Long ago when I was younger, I wore diapers and rubber pants when I could get away with it. It was a secret part of my life that no one knew about. At one point my career took me to another part of the state where I lived for a few years. I looked for a place where I could buy diapers and plastic pants when needed and found one store that had good supply of incontinent supplies. I wasn't incontinent, but wore for my own pleasure, mostly sexual. The first time I went there, I looked around the aisles for cloth diapers and plastic pants. I couldn't find any cloth diapers, but they did have some plastic diaper covers, however I was unfamiliar with them. To be honest, I had been using the rubber pants my mom had given me years ago when I left home for good along with all my old cloth diapers I had worn as a teen when I still wet my bed. The diapers were Curity and the rubber pants were the largest Gerbers my mom could find then and they were really too small for me now anyway. So I was wandering around the store until a cute salesgirl approached me and asked if she help. This was the first time I had ever talked with anyone outside of my family about diapers and was very nervous and afraid. I felt embarrassed, even ashamed that I liked wearing diapers and going potty in them at my age but I knew I had to start somewhere so I told the girl what I was looking for. She looked at me and asked if they were for me or someone older who needed them. I told her that I had been bedwetter for a long time and still had problems with wetting my bed occasionally and thought I would sleep better if I wore protection like I had when I was a teenager. I know she could tell how nervous I was and kept reassuring me it was OK to need diapers, that I would be surprised how many people wore diapers. I told her I really preferred cloth diapers but didn't see any here, and wasn't sure what size plastic pants I needed to cover my diapers. She wanted to know what I had been wearing so I told her the truth, I wore my baby diapers and rubber pants that my mom gave me when I left home. She looked at me so sweetly after I told her and said “You poor boy. You need diapers and rubber pants for big boys. Follow me and I can show you what we have.” She took me to a fitting room and pulled out drawers full of cloth diapers and plastic pants of different sizes, colors and manufacturers and suggested we try some on to see what fit the best for me. Well, I don't mind telling you how embarrassed I felt at this point. My face was so red she told me “Don't be afraid. I've done this many times, it's part of my job. I know you're a little shy, but we have to try some on to get the right fit. Now take your trousers off and lay down on the changing table.” So I turned away, loosened my belt and took my trousers down, leaving my undies on and laid down of the table. As I laid down, she came to me and said “now there, that wasn't so bad was it? Lift your bottom so I can take off those undies, and don't worry, I've seen boys thingys before you know.” She couldn't have been any older that 25 and I was 10 years older and feeling like such a baby at that moment. She was wearing a blouse that was fairly loose and a little low cut so when she leaned over she showed more than a little cleavage. I even caught a glimpse of what looked like the top of her nipple under her bra when she pulled my undies down. I knew I was getting a little aroused, and was really afraid I was on the verge of getting an erection. That used to happen to me when my mom pinned my diapers on at night and I knew what might happen so I covered my pee-pee with my hands so the girl couldn't see me getting hard. She noticed, started giggling and said “You boys, you're all so cute when you get like this. You don't need to be embarrassed, boys do this all the time.” “But I'm not a little boy, I'm way older than you and I so embarrassed right now. You're the first girl since my mommy who has seen me like this", I tell her. “I'm not surprised,” she says, “I'm sure needing to wear diapers and rubber pants to bed at night must be hard for boys like you to meet girls and feel secure and manly but you'll be fine. Besides, you're really cute, you know. I'd go out with you anytime.” “Really” I say, “You're not just saying that, are you?” “No, I mean it. Now come on, I'm going to put a diaper on you. Do you use diaper pins like these." And she holds up diaper pins that are much larger than I have so I say “yeah, but mine are smaller and have little ducky heads.” So she giggles again, lifts my legs up and tell me to raise my bottom. She puts a large cloth diaper under me, lowers my legs and says, “By the way, I'm Anna, what's your name?" So I tell her my name is Mikey. “Well Mikey, it looks like you've gotten pretty excited. You're pee-pee is stiff as a board. Would you like Anna to make it feel make it softer?” And she puts her hand on my pee-pee and starts to stroke it up and down and says “I love helping little boys like you. It's so hard to get the right diaper fit when you get so aroused. You boys just have no control at all. Is that why you still have to wear diapers.” So I tell her, “Anna, please don't tell anyone. I just like to wear my diapers and rubber pants and go potty in them. I don't only wear them to bed, I like to wear during the day too. I know I'm being a baby, I know I'm immature, but I can't help it. Please don't tell anyone else.” As I say that I feel myself starting to cum, a huge shot of cum all over my tummy and Anna's hand, until it stops and Anna tells me “This will always be our little secret. Now Mikey, you've been looking under my blouse all this time and getting turned on by my boobies, haven't you. You naughty little boy. I'm going to clean you up, wipe you're cummy off my hands and pin a nice diaper on you and when you leave here you will be wearing big thick diapers and rubber pants just like you've wanted to do, OK. And if you are a really good boy, Anna might let you nurse a little from her boobie. Would you like that Mikey?"
So that was how I met Anna, who was the best salesgirl I've ever known. And yes, she did let me suckle from her boobies whenever I came in to buy diapers or rubber pants. And yes, she did go out with me a few times. And yes, she did sleep with me and let me wear my diapers and rubber pants to bed with her.