This is a hard one(pun intended). My first sexual experiences were when I was a teen bedwetter and my mom diapered me every night by first cleaning my bottom and pee-pee, pinning cloth diapers and pulling up my rubber pants. I first began to feel tingling around my groin area and my pee-pee stiffening around 12 or 13 not knowing at first what was going on but soon learned as I began to self-pleasure after mom kissed me goodnight, by touching myself over and then under my diaper until I came. Once I climaxed the first time, which did involve mom seeing and touching my bottom and pee-pee, wiping and powdering it, I hoped she would leave quickly so I could play with my pee-pee, get it super hard, grind against my hand often thinking about my mom's boobs or nipples that I saw when she leaned over to pin the diapers, adjust them just so, pull up my rubber pants, run her fingers along the edges of the rubber pants to make sure no part of the diaper was left exposed. I soon learned that it felt even better and more exciting the next morning when I could touch myself under my soaked diaper that I had peed in during the night. I was always in hurry to get my hand on my pee-pee before mom came into to wake me and take off my rubber pants and unpin my diaper. If mom came in before I had a chance to masturbate my pee-pee would be hard by the time she unpinned my diaper, and I would be so embarrassed. She'd just say it looks like you were having a fun dream and skoot me off to the bathroom.
I did not date during high school and so had no other sexual experiences until many years later when I started dating girls. My first few times having sex with a girl was extremely intense and exciting however I still found myself going back to secretly pinning on a diaper, pulling up my rubber pants and spending as many hours as I could slowly wetting my diapers, feeling the warm wet diapers rub against my pee-pee as I walked around, did some shopping, driving around, even meeting with friends. My pee-pee would get more and more excited and stimulated until I finally had to get myself off somewhere where I couldn't be seen by anyone. I would then go about whatever I was up to until my pee-pee starting getting hard once again and I had to ejaculate again. By that time I would have pottied and cum so often in my diaper that I had to get home, take off my diaper and shower. I finally met a girl who I really loved and turned me on completely, we got married, raised a family and during all that time I never told her about my diaper fetish, but did secretly wear and wet when the urge became too much. So basically I found normal sex with my wife to be as pleasurable and exiting as sex in diapers was before we met.
However, sadly our marriage ended and I began to fantasize more and more about putting on diapers and rubber pants and wetting them, wearing them at night and wetting the bed, even messing myself once in awhile and I wanted to combine my love of diapers with being with a girl who would be supportive and understanding of my diaper needs just like my mom was, but who I could also be in love with, be romantic with, be sexy with, and who would feel the same about me. So i went about that search for a few years until I met my girlfriend at local watering hole. I still remember the night we met and I offered to buy her a drink. I had dressed up in my cloth prefolds and two inserts(hoping for a long evening), and my best rubber pants, along with my tailored slacks and dressy shirt and saw her at the bar. God, she turned me on just looking at her and i felt my pee-pee getting hard against my diaper and going potty a little at the same time. By the time I first spoke with her I was so nervous I was wetting myself and on the verge of cumming. I managed to settle myself down and the rest of the evening went well and we agreed to get together again. Of course as soon as I got into the car i had to put my hand under my wet diaper and jerk off.
After our first date I knew she was the one and at the end of our second date, I took her home and told her that I really needed to talk with about something very private and personal. I had worn diapers and rubber pants during each of our dates but had yet to say anything about diapers and by this time I was both very wet and very excited. She invited me in, offered me a glass of wine and we sat down together. I began by telling her how much I enjoyed her and our time together and that I want to see her a lot more, but that before we become more involved she needed to know something about me. She looked at me with a lovely smile and warm heart and said she was hoping I would be completely open with her and she would do the same. So I told about how I wet my bed as a teen and my mother would diaper me every night, that I was unable to stop until I was nearly out of high school and that my first sexual experiences happened after being diapered for the night by mom. A Since then I have always had a strong desire to wear diapers and be with a girl who could be understanding and supportive. She asked me if I was wearing a diaper now and I took her hand and gently place it on the top of my pants, and told her yes, I have a diaper on now. She told me to stand up and lower my pants so she could see. I did as she asked, she looked, squeezed my crotch and told me I've been a very naughty boy wetting his diaper and she would have to do something about her wet diaper boy. I told her I did have a diaper bag with an extra diaper in my trunk, gave her my keys and she returned, took my hand, led me to her bedroom, and told me to wait while she opened the bag, removed my diapers and rubber pants, powder and wipes and changing pad and spread it out on her bed. She shoved me to her bed, removed my pants, pulled down my rubber pants, unpinned my diaper and and told me she's wanted my pee-pee in her since she first saw me. I lifted her dress, pulled down her panties, kissed her tummy, licked her pussy, and then brought her face down to mine, we kissed passionately while she guided my pee-pee inside her. The rest of the night became a dream come true. We are still together 5 years later and sex is so much better when I can combine my love of a woman with my love of my diapers.