Some background: I'm 22, male and from the West Coast. My interest in all-things-sissy began when I was around 12. I have many interesting tales from between then and now, but not for this post.
I just graduated from a good East Coast college and am in the process of making my way back to the West Coast for a job.
For awhile, I had been ignoring my sissy feelings for the past few months (another phase of guilt and shame - not the good kind neither), but on the first day of my road-trip, I randomly remembered that news story/scandal about the astronaut-woman who was caught driving across the country in a diaper to an ex-lover or such. She wore diapers to save time on the trip.
This lit a light-bulb above my head and I decided that it would be pragmatic to wear diapers on my journey. The rest of that day's journey, I had to stop to pee three times and that was the proof I needed to return to diapers.
After booking a room in a motel, I drove to a Wal-Mart and purchased a package of adult diapers, maximum absorbency. Of course, I went to the self-checkout line and tried to avoid eye contact with the other customers, but to my slight embarrassment, the machine I chose wasn't working and I had to checkout at the employee's cashier who is responsible for overseeing the self-checkout lines. I just "got serious" and tried to pretend like I was buying something else, but I also prepared a white-lie about working with the elderly, just in case. Obviously, the cashier asked no questions and I was free.
I returned to my motel and put some diapers on - I had carefully selected some that had the actual tape on the sides - to be a little more "authentic" about it. I then perused some of my old, favorite sissy sites (such as this one) and forced myself to pee in my diaper. Soon, I was very excited and took care of myself in the diaper. Unfortunately, as is somewhat common for me, I immediately was filled with shame and regret. I threw the diaper off and took a shower and promptly went to bed.
In the morning, I look at the package of diapers and decided to leave them in the motel...I was still feeling a bit guilty about returning to this old habit.
I left, but after a couple of hours of driving, I decided that I still wanted some diapers. So, after traveling about 350 miles that day, I went to a CVS and purchased some more diapers.
When I got settled into a motel, I put some diapers on, got into bed, and began reaching out to the like-minded on the web. I even made my first post on this site (yesterday) asking for dares and such - ChristieLuv told me to go outside and wet myself, then return to my room and "reward" myself. After mustering up some courage, I put some shorts and a shirt on and went out to my car in the parking lot. I got into the driver's seat and tried to pee. But, even though I had to go, it was difficult. I was able to "press" some pee out from one stream to another. After I was thoroughly wet, I quickly returned to my room. (Un)fortunately, no one was really around, so even though my diaper leaked into my shorts a bit, there was no risk of being found out.
I then went on GetDare and entered into some diaper-dare forums. One that I accepted was I have to wear a diaper for 48 hours and can only change if extremely wet or if I mess myself. Additionally, I have to change myself in a public restroom at least once per day. Still wearing my wet diaper, I went to a gas station with a fresh diaper tucked in my jacket's pocket and changed myself. I worried that the bulk of the diaper would show throw my shorts (ASIC's athletic shorts - the ones with built-in underwear), but again, nothing dramatic happened.
Towards the evening, I even messed myself and then rewarded myself. I still felt a little bad about it, but not as bad as before. I took off the diaper, cleaned myself up with tissue paper, then showered. I figured I wouldn't put another one on due to my negative feelings, but by the time I was out of the shower, I wanted to honor the dare I had accepted and put another one on.
During the night, I wet myself, but figured I wasn't wet enough to warrant a change as per the requirements of the dare. But, in the morning (this morning, if you're keeping track of the timeline), after I had my morning pee, it was soaked and I changed into a clean pair of diapers. I wore two shorts over it and my rain jacket (which goes down to just below my waist) even though it was warm out.
I had three sixteen-ounce Gatorades over the course of an hour and a half - I told myself it was to provide me with energy for driving (I know, weak) - but, part of me just wanted to really wet myself. Before I had started the drive, I made sure to put a towel on the driver's seat. Soon, I had to pee, but even though I really, really had to go, I still had to force myself to make it happen. I found it beneficial to sort of lift my butt up and then pretend like I was trying to go number two.
Needless to say, after the numerous forced-pees, I was soaked. But, I needed some gas for my car and figured it would be an opportunity to honor the second part of the dare - about changing in a public restroom. When I got to the gas station, however, I carefully examined myself to see if there was any leakage. To my dismay, there was - the back left pant of my outer-shorts were dark and the towel I was sitting on even felt damp. I panicked a little, but then simply reached into the back seat, got another pair of shorts, pulled off the outer-layer of shorts (revealing that the inner-layer was even more wet), and put the fresh pair on. I did this all while sitting in the driver's seat. Thankfully, no one was filling up gas near my car, so, again, no one saw. I then tucked a fresh diaper into my jacket and went straight to the bathroom inside the station. There were two stalls, so I took the one furthest away from the urinals (thinking it was just a bit more private).
I took off the outer-layer of shorts, then the inner ones, and started un-taping the diaper, but, to my horror, it was so soaked that went I took it away from my body, a puddle of urine poured onto the ground. I quickly grabbed tissue papers to wipe the stream headed towards the adjacent stall, but then worried about my two pairs of shorts - I had put them on the ground to the left of the toilet. Thankfully, the fresh pair only got a few splashes of pee on the backside. I put the fresh diaper on, then both pairs of shorts. At that moment, someone walked into the bathroom to the urinals, so I waited until he left, because I had to throw my used-diaper away by the sinks.
I then forced myself to buy some snacks to be inconspicuous, then filled up my car with gas, and left.
After a lot of miles, I began to notice that before most highway exits, there were billboards for adult stores. At first, I just thought it was funny - who knew the highway would have that target audience - but, then, I kind of wanted to go to one. I had never been in one before and it made me feel giddy, the idea of going into a store in my diaper. I pulled out my phone and found the nearest adult store ahead of me, and went there - "The Lion's Den."
When I arrived, I was disappointed as it was a smaller store than I had imagined and there was only one car parked in the lot which I assumed was the employee's. When I walked in, I was greeted by her. Another disappointment. I had been imagining some girl my age, to whom I would confess my sissy fetishes too, and who would then help me find some stuff to buy. But, the employee was a fifty-something year old lady. She wasn't ugly or anything, but just older than I had imagined. I had butterflies about being in such a place for the first time too. She immediately asked for my ID, which I provided, and she then asked if I needed any help....I did not confess my sissy fetishes and said I was just looking around.
I didn't really know where to begin. So, I just walked around the whole store. I was wondering if she was watching me - secretly figuring out I am a sissy. She kept asking if I needed any help, but i kept saying "no."
After discovering there wasn't a specific "sissy" section like I had hoped, I decided I would just have to look at the women's section for costumes and lingerie...and just say I was looking for my (non-existent) girlfriend if the employee asked. I stared at the costumes for awhile, there wasn't anything as girly as I would have liked (i.e. a princess or ballerina outfit), but I settled on a "Maid Costume" which comes "with Lace Tie Halter Top, Matching Skirt, G-string, and Wrist Cuffs (Stockings not included). I was surprised that the size I got ("M/L") listed the hips as being for people 38"-41" - I wear a 32" for male pants, but figured the extra room would be good for my male parts and, in case I wanted to wear a diaper with it.
But, this was not enough. After all, I wanted stockings too. So, I got some "Spandex Fishnet Thigh Highs with Silicone Stay Up Lace Top" in the size for people 150-200 lbs (I'm 170 lbs, 6'3").
And, the stockings were next to the panties, so I chose two pairs (they had a buy one, get one half off deal) that looked the most girly: ruffled, neon pink booty shorts and a pink "lace and contrast dot mesh panty with satin elastic waistband and tuxedo bow." At this point, the employee came over and gave me a hand-basket as she said it would be "easier for my hands" (instead of holding all this stuff). I then went to the checkout. She asked if I wanted a reward's card, I said yes, because it was free, but regretted it when I had to give her my real phone number and email address. As she was folding the panties, she said, "Oh, yes, these are really cute." Given that everything looked as though it could be my size, I think she knew she had a sissy on her hands. I then got back onto the road, happy with my new purchases.
Over the course of the next couple of hours, I wet my diaper, but decided to make another stop at Wal-Mart before it got too wet: I was going to buy some of those faux-underwear/briefs diapers to wear over my actual diaper, so I wouldn't leak through my shorts or create anymore puddles. When I arrived at the parking lot, I was a little worried, because it was packed - I had to park somewhat far away. Again, I anxiously checked myself over to make sure there weren't any wet spots showing through my shorts - I was about to go into a crowded store wearing a wet diaper, after all. I stuffed an extra diaper in my rain jacket and figured I would change into it after buying the "briefs" in the Wal-Mart's bathroom.
As I was just walking through the sliding doors, I looked behind and there was a thirty-something year old woman staring at me with a bemused smile. I immediately blushed and didn't know what to do - I tried to casually look over my shoulder to sit if I had missed a wet spot in the center of my butt, but couldn't see anything. I thought of leaving, but then saw the incontinence aisle was to my immediate left, near the entrance. I hurried there, choosing paths I hoped were less populated, and quickly found some of the briefs. Holding them, I went to a short line for a cashier - but there was still a line! And I was holding a package of diapers and, apparently, I either had a wet spot on my rear-end or my diaper's bulk was clearly showing through my shorts. There were people behind me and I would glance back and see that they were looking at my package, another girl was smiling. I was finally able to buy them and leave - I decided not to change into the clean diaper there as I just wanted to get away.
Fifteen minutes later, I found a rest stop where I changed out of my wet diaper, into a fresh one, and the diaper-briefs.
I drove for another two hours before stopping at the motel where I am currently. I thought of going to a spa and getting a wax (something I've never done), but they don't have an opening until Tuesday and I need to continue driving tomorrow.
Anyway, just wanted to share these experiences with you - I know they aren't as titillating as a fictional story, but true stories have their own perks, right?
I'm now sitting in bed, looking at lingerie and maid-outfit on the bed, wearing nothing but my diaper and a pair of the diaper-briefs. They're still dry, but I feel a wee coming on.
If you would like to dare or challenge me to do something either for the rest of today or for the rest of the trip (I'm in Iowa currently, if that helps generate some ideas), please let me know. If I accept it, I might post pictures for proof.
