My name is Lisa. I have always wanted the best for my daughter as all parents do. When it comes to sex, that is especially true.
My husband Tom and I have raised our 20 year old daughter Jessica (Jess) to enjoy life and it's treasures, sex being one of them. Tom and I have never shied away from discussing sex with her. On more than one occasion she has seen us naked and even fucking.
As her 21st birthday was approaching we wanted to something special for her. We decided on giving her a special present, a weekend at a resort with one of our best friends, Dana, a trans female. This would be her first time with a trans woman.
Now, Jess knows Dana but she doesn't know that Dana is trans. They have always gotten along fine and we thought this would be good for Jess.
We picked a weekend when Jess had no school. I called Dana to see if she would be not only interested but also available.
"Dana, high this is Lisa. How have you and Sammi been?"
"Hi Lisa, we have been fine. What's going on?"
"Our daughter's 21st birthday is coming up and we wanted to give her something very special and I was thinking of a weekend with you. Interested?"
"Hmmm. That does sound interesting. When would it be?"
"I was thinking at the end of the month. Would that work for you?"
"Yes, that's fine. But would Jess be ok with this surprise?"
"Tom and I discussed it and we think she is ready. If nothing else, you will get a quiet weekend at a nice resort."
"I guess I could do it. Ok, I'm in. Get me all the details."
"Thanks Dana, I owe you."
"You sure do. Bye Lisa."
"Bye Dana."
I told Tom and I started to make the arrangements.
By the end of the day, everything was set. That night Tom and I took Jess out for a lovely dinner. As we ate Tom told Jess what we had planned for her birthday and she was very happy and looked forward to going to the resort. She was equally happy that Dana was going to be with her.
"You know mom, I like Dana. She is smart, pretty and not a stuck in the mud. She is kind of hip for her age."
"We are glad you're happy. We made all the arrangements and Dana will come here and we will take you two to the airport."
"I'm looking forward to it. Thanks Mom and Dad."
Finally, the day arrived. Dana already was here and Jess finished packing and Tom and I took them to the airport. We stayed with them as long as possible before they disappeared down the ramp to the gate.
From here on, Dana is continuing with the story.....
Jess and I boarded the plane and after a two hour flight we arrived at the beautiful island and took a cab to the resort.
We checked in and were taken to our private chalet on the beach. The only problem was that there was only one bedroom with a king sized bed. We called the office and told them we needed two bedrooms but they said the reservation called for only one bedroom. Dana said, "It's ok Jess. If you are ok with sharing a bed, so am I. We unpacked and got ready to go outside.
I wore shorts and a tank top without a bra and Jess did the same. We walked around the resort and got familiar with all it had to offer. The place was beautiful. By the time we got back, it was time to get ready for dinner. Jess showered and as she was getting ready, I showered and then got dressed. We then headed to one of their dining rooms where we feasted on roasted duck and plenty of wine, things we don't get at home.
We spent almost two hours at the restaurant and after dinner we continued walking on the beach under the moonlight and gentle breeze.
It was getting late so we headed back to our room. Jess undressed first. "Dana, is it ok if I sleep naked?"
"Sure Jess. It's ok with me. I'm going to keep my thong on. Ok?"
"Sure Dana. Not a problem."
We got into bed and we kissed goodnight.
At some point at night our bodies pressed together. My cock was hard as our bodies touched as we faced each other. Then I felt Jess's hand moving down. It rested on my thong and hard cock. Suddenly Jess jumped up, "Dana, you have a cock "
"Yes, Jess. I am a trans female. Is that ok?"
"I guess so. I didn't know. Can I see?"
"Sure Jess." And I removed my thong and my cock popped out.
Jess reached down and touched my cock and balls as I turned on the light.
