The Restart

After my final night of college, I moved to a smaller city about 3 hours away. I threw away all of my female attire and thought "I had my fun, now I am moving on."

I started my job in my new city, got acclimated with the local culture and was enjoying a great summer there. I went on a few dates, but nothing serious. At times when I was horny, I would think of my last night of college to finish myself.

Times moved back into fall, which meant working at an office with a dress code ended the "bare leg/sandals"option for women in our office. The code of "tights/pantyhose" with skirts was reinforced in the office. (Remember this was the late 1990's, early 2000s). Most of the younger females continued to wear skirts with nylons and with boots. My mind wandered back to my college days.

One night I ended up going to a department store at the mall. I needed some dress pants for work, and other items. I walked by the display of the pantyhose section and stopped. I quickly browsed the Hanes Silk Reflections variety of Pantyhose. I glanced quickly and grabbed 2 pairs of Control top pantyhose with reinforced toe, one off black and one suntan. I slid them under my dress pants and went to check out. I kind of glanced away as the male clerk bagged my order and I paid him. I quickly trotted to my car and drove to my apartment.

I went to my apartment and showered and shaved my legs. My Cock was semi hard thinking about putting on pantyhose again. I made sure the door was locked and slid on my tan pantyhose. I put on a black t-shirt and made a snack to eat. I rubbed my cock, but didn't allow myself to finish myself as I was enjoying the experience of wearing pantyhose alone in my apartment.

I went onto my computer and signed in on the internet. I found a few Yahoo Group Pages in my location and started browsing them. Yahoo made me create an ID, to view the details so I created one: Sheernylons99". I set up the messenger as well and cruised the groups. I joined a "CD/TV" group and a Gay/Bi group. I continued to cruise the listings and my messenger popped open. The ID was "Topman22" The message read "What's up doll? West Side here"

I replied "not much and you?"

He replied back "Looking for fun, Are you wearing pantyhose now?"

I replied "Yes I am"

He replied "What color hun?"

The conversation continued as my cock leaked precum into the crotch of my pantyhose. After a few more exchanges, he asked the million dollar question. "Are you looking for cock tonight??"

My stomach churned, I had avoided this side and by purchasing pantyhose, the ghosts of my final semester in college were coming out.

I typed a 3 letter response "Y-E-S"

He responded "are you coming here or am I coming there?" I told him "My place" and he asked for the address, I sent him and he would be here in 15 minutes.

I was shaking, "What was I doing?" I thought. I grabbed a beer out of the fridge and slammed it. I put on a pair of jeans over my pantyhose. I went back to my computer and opened the messenger to see if he was still on to cancel. His ID was vacant, which meant he was on his way.

I brushed my teeth and soon I heard a knock at the door. I looked in the peephole and there was a guy in his mid 40's, around 6'1 and in decent shape. I opened the door and invited him in.

I quickly locked the door and he looked down at my pantyhose covered feet and smiled. "I am Bruce, and you are?" I meekly said "Chris".

Bruce replied "Nice to meet you, let's see what those legs look like now, take off those jeans." I reached down and unbuttoned my pants, sliding off my jeans. I stood in front of Bruce in a pair of tan pantyhose and a t- shirt.

"Spin around for me Chrissy," Bruce said. I spun around and he admired me. He unbuttoned his pants and slid them down. "Come closer Chrissy" I walked over and he reached out and slid his hand across my pantyhose covered ass and thighs. "You have a very fuckable ass, I might have to tap that one day, too bad I only have time for you to suck me off."

Bruce slid his boxers down and out popped his cock, it was 6 inches semi-hard. He sat down on my coach and I knelt down on my pantyhose covered knees in between his legs. I stroked his cock a few times and put my mouth over the head. My cock twitched as I was back on my knees in pantyhose sucking cock, luckily I had on Control Top pantyhose to keep my cock restrained.

I sucked and stroked him sensually, enjoying the moment. Bruce groaned and taunted me by calling me a "sissy cocksucker and what a natural I was". After 10 minutes Bruce held my head down and began to thrust his hips up. Cum spurted from his cock into my mouth, I swallowed most of it, but some dribbled out of the corner of my mouth. I pulled my mouth off of Bruce's cock. He stood up and I stayed on my knees and licked his cock clean.

Bruce put on his underwear and pants and left. I was still horny and logged back on to my computer. My messenger window popped up from an ID named. "Justin2398" "I love sissy CDs and am looking to meet one for a FWB relationship."

I replied "I am open to different types of hook ups, I had a regular before, it was nice." I was alluding to my college days. We chatted back and forth for about 20 minutes. He finally asked the question "Meet tonight?" My cock was leaking precum in my pantyhose, I wanted to be on my pantyhose knees once again. I typed in "Sure" and assumed he would want to come over.

"I like meeting at neutral sites for initial meetings. There is an abandoned movie theater on the West side of town. Look for a Black Suburban. You can come in there, I will have the seats folded down."

I slid on some sweats and deck shoes. I headed to my car and to the movie theater. I pulled in and there was a nearly new black SUV. The lights flashed and I turned off my car. I slid off my sweats and walked over to his vehicle in just pantyhose and deck shoes. The door opened and there was Justin sitting in his boxers and t-shirt. Justin was younger, very good looking and looked like he had money. I crawled into the back where the seats were folded down.

Justin quickly began to stroke my legs and ass. "Oooh, you are sexy in your pantyhose Chris, I love it. Do you wear them everyday?" I replied "If someone tells me too." Justin was visibly hard sitting next to me. He said "It's time to suck my cock Chrissy." I crawled towards the back of the SUV as Justin spread his legs. I slid off his boxers and began to slowly suck his cock. Justin moaned as I serviced his cock. His cock was 5 inches, shaved and clean. I continued to suck his cock and Justin requested I take my boat shoes off and show my pantyhose feet.

Justin held my head in place and began to thrust his hips. I knew what was coming and soon cum spurted on my lips, in my mouth and on my chin. I tried to swallow it all but some leaked in the corners of my mouth.

I cleaned his cock and sat up. Justin was laying there smiling. "That was incredible Chrissy, just incredible. Do you have time to chat?"

I found it an odd time, but nodded. Justin started out. "I find you very attractive and would like to do this regularly. It has to be discreet, I own property and a business. I have a girlfriend that unfortunately doesn't not oblige to dressing up for me, hence why I find crossdressers so sexy. Crossdressers for the most part dress up to give sexual gratification. Why am I with my girlfriend? We have a 4 year old and I would be paying a ton of Child Support/Alimony. I love panties, nylons, heels etc and I love sexy feet in pantyhose. We can plan through messenger, if that works for you."

Here I was sitting in the back of a SUV, stockinged feet in tan pantyhose and a t- shirt. I was still tasting Justin's cum from sucking his cock moments ago. My cock was 1/2 hard and I had precum stains in my pantyhose. I wasn't in any position to negotiate. I responded "That works".

Justin said "Check your messenger before work if you can, have a good night"

I got out of the SUV, put my sweats on and drove back to my Apartment, I masturbated and fell asleep.