This transgender story contains adult themes dealing with crossdressing. If you are too young to read such a story, you are offended by such themes, or it's illegal to read this where you live, then stop and don't read any further. _________________________________________________________________
Convention Center 4
Monday morning arrived with a ringing phone which woke me up. It was Stephanie. She wanted to talk but wanted to be sure I was alone. I got up and unlocked the door on the way to the bathroom.
"Good morning, Sunshine" she called out as she entered the room. I announced I was in the bathroom as the door opened and she walked in. I finished my business, stood up and flushed.
"Do you always sit when you pee or just when you are Diane?" she asked.
"Yes, it's always safer to sit first thing in the morning when you're still asleep" I responded. The fact I was still wearing my lingerie from last night was irrelevant. "To what do I owe the privilege and honor of your company this morning?" I queried. "Hey aren't you supposed to be at work, both Debbie and you had to work early today? That's what Debbie told Jeff last night."
"Silly girl, Debbie made that up so Jeff would take us home and that would leave the two of you alone for the balance of the evening. So, what happened? I know you are still new to this girlfriend thing but for your information, we tell each other EVERYTHING. If you know what I mean."
"Damn" I quietly cussed to myself. It was 9:44 am and I had a million things to do still. I had to shower, dress, pack and checkout in less than 90 minutes. Then go to the convention hall and pack my exhibit all before noon. I was starting to panic.
Stephanie called the front desk and got me a 1:00 checkout time. "Diane" she yelled. "Look its cool. Put this on" she spoke as she handed me my dress I wore last night. "On second thought, put this on" and proceeded to remove her sweatshirt. "Now, let's go get your exhibit packed up"
I started laughing. I was still dressed in my bra, panties and stockings from last night. I had just been handed a sweatshirt to wear from someone who now stood before me wearing only a bra from the waist up. She started laughing too. I put on her sweatshirt (it smelled of her perfume), jeans and shoes (no socks). I handed her my denim shirt I wore to the mall. When we both grabbed our purses to leave, we started laughing again. "You are amazing". In less than an hour, the exhibit was packed up and ready for shipping home. Looking at Stephanie I said "Thank you, I could have never done it without your help." She only smiled and nodded. "Are you coming back to my room? I still need to pack."
"Yes, that's the plan. Can we grab a quick bite on the way" she asked.
"Done, it's the least I can do for all of your help this morning" I responded. We stopped at a fast food joint, what a mistake that was. The place was mobbed. Then it dawned on us, DUH, its noon on Monday. Of course it's going to be mobbed so we headed for the hotel instead.
As we entered the room, Stephanie grabbed me and kissed me. She ripped her sweatshirt off me, pulled down my jeans and pushed me onto the bed. Next she pulled down my panties, lifted her skirt and mounted me. The entire time she fucked me she played with my nipples through my bra. Wow, what a feeling. I started cumming; I tried to hold back but could not stop. I pulled her off of my dick and spun her around into a 69 position so she could climax and I could get one more taste of her sweat nectar. As soon as I had her clit in my teeth, she was seeing stars; no galaxies.
When we returned to earth, I still had to pack and checkout. There was no time to shower either. Stephanie helped me pack my bags. At the front desk, the desk clerk laughed when she saw my pink finger nails, I had forgotten to take the polish off.
Stephanie never missed a beat, "He lost a little bet we made over the weekend. He has pink toenails too." She added. The clerk and Stephanie nodded in agreement while I blushed and signed the form for the room.
When the clerk asked, "Did you enjoy your stay with us?"
"It was absolutely wonderful. I had the time of my life and can't wait to do it again. Everything but the suckers bet" I said as I held up my painted nails.
"You still owe me lunch mister and I know just the place" Stephanie reminded me as we left the counter heading for my car. With the car loaded up, she gave me directions to what turned out to be her place. Debbie was home and had fixed lunch for all 3 of us. It was a trap. Debbie hugged and kissed both of us and welcomed me into their home.
"Jeff won't tell me a single thing about last night, I interrogated him at breakfast this morning" so if he won't tell then you have too. My lunch must have been drugged with truth serum or something because before too long, I could not help myself I told them everything. Almost as if I was bragging. Debbie noticed me squirming in my chair as I recounted the details of the previous evening. I was so engrossed in my story telling I did not notice Debbie's hand heading for my lap until she made contact and squeezed. My clitty was nice and hard.
The next hour or so is still a blur. Debbie grabbed mine and Stephanie's hands and practically ran for her bedroom. She commanded both of us to strip. Stephanie only had on my denim shirt, a bra and her skirt. She was naked in a flash. I was still wearing her sweatshirt, my bra, panties, stockings, jeans and shoes. It took me an extra minute to strip. Debbie returned in her birthday suit holding a cloth bag. I was standing in a room with two incredibly beautiful naked women. Yet, I felt awkward. It was a feeling difficult to put into words. Debbie sensed my uneasiness. She handed me a pair of crotchless panties and an open nipple bra. I did not wait to be told get dressed. Once dressed in the new lingerie, my awkwardness subsided.
In the bag were two double headed dildos. I lay down as Debbie instructed. Debbie slowly inserted one end of the dildo in my pussy and the other end in Stephanie's ass. Then she slid my clitty into her ass and the other dildo into hers and Stephanie's pussy's. As Debbie bounced up and down on me, she was able to fuck both of us at the same time. I reached up and grabbed Debbie's breasts. They felt magnificent and when I pinched her nipples she started fucking us faster. Debbie climaxed first. Her orgasm triggered mine and with a little bit of finger play Debbie got Stephanie off too. Next both of the girls found strap-on's and took turns fucking me while they got their ass fucked at the same time.
By 3:00, we were exhausted. I slept for 2+ hours. The girls fixed me a cup of coffee and a sandwich. I took another cup of coffee and sandwich for the road. I hit the freeway at 6:00 and was in my driveway by 8:30. I looked and felt exhausted, like someone who had actually had food poisoning. I gave my wife a hug and kiss then went straight to bed.
Epilog
Ever since that weekend, my relationship with my wife has greatly improved. Our love life is better and she has become more accepting of my desires to wear lingerie. All of my underwear has been replaced with panties of different colors and styles. I bought a strap-on so I could double dip her. She has so enjoyed anal sex, she has even donned the strap-on herself and dominated me. I was allowed to wear panties & stockings but no bra the night she fucked me. One step at a time I keep telling myself. Next time I think I'll wear my pink teddy and crotchless panties.