Anonymous


Views: 8202 Created: 2007.09.08 Updated: 2007.09.08

Early Diaper Histories

Dave - Who Said Money Can't Buy Happiness?

Who said money isn't everything? It sure is when you have it and are a DL that wants to keep the fetish/fantasy private and eliminate any emotional baggage with a spouse or even girlfriend. Such is my status today.

I have been very fortunate and also made my own good luck with success and while a lot of men in my same position will use call girls to have sexual intercourse on the sly I simply opt to have appointments with those ladies to facilitate my DL yearnings. It's quite simple and very discreet (as I insist on that) to arrange a nice motel room on the beach (cash in advance) and a local call to an escort service. I casually mentioned the first time I called, that my request was perhaps a little unusual in the sense I didn't want sexual intercourse. I was a DL that liked to be put in cloth diapers by middle-aged attractive women and if they had a big chest all the better. The dispatch lady said that wasn't a problem and told me and she had a nice red head that fit the bill to a tee; as she has some experience with the AB/DL scene. That really got the juices flowing for me. We agreed on $100/hr. (2 hrs tops I figured) and set up the meeting for that evening @ 8:00. Sure enough I checked in and waited for the appointed hour to arrive. I did settle my nerves with a few scotches and was very loose when the phone rang in my room; my "date" asking the room # from the lobby. She came right up and I was pleasantly surprised to see a 40 something redhead with sticking features and a beautiful full figure. She gave me a kiss on the check and introduced herself as Diane and I asked her if she would like a scotch, as that was all I could offer. She accepted and sat on the bed and said she was looking forward to making my wishes come true...all I had to do was tell her what I wanted. (She did confirm the rate very nicely and I said no problem). At this point she took off her sweater and was left in a tight skirt and revealing top. As we sipped our drinks she asked me if I was AB or DL or both. I was amazed at her understanding and relieved too. I told her I was mainly a DL that really liked the sensual/sexual feelings of being put in cloth diapers and sometimes-plastic panties. She winked at me and she said all good boys deserve that. With that she asked if I had brought my "stuff" and I reached into the closet and brought out a gym bag. She asked to see it and I handed it to her. I made us both a fresh up on the drinks. She then laid out on the bed my contoured flannel diaper and took the baby oil and powder and put it on the bedside table with the pins, all the while telling me how much men were just little boys that needed to be in diapers from time to time to escape the real world. She also saw how red I was blushing and winked at me and told me to come over and let her take my clothes off.

She then asked me what I wanted her wearing and I told her I wasn't going to have sexual intercourse but if she wanted to just be in her panties I would love that. She then took off her top and bra and slipped out of her skirt revealing a sexy thong. Now it's your turn she said as she undid my belt and pants and unbuttoned my shirt. Sit on the bed and take off your shoes and socks. I was there in my boxers and she saw that I was really aroused. Well it looks as we need to help you get into your diapers now so scoot up on the bed and lay back while Diane gets those big boy pants off and makes you comfy in your diedies. She lifted my legs and told me to raise my butt as she slid my boxers off and put the diaper under me making sure it was positioned properly. I was trembling a little as she spread out my legs and reached for the baby oil while brushing my tummy with her nice breasts. Then I felt her hands with the oil rubbing my inner thighs, stomach and then crotch area. I was moaning with so mush pleasure she just smiled and said you need to relax and let Diane make you a little boy for now. I cried out yes and she kept up a slow massage working her fingers all over and even near my anus. She asked if I liked that and I said yes. I almost came 3 or 4 times and each time she would pull the diaper up between my legs and cover me...not yet she would say. When I got semi flaccid again it would start over. She too liked then to put her chest near my mouth so I could nuzzle and suckle while she stroked me. Finally I begged her to let me cum and she pulled the diaper over my stiffy as I exploded all over my stomach under it. As she pinned them tight she asked now doesn't the good boy feel all better? I was totally exhausted as I glanced at the bedside clock. An hour and 10 min had passed so I asked her to stay for another 50 minutes to make it an even 2 hrs . No problem she said as she patted the front of my diaper. Then she looked back in the gym bag and pulled out my clear plastic panties and said I had to get them on in case I wetted my sticky diapers... after our drinks. Sure I said and she proceeded to put them over my legs and pulled them up. You look so cute. I told her how much I loved the session and wanted to do it again soon. She liked it too because she didn't have to worry about intercourse and liked the DL scene. About twenty minutes later I mentioned I needed to go to the bathroom to pee. Just pee in your diapers I want to change you before I leave OK? Go ahead I am going to get a warm washcloth to clean you up and a new fresh diaper. I let the warm pee flow up on my tummy and down into my crotch and felt the dampness between my legs. She returned and asked if I pee peed. I sheepishly replied yes. Lets go to the shower so we don't get the bed wet OK? Down came the plastic panties and she un pined one side of my soggy diapers as they fell to the shower floor. I stood there with my manhood drooping as she washed me and then dried me off. Let's go my back to the bed and get you in a new diaper. I laid back on the diaper she had put there and she reached for the powder this time. She sprinkled over my lower tummy and crotch area taking care not get me aroused this time; even though she could see my semi hard.

She meticulously finished as the clock approached 2 hrs. She handed me a pair of sweat pants and put on her bra and clothes. I gave her $200 and a $50 tip and a kiss on the check and asked to see her again soon. I would love it she said. I guess so, I thought, at these prices. But what the heck it's nothing to me, and what a great non-threatening DL experience.

Part II

I found myself obsessing with the idea of making another appointment with Diane after the first encounter. I tried to repress my desires but it became all too obvious to me that it was inevitable that I had to call again. The same beach hotel was engaged for our second DL encounter. This time I was much more relaxed and very much looking forward to seeing her again, especially knowing her acceptance of my quirky fetish. I even suspected she relished the opportunity to display an upper hand in her role as a DL enabler.

At the appointed hour of 8 pm the knock on the door was answered with a big smile and a kiss on the cheek.

She looked even better than I remembered. Her auburn hair was cut shoulder length and really accented her soft facial features. She was wearing a mid length beige wrap around skirt with a light blue blouse that really complemented her nice form. I thought to myself what a classy lady. I offered her a scotch and we sat and got reacquainted. She asked if I had again brought my "stuff" and I replied yes. She winked and suggested I bring it to her as she moved towards the bed. She said that she too had brought something this time and it would be a secret for a while. I handed her the gym bag and she took my hand and sat me on the edge of the bed. As she undid my shirt with her right hand she unbuckled my belt with her left. This being the second time I was much more relaxed and she could definitely sense it. I scooted back on the bed so I could lift my bum and she could pull my pants off. There I was in my boxers as she pulled out my contour cloth diaper and baby oil. Even though she knew I wasn't AB she asked if little man wanted to be in his nice comfy didies? I moaned yes and the boxers were pulled off leaving me exposed. I asked her to get comfortable and she took off her blouse, bra and skirt wearing only a beige thong. That was all it took for me to really come to attention. Let's make you nice and relaxed. I let her place the diaper under me as she pushed my inner thighs out to receive the softness of the diaper. She asked me if I wanted her to pour some baby oil on me and gently rub away my troubles. Oh yes! I said as she was now in full stroke and massage mode. It is the most marvelous feeling; even better than intercourse for me. Especially too because she is so good at bring me to the edge of climax and then letting me become semi-flaccid as she softly talks and nuzzles me with her nice breasts. It was at this juncture when she asked me to roll over on my tummy on my diaper so she could let me have her surprise. Being totally trusting I did as she asked. Next thing I knew I could feel her wonderful hands rubbing baby oil over my cheeks and down my crack with her fingers. What a new experience this was as I laid spread-eagled on my diaper rubbing against the softness and feeling her caress. She asked me if I was sensitive as she pulled out a vibrator from her bag and showed it to me. Wow I've not done that before. She told me she was real gentile and I could stop at any time. Sure I said as she grabbed some KY Jelly; turned the vibrator on to its' lowest speed and was running it between my thighs. Raise your cute bum a little and let Diane inside you. I did as she very slowly entered me. Back and forth as I squirmed with pleasure. She knew exactly how to massage my prostate to the extent I was begging for more. My stiffy was so was so big after about 10 minutes and I had to release. Do you want to make cummy diapers now she whispered as I shot all over my diaper and collapsed on it. Then I felt it being pulled up over my behind and the velcro tabs secured. I then rolled over and pulled Diane close to me thanking her for the best sex I had ever had. She smiled and said she was glad I was happy and patted my diapered rear end. I laid there for ten minutes totally spent when the urge to wet came over me. I told Diane I better go to the bathroom but she had me wait until she slipped on my plastic pants and encouraged me to wet. I was soaked in no time and she led me to the bathroom. As I stood there she pulled my plastic pants down and I stepped out of them as she unpinned one side of my diapers and let them fall to the floor. She then got a warm washcloth and began cleaning me asking if I wanted my big boy underwear or preferred another diaper. As if she didn't know....