Friday morning started just after 5:30 with a ping from Nate: “good morning Gabby, I hope you had a nice night”. Now there was exactly one other person on Earth who knew my fem name. I responded sleepily with “you’re up early”. He told me he had to get up for work and I was the first thought he had! Ok, so if I wasn’t feeling girly already, that did it for me! So freaking sweet! But I didn’t have time to chat, I had to get ready for work and so did Nate. I told him I would text him later, if I had time between meetings.
Since we’re both in the software field we are both working from home, which is a great benefit for a closet dresser like myself. This day was special though, I wanted to shower and give my legs a fresh shave before starting work, so I popped out of bed and scurried into the bathroom. As the water warmed up, I found a new pink razor and some shaving gel to go with my Cherry Blossom body wash.
As I artfully shaved my legs, my mind was clouded with daydreams of Nate. What was I getting into? I’ve always dated girls and the more feminine they were, the better. Now I’m getting myself all femmed up for a Man, what the hell is wrong with me! With my legs smooth and shiny, I turned off the water and tried to focus on the day ahead. I found my favorite panties in my top drawer, black this time, and I decided to add some nude pantyhose to celebrate my smooth legs. Pantyhose over freshly-shaven legs are the bomb! What an incredible feeling!
I made myself some coffee and had a light breakfast, then pulled on some ankle booties to go with my jeans and t-shirt and headed to my home office. The hours dragged that day and focusing was not easy with Nate on my mind.
Around 3 p.m., my phone pinged again, Nate, of course “hey cutie, how about a drink after work?” he said. I instantly got a pit in my stomach, what should I say to this guy? He’s so nice and at 6 feet tall, black wavy hair, beard stubble, and a killer bod, hard to resist – if I were not straight! I didn’t want to lead him on, he deserves better than that. I didn’t respond, I just set the phone down and continued working. A few minutes later, ping! “Gabby, don’t be afraid, it’s just a drink at a local spot. They have a great wine list and more craft beers than you can count. Just say you’ll come and if it sucks, you can go back home.”
“Fine”, I said, my hands literally shaking as I typed those four letters, “how about 7 p.m.”? Nate responded with “perfect! I will see you at Grapes and Hops on McDaniel Street”. I leaned back in my chair and took a deep breath, I was done working, no sense in even trying to concentrate now. I needed some food to settle the butterflies in my stomach, so I grabbed some crackers and a diet Coke, as I contemplated the evening ahead and began getting very horny at the thought of what I was about to do. Call it what you want, this was a date and I was not the male persona here.
Sitting on the couch, I pulled my booties off and looked at my nylon-encased toes. They needed some work! I went to the bathroom and found some “pink blush” nail polish and took it to my bedroom to address the problem. I pulled off my jeans and my pantyhose, laid out a towel and weaved some toilet paper between my toes. I needed them to be perfect, so I went slowly, and applied two coats. While my pretty pink toes were drying, I remembered a set up toe rings I’d bought at Wal-Mart a few years back and hoped I could find them.
The toe rings, four of them, were in my secret jewelry drawer! “Yay!” I slipped two rings in each foot and took a second to admire them on my feet before I put my pantyhose and jeans back on. Wow, they looked good! What Man could resist pretty pink toes and toe rings peeking through nylon? As a small guy I’m lucky to have men’s size 7.5 feet, which I love, so petite and I can get any shoe I want in the store. I hoped Nate would like them as much as I do.
I quickly finished getting ready and hurried to my car, already 6:35, I was cutting it close. I drove to the bar, parked and walked to the door, where I was met by Nate. He looked good! And I think he got taller since I last saw him. He was wearing a black sport coat, open collar white shirt, dark jeans, and dress shoes. I was just in a dressy t-shirt, jeans, and white Chuck Taylors, so I felt a little under-dressed.
Nate held the door as he greeted me and followed me in. He chose a table off to the right were we would not be disturbed. The waitress came over and greeted us, asking what we’d like. Before I could respond, Nate said he’d have the local stout and told her I would have a glass of pinot noir (funny, I really like pinot, but I was gonna have a more manly drink). The waitress thanked him and went to get our drinks. I told him it was so sweet that he ordered just what I would like (between us, dear reader, it made my dick twitch to have him take control like that!).
We sat and talked for about an hour, while we had some appetizers and more drinks. Nate can drink, the guy was not buzzed at all. I, on the other hand, was feeling the wine and I was letting my guard down. At a lull in the conversation I said “so, you said you can teach me how to kiss, just when will this be happening”? “Well, he said, I actually said I could teach you how to kiss a Man, which I will do this evening”!
My heart fluttered, I was ready to get out of there! Nate said “let’s go to my house and I will show you how it’s done”. He paid the check and off we went. I was much too buzzed to drive, so he did the honors, leaving my car in the lot.
As he drove, he put his hand on my knee and rubbed, which made my dick spring to life. This was not good, when I’m horny I will do just about anything! We arrived at his house and he led me in. It was a very nice, new place, but a bit messy. I like neatness, so I told him I would clean it for him sometime. He let out a slightly embarrassed laugh and said “sorry about the mess”. I assured him that it was fine with me.
Nate led me to his bedroom and retrieved a wooden chair from the kitchen to bring with him. He told me to sit in the chair and trust him, which I did, my head a little woozy from the wine. As I sat, he removed my sneakers to reveal my pretty toes and hose, and to my shock, he planted a kiss on each foot! I was melting!
Nate walked to the closet and came back with a silk necktie, which he secured over my eyes and asked me if I could see anything, which I could not, it was complete darkness. With the blindfold in place, Nate began gently rubbing my shoulders and I let out a nervous giggle. I was nervous, that is the truth!
I felt him near me, his breath on my neck, then a soft kiss on my earlobe, sending chills down my spine. I let out a tiny moan and leaned my head to the left, exposing my neck to his lips. Nate gently kissed and nibbled my neck for a long moment, the tightness in my jeans was getting painful. I felt him come around to the front of me and place his hands on my face, his sexy beer smell coming toward me. Then he did it, he placed one gentle kiss on my lips, then another and another. I hungrily kissed him back, feeling his stubble on my lips and tasting his hot breath. OMG! I had never experienced anything like this before.
Nate paused to ask if I was ok, to which I could only muster “uh huh”. He told me he could stop if I was uncomfortable, but all I could do was shake my head no! I was completely under his spell.
Nate removed my blindfold and stood me up against the wall, he was so freaking tall (I made a mental note to wear heels next time)! As he backed me up, I reached up on my tiptoes and wrapped my arms around his neck, I put my lips on his and let him explore my mouth with this tongue! God he was a good kisser!
Nate spun me around and took my hand, leading me to his bed. He laid me down on my back and hovered over me, planting kiss after kiss on my lips and neck.
“Show me what you have on under these jeans”, he said…
