I had at all times wondered about going into an adult store but could never muster up the courage to enter one. I wondered the foreign atmosphere combined with my natural introversion would only lead to very awkward stares and conversations. It was not until I broadened my thoughts about my fetishes that I would finally go in and it would forever change my life.

For the last couple of years, I have greatly wondered about my fantisies and how I can finally make them a reality. Of course, never having a girlfriend and still holding onto my virginity, due to my introversion, has not made the journey any easier. Since an early age, I had loved the idea of being forcibly dominated. Don’t ask me why but the wondered of someone having their way with me in bed was a enormous turn on for me. Then I began to think that since I have had no success in finding a partner, maybe I can slowly change who I am, at least in private.

It started off by looking into female lingerie types and how to convert female sizes into male sizes. I got an idea and headed to my local Walmart to visit the lingerie section. I picked out a variety of panty styles, a couple lace thongs, cheeky panties, and a g-string just for fun. Now I was wanting to dress more like a girl, so I went over and picked out a pair of skinny jeans. They were ripped in the knees and looked like they fit very snugged. I wanted to try them on but was embarrassed about bringing woman’s jeans into the men’s changing room, so I hid them under a pair of men’s jeans. I also hid a thong underneath.

I closed the changing room door, took off my men’s pants and boxer briefs, and stared at myself. I had just shaved my body that morning and my skin felt so smooth and a bit chilled with the store’s air conditioning. My t-shirt hung just above my hardening cock, becoming more erect the longer I stood there. I picked up the thong I snuck in, it was a pink lace thong. I pulled it up my legs and the feeling of the lace against my smooth legs made me shiver a bit. I brought it all the way up to my waist and instantly my cock was the hardest it had ever been. I tried my best to keep it tucked into the thong but the feeling of the cotton and lace made me want to jerk off in them right there. But I wanted to wait. I turned to the side and saw the back of the thong high up in my ass, feeling like I had a constant wedgie but it felt so fucking sexy and I was so turned on by it. I’m glad it was not a busy day at Walmart so I did not have to rush too much. After admiring my lower body for another minute, feeling every bit of lace against my warm and smooth skin, I grabbed the skinny jeans and pulled them up, feeling very snug. They hugged my ass and emphasized my legs and thighs. I sat down to put my shoes back on and looked into the mirror. The pink thong was peeking out, over the back of the skinny jeans. I had heard of whaletails and was at all times a enormous turn on when I saw the occasional one in public, but never wondered I would have one happen to me. I stood up and sat down a couple more times and even pulled them up a little bit more to make it a bigger whaletail, while feeling the thong press against my now leaking cock and further up my ass. I wanted to spend all day in that waiting room but I knew I should probably get out, plus I could purchase them and get home quicker where I could try everything on. And yes, I went through the self checkout on my way out. I did not want to have to explain why I was buying lace panties and girly jeans to the cashier.

A couple days passed and I had so much fun with my new clothes. By this time, my phone was full of sexy pictures of myself and I had cum various times in my new panties. The sexiest masturbation sessions were infront of the mirror with my skinny jeans around my ankles and my cock being stimulated by the lace, making me cum harder than ever before. After one session, I was laying on the bed with cum all over my cock, hands, and chest, and I realized that I was ready for the next step. I researched adult stores in my area and I came across one just down the road from my work, they had just moved there a few months ago. With all this stimulation and the life changing orgasms, I was hooked and wanted more. I wanted to discover new methods of making myself look sexier while making my masturbation session more intense. So I made the decision to walk in the next day and see what they had.

I woke up after a long night of anticipation for what was to come. I walked over to my closet and grabbed a pair of shorts when I saw the skinny jeans still on the floor from the previous evening. I could grab my boy clothes and walk in like typical, or, if I really wanted to feel vulnerable and adventurous, I could wear my panties and skinny jeans. Without second guessing myself, I grabbed the skinny jeans and picked out a pair of panties. I chose the red lace thong and slowly slid them up my body. That feeling of soft fabric against my nicely shaven balls and ass never gets old, and I instantly got hard again. I really did not want to go in the store with a rock hard erection, so I put on my jeans and tried not to think too much about it and got in the car. After a few minutes of driving, I pulled into the parking lot of the strip mall where the adult store was located. A sense of nervousness covered my entire body. This will be the first time I’ve gone out in public with my skinny jeans, I kept thinking about what they would think of me. After some self motivation, I got out and walked up to the door.

I hesitated before opening the door, then opened it and a little bell rang. I was instantly shocked by the amount of product in the store. There was everything from sexy lingerie to vibrators to blow up dolls, to sex machines. There was only one other customer in the store being helped by an attendant over by the lingerie. I quickly felt overwhelmed and wondered maybe I had gone in too far above my head but before I could turn back, one of the attendants asked me if I needed help. I turned to her and froze. She was a tall skinny gal probably in her early 30s. I couldn’t seem to discover my words as I stood there in a stuttering mess.

She laughed to herself. “Is this your first time?”

I finally was able to quietly, almost whimper out, that I had never been in a sex store before.

She laughed again. “Don’t worry, we break in virgins all the time,”

I am assuming she meant accepting new customers but my cock wondered differently and I could feel it pressing against my jeans.

She started walking toward the shelves and asked me if I was looking for anything in particular. I did not want to blatantly come out and reveal my darkest fantasies, so I said something for me for solo play. She gave me a smirk and we started off to some other shelves. She showed me numerous pocket pussies and lifelike torsos with built in simulated pussies and assholes. The torsos looked intriguing so I squatted down infront of one on the lower rack to see its price. At that point, I think I must have been flashing my red thong again because the attendant chuckled when I bent over. I looked back and saw her hand covering her mouth while still quietly laughing.

“W..w..why are you laughing?” I asked her.

“Have you ever tried anal play before?” she asked me, still with a smile on her face from laughing.

Now that was at all times a favorite fantasy of mine, but I said no I haven’t. She directed me to another part of the store and instantly, I felt my cock starting to bulge in my panties. I tried to quickly adjust myself when she looked back and smiled before turning her head forward again. I did not know what to think at the time. By this point, I knew that she knew something about me but at the same time, looking at the wall of toys, I quickly tried to forget about it.

We stopped at a shelf full of lifelike dildos, some skin colored with veins, others were all different colors. There were small ones like the size of a small carrot and others that were as big as my arm and about as wide too. There were also butt plugs and prostate vibrators, again different sizes and styles. I was feeling a bit overwhelmed but my cock still said otherwise, as it was getting really hard to stay still and not grab myself. I think the attendant saw my struggle.

“Do any of these grab your attention?”

I looked at the shelves and saw a few that stood out. One was a set of butt plugs, starting from a small size and progressing to quite large. Another was a vibrating prostate massager that can connect to your phone. I did not even know that was a thing. I pointed those out and looked at the boxes. I think this is what I was looking for. It might be fun to use the the butt plugs and prostate vibrator in public one day, my inner slut wondered to myself.

“And how about a dildo? What is anal play without a dildo?” the attendant chimed in. The leap in her voice sounded less like wanting to make another sale and more like she knew I liked anal play and that I had slutty fantasies. I picked up a small veiny flesh colored 4 inch dildo and the attendant chuckled again.

“Oh come on now. I’m sure you can go bigger than that,”

When she said that, my cock felt like it was gonna explode out the front of my pants, and she saw that.

“By the looks of it, you know you want to go bigger too,” she said with a big grin on her face.

I felt embarrassed as I looked down and saw the outline of my cock through my skinny jeans. I went and grabbed an 8 inch flesh colored dildo with a suction cup on the end as well. She asked if I wanted to look at anything else. I felt satisfied, still embarrassed though, and said no. We started to walk back towards the front of the store when we stopped infront of the lingerie section.

“You know. A young boy like yourself who wears girly thongs must be anxious to try on more girl’s clothing,” she said in a kind of teasing way.

At that point, my face must have been as red as my thong that is now soaking wet in the front from the amount of precum that has dripped from my raging boner. I did not know how to respond other than look at the ground, not being able to look her in the eyes.

“I have been in the sex store business for just short of 10 years now and I know a sissy slut when I see one. Your shyness in the presence of an older woman, the sexy panties you tried to hide but could not resist letting them show, your secret admiration for anal play, and how excited your dick gets during the whole thing. Admit it, you want those toys in your tight ass right now and your cock to release,” she said looking me in the eyes.

At this point I was so embarrassed. I never told anyone about my fantasies and kinks because I wondered they were too extreme, but she was completely right. I secretly wanted to be slutty and was really wanting to try anal play. I looked around to see if anyone else was listening in on our conversation but the other attendant was busy with another customer. I looked back to her then back to the ground and said yes.

“Yes what?” she said.

At this point I let it all out. “Yes I am a sissy slut who likes to show off my thong in public. I do want to wear women’s clothing, they are a huge turn on. I do like anal play, I came in here wanting something to make me cum harder than ever because I want to be a whore,”

I looked back up and everyone else was still preoccupied except for my attendant, who still had a big grin on her face. She started to rummage through a rack full of babydoll lingerie. She pulled out one that was see through black lace and held it up to my body.

“Perfect,” she said and handed it to me.

I grabbed it and she directed me to a shelf towards the front. There were numerous sizes and brands of chastity cages. I had seen those before and watched many hours of porn where they were involved but at all times wondered they were a bit dangerous, you know, if the key ever got lost. She grabbed the biggest size, it was metal with a lock and key and handed the box to me.

“If you really want to be a sissy slut, sissies don’t use their penis, they use their clitty. You will have to learn to keep your dick locked away because your asshole will be your main focus now.” she smiled and we walked towards the cash register.

We ended up walking past the other attendant who was helping a younger woman look at toys. They both looked over as I walked by and saw the babydoll lingerie and chastity cage in my hands. Both of them giggled.

“Don’t have too much fun tonight,” the customer said.

I awkwardly chuckled and quickly looked past them.

“Oh don’t worry, he will,” the attendant who was helping me said and they both laughed.

We got to the register and I paid for all the items. She placed a complementary small bottle of lube into my bag and gave me my receipt. I saw her take a pen and write some things down, I assumed she was writing something like the online survey info, so I didn’t think too much of it.

“Have a lovely night, you little slut,” she said as I left the counter.

Still embarrassed, I managed to squeak out a thank you and a smile as I opened the door and left. I just about ran to my car and put the bag in the passenger seat. I got in and started the car. I was still nervous but more excited than ever to try out my new toys. I wanted to take a look at them one more time. I took out the receipt in one hand and rummaged through the bag with the other. Feeling myself getting hard again, I put the receipt back in the bag when I saw a written message on the back of the receipt.

“Slut, call me after you cum! -Kate,” and her phone number was listed below.

Almost cumming right there, I placed the receipt back in the bag and drove away, willing to have the best masturbation session of my life.

The adventures will continue in Chapter 2 “Maybe I Really am a Sissy Slut”