"Call me tomorrow and we can arrange a private workout."
"Yeah...yeah, I'll do that."
I didn't do that. I didn't call the next day. Or the day after that. It wasn't for a lack of desire or anything like that. What Sarah had done to me, stroking me and sucking on my tits until I came in the gym locker room, felt so good. It was the best orgasm I had had in a long, long time. I wanted more. I wanted to see more of Sarah. I wanted Sarah to do more to me. More importantly, I wanted to do more to Sarah. I wanted to bring her the same pleasures that she brought to me.
Still, for those two days I didn't call or text. Despite all the desire I had, what held me back was a gnawing insecurity. Maybe it had been just a one-time thing for her and she was just being nice with the whole number trick. Maybe it was some elaborate prank and she gave me a fake number. Maybe she had meant it, that she did want me to call again, but had since changed her mind. Maybe she had decided that once with a trans woman was enough. I knew rationally that some of these doubts were unlikely and just plain silly, but even the sliver of possibility that they were true stopped me every time I began to write a message.
Finally, on the third day, I mustered up the courage, pushed past my insecurities, and texted her.
Kate: Hey! It's Kate, from the gym. How's it going?
As every minute passed waiting for a reply, my anxiety continued to build. I began letting those silly doubts come back into view. When my phone finally buzzed with the message notification, I could feel the anxiety dissipate.
Sarah: You took more than a day. You're lucky you're cute.
Kate: Oh, yeah, sorry. It's been a busy couple of days.
It wasn't a complete lie. I had been busy dealing with my insecurities and doubts.
Sarah: It's fine. Again, you're lucky you're cute. Are you busy tonight?
Kate: No. I'm free.
Sarah: You should come over. We can have some drinks and get to know each other better.
Kate: Uh, I thought you wanted to workout together?
Sarah: Don't worry. I'll make sure you leave here worn out. Here's my address. See you at 8. [Google Map Link attached]
"You have arrived at your destination," my Google Maps chimed as I pulled into Sarah's gravel driveway. I took a minute to check myself in the rearview mirror before stepping out of the car. For tonight, I went with simple black leggings, a v-neck t-shirt, and chucks. As I walked towards the front door, I felt my stomach doing somersaults and my heart racing, threatening to burst out of my chest. Before I even reached the front door I watched it swing open. There was Sarah, standing there looking as beautiful as I remembered. Her dark hair was still in that cute pixie cut and her green eyes were piercing as she watched me walk up to the front door. She was wearing a cute strappy sundress that ended just at her knees and showed off her cleavage perfectly.
She greeted with her sweet smile and welcoming tone as she said, "Hey there, glad you could make it." In an instant, I could feel my nerves begin to settle.
"Oh, thanks for having me," I reply, my voice shaky.
"Come on in. I just opened a bottle of wine for us."
With that, she led me into her house and towards the living room. "Go ahead and have a seat," she said as we entered, directing me to the plus couch sitting against the wall and across from the TV. In front of the couch sat a large wooden coffee table. On the coffee table was a glass of wine and two wine glasses. I sat on one end of the couch, tucking one leg under me to face towards her as she sat on the other end. She reached for the bottle of wine, poured a glass for me and a glass for her. As she handed me mine, she leaned forward and offered her own in a toast. "To a good night," she said, eyes locked onto me, an eyebrow cocked, and a devious grin on her face.