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 2
What a day. I could not think straight or focus on anything and to make matters worse, while I was taking a break eating my lunch, a young lady named Debbie approached me and handed me a plain brown lunch sack which had Paul written on the outside of the sack. I recognized her. Debbie had been the "Hostess" at the restaurant last night.
"Your welcome" was all she said before leaving. As she left, she pulled her cell phone from her purse and called someone.
Inside the sack were a bottle of pink nail polish and several pieces of teal and pink colored lingerie with lots of lace. I shut my booth down an hour early and bolted for my hotel room. I soaked in a scented bath before dressing in my new lingerie. A gel filled padded bra, skirted thong panties with garters & pink stockings and freshly painted pink toenails.
At 7:45, I gave my name to the hostess, Debbie. She smiled a very knowing smile as she checked me out. At 8:00 she called my name and escorted me to booth in the back where Stephanie was waiting. As I bent over to hug her, she placed her hand on my breast and squeezed.
"I am so glad you could come tonight, Paul. Dinner will be here in a few minutes, I already ordered. A bottle of Merlot and two glasses were also on the table. She poured, when I toasted to another memorable evening she smiled and winked. Dinner was great but over far too soon as Stephanie had to get back to work. I paid for dinner and enjoyed my desert as I watched her.
"Thank you for coming tonight" Debbie emphasized as I left to go back to my room. I was almost out the door when Stephanie ran up to me and handed me a bag. "Paul, you left this in the booth. Debbie wore an ear to ear grin as I took the bag from Stephanie. At that moment, I was so confused I did not know what to think.
Back in my room, I opened the bag. I was both a butt plug and a dildo. Attached to the base was a bulb similar to the kind on a blood pressure cuff. I squeezed the bulb and the plug/dildo got larger. I was scared and excited at the same time. A few minutes past 11:00 there was a knock on my door. Through the peep hole, I gazed at Stephanie. I opened the door.
"Thank you for dinner" was all she said as she entered my room. We embraced and this time both our hands were all over each others bodies. We had stripped each other down to our lingerie, I wore teal & pink and she wore black. Her black satin & lace corset gave her a strange power over me. The garters with attached black stockings and 5" heels only increased the effect.
"Open the door, Debbie is waiting in the hallway" she commanded. I obeyed and opened the door.
"What's your name?" Debbie asked.
"Answer her" growled Stephanie.
"Diane" was all I could say in a mouse like voice as I curtsied. Both women looked at each other and laughed.
"Diane is such a pretty name" they spoke to each other. It suits her well.
I was still in shock from the arrival of Debbie. In my mind I had planned out an evening with Stephanie. My plans did not include Debbie. I did not know her. Hell, for what it's worth, I barely knew Stephanie.
Stephanie and Debbie were lovers. I stood there and watched Stephanie as she undressed Debbie. She tongue kissed her, fondled her tits, her ass and her legs. Debbie wore an almost identical corset, stockings & heels except hers were red.
There standing in my hotel room were two beautiful women dressed in corsets, stockings & heels. I, wearing a padded bra, skirted thong panties with garters & stockings and freshly painted pink fingernails and toenails, began to panic and it showed.
Debbie grabbed my hand and sat me down on the bed. She explained how she had seen Stephanie put her panties in the "to go" container which she gave to me. After she got home, I asked her a million questions about what happened. Which is when we came up with our little plan and here we are. Stephanie and I have wanted to bring another girl into our bed for some time now. With you, we hit the jackpot. Don't be scared, we are not going to hurt you. "Are you ok with this" she asked. I could only nod as I could not find my voice to speak.
"Great, let's get this party started" shouted Stephanie. Next thing I know, she grabbed my head and forced my face into her pussy. Debbie grabbed for my clit and got it nice and hard. I got pushed on my back; Debbie impaled herself on my clit while Stephanie mounted my face. The girls tongue kissed and pinched each others nipples. They pinched my nipples a few times, too. It hurt at first and then they started to ache. Neither the pain nor ache stopped me from devouring Stephanie's pussy like it was my last meal.
Stephanie pushed Debbie backwards on the bed. As my clit came out of Debbie's pussy, Stephanie's tongue and teeth replaced it and I shoved my clit in Stephanie's hot hole. Debbie climaxed hard and fast when Stephanie clamped her teeth on her clit. I shot my load into Stephanie from all of the excitement. As my clit softened and slipped out, Stephanie pushed me back down onto the bed and mounted my face. I had never eaten a cummed filled pussy before. With my tongue in her pussy and Debbie attacking her nipples, she climaxed in seconds.
Debbie attached her strap-on to me and got on the bed doggie style. I slipped the dildo in her pussy and my greased clit in her ass at the same time. Stephanie grinned as she greased up my new toy. As I double dipped Debbie, Stephanie inserted my new dildo in my pussy. It felt weird at first. She fucked me slowly at first then a little faster matching my rhythm as I double fucked her lover. What the fuck, my pussy was on fire. She started inflating it as she fucked me. Debbie screamed "Harder, Faster, NOW". I thought she was ordering me, so I really started pounding into her pussy and ass. Stephanie thought Debbie was talking to her, so she started giving my pussy a real pounding with the dildo at max inflation. Debbie and I climaxed and screamed together. Stephanie continued to fuck me with a now deflated dildo for awhile. Then Stephanie removed the strap- on from me (but not my inflating friend), attached it to Debbie and mounted it. She grabbed my clit sucked it into her face while she teased me with my dildo.
With my clit hard again, she got off Debbie and, as instructed, I lay down on my back. Stephanie mounted and laid on me then Debbie mounted her. I could not move. I was trapped under two women. I felt every stroke as Debbie fucked Stephanie slowly at first then faster and harder in time. Debbie somehow found the bulb and inflated my dildo while she now pounded her lover. Stephanie and I climaxed again soon after that.
After awhile, Debbie got up dressed and excused herself. Stephanie and I passed out on the bed. We were exhausted.
Stay tuned for part 3, Sunday was incredible.