When I was in my 20's and 30's I had much more success meeting older women who accepted my diaper wearing. Girls my age or younger wanted nothing to do with me when they discovered I liked to wear diapers and rubber pants. They thought it was too weird or childish and wanted guys who were more manly or mature. The first place I lived at was a singles complex, no children. I was 25. So mostly single men and girls. Some of the ladies were 15-20 years older than me, mostly divorced. I was pretty shy and totally inexperienced with girls, but I liked to wear diapers and rubber pants on weekends and hang out. It seemed easier to start up conversations with some of the older ladies, I just felt more secure and comfortable. In part I felt that if my diapers happened be noticed by an older woman, closer in age to my mother, I would be less embarrassed or she might be more understanding. So I'd get more adventurous when having drinks and conversation with them, wetting myself off and on while talking and even wearing shorts where a tiny bit of my rubber pants might be seen. I'd also do my laundry, including all the diapers and rubber pants I'd worn during the weekend on Monday evenings and it was not unusual for one or two of the older ladies to be doing their laundry as well. One Monday night as I was putting my soiled diapers and rubber pants into the washer, one of the ladies I had drinks with the day before walked in with her laundry basket. She said Hi! just as I was putting my rubber pants into the wash and quickly said “those look just like the ones I put my kid in, but they way too big for a child.” I quickly threw it into the washer and tried to hide the rest of the diapers and stuff in my basket until she told me “Oh come on, you don't have to hide anything. They're yours aren't they? Do you wet your bed or something.” Well, I was pretty embarrassed but at the same time aroused realizing I might be able to tell her about my diapers and stuff and she'd wouldn't be so critical of me. In fact, I wished I had diapers on then but didn't since the weekend was over. So I smiled and admitted they were mine as I threw the rest of my diapers and rubber pants in the wash and started the machine. She asked me why I wore diapers and how often. Then she said “you know, I wondered about you when we were talking yesterday. We spent all afternoon talking and drinking, you never left to use the bathroom, and you would have these blank looks on your face a few times like you were lost in thought. But now I suspect you had your diapers on and were wetting yourself. Am right?" Again I smile and admit “yeah, I was wearing diapers and rubber pants and I did go potty in them when we were together.” “Potty?” she exclaimed, “did you just say you went potty in your diapers. Aren't you a little to old to be talking like that? Come here baby and tell me all about your diapers and going potty. You need some big hugs." She put her arms around me, pulled me close and I could feel her rather ample breasts pressing against my chest. I felt my pee-pee becoming aroused as she sat me down next to her and confessed that I just liked to wear diapers and rubber pants whenever I could and had since I was a teenager. She asked “what got you started.” I told her how I had wet my bed until I was 17, that my mother pinned my diapers on every night and I just always wanted to wear diapers ever since, but didn't want anyone to know. Then she asked “did you jerk off in your diapers when you were a kid? Did your mom know? Do you still do it?” I told her I started playing with myself when I was 12 after I wet my diapers. I did it most nights after my mother had diapered me and again in the morning when my diapers were wet and it felt even better after I went potty in them. And then I told her my mother knew I did it and told me it was OK to play with myself, that everyone did it, including her and my dad. She looked at me, smiled and said “I'm not surprised that you get off in diapers. It seems like such a natural thing for boys to do, jerk off in a wet diaper. My kid used to play with herself too in her diapers, but she was out of diapers by 5, although she never stopped touching her pussy.” My pee-pee was now hard as it could be and I was starting to feel uncomfortable until she moved her hand on my crotch and said “I knew you were hard, you have no control over yourself do you?" as she starts to stoke my pee-pee under my pants. She tells me to stand up, drop my pants and then begins to give me a hand job right there in the laundry room. Just before I about to cum, she stops and tells me "no more for now. We're going to finish our laundry, and I will take you to your place, pin your diapers on you, and put you to bed just like your mommy used to. And in the morning, I'll come by to get you out of your wet diapers and we'll see what happens next, just be a good boy and do not touch yourself until mommy takes those wet diapers of yours off.
For the next two years, until I had to move out, we would get together often, and she also introduced me to two of her friends her age and told them about my diapers too. I continued to have similar experiences with older ladies for many years until I got married. For the next many years I was unable to wear diapers much, my with didn't know,but I knew I still had that urge. In my mid 50's, after my divorce, I began to wear diapers and rubber pants a lot more, and started meeting and dating much younger girls, girls in their 30's, and told them about my diaper life. I had much more success than I had decades ago with girls the same age, but those experiences are left for another time.