feel her grasping my cock and balls. After five minutes of tugging and twisting, she pulled her hands away and I could only tell that she had attached something to them.
At that point, she removed the restraints and helped me stand. Immediately, I looked down and saw that she had placed a small chastity device around my cock and padlocked it. It was a scary prospect, but it also made me feel incredibly submissive.
“This next part might be a little embarrassing, but we need to take some precautions. Lay down.”
More words that I remember clearly. She had me lay down on a medical table in the corner of the room, then pulled an adult diaper out of a drawer under it. I surprised myself, when the idea of her putting the diaper on me excited me beyond reason. She explained that the prostate stimulation would cause my penis to leak seminal fluid for several hours and the thorough ass fucking might lead to some leakage there as well.
After putting the diaper under my ass, she grabbed the butt plug by the base and pulled it out slowly. It hurt, but I was glad to have it removed. Then, she picked up a small bottle of baby powder from the same drawer as the diaper and sprinkled it all over my ass and groin. It smelled heavenly and for the first time, I didn’t even think about using my safe-word.
She taped the diaper up, which was thicker than I expected. I was embarrassed to be there, in front of this gorgeous woman, wearing a diaper, but it was easily the most intensively arousing thing I had experienced yet.
Charlotte helped me up and we sat on a nearby couch and discussed everything that had happened. I blushed bright red when I told her the diapering was my favorite part, but that I liked it all. After an hour of talking, she told me she wanted to stay at the party until the end, but wanted me to come to her place afterward. I agreed.
I almost used the safe-word again when she insisted on returning the party without my pants. The diaper was exciting, but being seen that way was just too much. She didn’t give in, however, and insisted that if I didn’t follow her into the common area, I would not be accompanying her home. So, I took a deep breath and followed her out of the room.
A lot of people looked at me, but they all just smiled. Being in a welcoming environment was probably the best way to start down this path.
Within a month, I moved in with Charlotte. She is a very dominant woman in her personal life as well, so I spend my days doing as I’m told. I am kept in diapers most of the time, which we both love. I left my dead-end job doing data entry and started working for Charlotte. She owns a small shipping company and loves that I do 80% of the work for free.
I often wonder if any of the customers can tell I’m wearing a thick diaper, or realize I’m walking funny due to the large butt plug in my ass. Charlotte insists that I am plugged for work, to prevent the smell of messy diapers from chasing away customers.
After a year, we got married. She asked me, instead of the other way around, and presented me with a collar instead of a ring. Our wedding was comprised of all our kinky friends and presided over by an older Wiccan lady.
Charlotte wore a black leather suit, which fit her perfectly. I wore a thicker than normal diaper, with a custom made pink and white lace diaper cover; and a custom wedding gown that was nothing more than a lacy shirt with a four inch long petticoat that barely covered the waist band of my diaper.
We walked down the aisle together, Charlotte holding a white leather leash that was attached to my collar, as I followed two steps behind her. Our wedding gifts were all kink related as well; diapers, a strap-on harness, assorted lubes, adult baby clothes for me, leather and latex for her.
As you can see, I didn’t even know that diaper fetish was a thing until that night at the kink party. In hindsight, however, I realize just how much I had sought humiliation throughout my life. It actually had a very negative impact on me, as I sought it out in situations that were unacceptable. Now, I have Charlotte and I could not be happier.
Thanks for reading!