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Chapter 3 — Tuesday
As I was working during the day Tuesday, I was managing, mostly successfully, to keep thoughts of my first play party on Sunday and my dinner and session with Ms Evelyn on Monday out of my mind enough to somewhat concentrate. Just before lunch, I got a ping indicating a new email. I was in the middle of something, so I didn’t get to it right away. When I stopped for my lunch break, I remembered the email and checked my inbox. My heart started beating faster when I saw that it was from Ms Evelyn. “subbie, I hope your day is going well. If you are interested and can take off a little early this afternoon, I’d like to meet with you. If it is possible, I’d like for you to meet me at The Adult Shoppe on 7th Avenue this afternoon at 3pm. You can Google the directions. ~ Ms Evelyn”
I immediately shot back an email telling Her that I would meet Her there at 3pm sharp and gave up trying to actually accomplish much that day. I told my co-workers that I needed to get away early that afternoon and was going to work through lunch. I packed up my work around 2:30 and headed to the store. When I got there, I didn’t see Ms Evelyn’s car, so I went on in. Luckily it was a fairly nice place for an adult shop. Not a sleazy place at all. There were two workers behind the counter: one younger, obviously gay man and an older, slightly heavy-set woman. They asked me if I needed any help, but I told them I was just browsing.
I’d only been there a few minutes when She came in, smartly dressed in jeans and a silk blouse, looking marvelous! I immediately went over to Her and She greeted me warmly. “I wanted you to have a couple of new things to remember our play by. Let’s browse the clothing racks.” We looked through an amazing collection of revealing shorts, swimsuits, underwear and different types of jewelry. I was getting a little nervous, wondering exactly what She might pick out.
She looked me up and down. “Go pick a dressing room and get undressed. I’ll pick up a couple of items for you to try on.” I picked the dressing room on the end and pulled the curtain closed. I slowly started removing my clothes, wondering about the wisdom of this whole idea. I was down to my underwear when Ms Evelyn opened the curtain. “Tsk. Still wearing briefs? Take them off and put these on. And hand me the rest of your clothes. I don’t want anyone stealing your things.” She handed me an item of clothing, then took my clothes off the hook where I had hung them. “Hand me the briefs.” I moved farther behind the curtain and took the briefs off. Taking them from my hand, she said “Call me when you have the new undies on.” I looked at what She handed to me. I think it was underwear, but it was so small — and practically see-through. I finally managed to get it on. My cock was pretty noticeable through it and there was no back at all, just straps that went around the legs.
“Ms Evelyn, I have it on.”
In two seconds, She diyarbakır escort swept back the curtain and I was standing there almost totally exposed to the store. “Come out here where I can see you better.” Blushing, I stepped out of the dressing room into the main part of the store. Ms Evelyn looked at me and smiled. She examined me and the suit, running Her hands under the material and brushing against my cock. “I like it! Now go take it off, I have one more.”
I went back to the dressing room and took the undies off. I was standing there naked when Ms Evelyn came back with a pair of white boyshorts. She handed them to me and stood there with the curtains still wide open. I hurriedly pulled the shorts on, but it didn’t help much. They were small and white, and made with a very wide mesh material. My cock and balls were completely visible. Ms Evelyn had me step out of the dressing room again and examined me, having me turn in a circle so that She could see me from all sides. She grinned, “I like these too! One other thing.” She came up close to me and pulled down the front of my shorts exposing my cock. She opened Her hand to show me a ring. “This is called a glans ring. It goes over the head of your cock.” Then She proceeded to slide it over the head of my cock until it seated behind the head. She lightly stroked my cock until it was mostly erect. Then She stood back a little and surveyed the look of me, my new undies and my cock with the new cock ring. “Perfect!” She said. “Here are your clothes. Get dressed and we’ll pay for them.”
I hurriedly dressed and met Her at the front counter. As I met Her at the checkout counter, She was talking to both clerks. I blushed as they all looked at me with knowing looks on their faces. “He’s going to wear the other things out,” Ms Evelyn said. The woman clerk smiled and nodded.
The clerk asked Ms Evelyn, “Are you sure You don’t want to try the other ring?”
“Well,” Ms Evelyn mused, “maybe I should.”
“I promise You’ll like it!”
Ms Evelyn nodded, “then let’s do it. How do you size it?”
“I can fit it for You if You like?” the clerk offered.
Ms Evelyn smiled, “Please do!”
The sales clerk motioned for me to come over to her side of the counter. I looked at Ms Evelyn and She nodded. I went over beside the sales counter and stood next to the woman clerk. “Take your pants down, boy.” I looked up in shock and helplessly looked at Ms Evelyn. This time She was not smiling, but simply nodded her command. Blushing, heart racing, I unbuckled and unzipped my pants. I spread my legs a bit, so that they only slid down to mid-thigh. “Panties, too!” the clerk grumbled. I pulled my new shorts down, leaving me fully exposed and with a hard cock in the public area of the store. The clerk grabbed my penis roughly, examined me and then turned and pulled out a medium-sized heavy metal ring from a case behind the counter. “Make it escort diyarbakır soft,” she told me.
“Um, I can’t! It will take me some time to calm it down.” She turned back to me, reached out and grabbed my balls, and squeezed so hard I almost went to my knees. But it had the desired effect of deflating my erection. She put the ring over my now-soft penis and then forcibly pushed my balls through the ring one at a time. When the ring was snug against my body, she held my cock in her rough hand and stroked it a couple of times. Then she turned me back to Ms Evelyn for Her approval.
“It looks delightful!” Ms Evelyn beamed. “I love the way that it presents his cock and balls so nicely. It really makes them stand out away from his body. I’m so glad you talked me into getting it!” I was then allowed to get redressed and we headed out to our cars.
As we were leaving, I could hear the younger gay clerk say, “I love it when you get to manhandle the subbie boys that come in!”
As we got to our cars in the parking lot, Ms Evelyn asked, “Where are you staying?” I told Her my hotel and She said “I’ll meet you there in an hour. Be waiting for me downstairs.” I rushed back to my room, took a quick shower, got dressed and went down to the lobby to wait. Ms Evelyn arrived shortly wearing shorts and a light top. When we got upstairs, She had me immediately strip. She closely examined the new rings. “They look lovely on my cock. Put on Your new boyshorts and grab a couple of towels from the bathroom.”
When I had complied, She took my room key off the dresser. “Put a towel around your waist. We’re going to the pool.” I quickly wrapped the towel around my waist and followed Her out the door. We took the elevator down to the lobby and walked through the lobby to the pool and hot tub. When we got to the hot tub there was nobody else in it, but a group of three women were in the swimming pool. She turned to me and said “Get into the hot tub. I’ll block the view when you take your towel off.”
I looked around and quickly dropped the towel and got into the hot tub. My back was to the swimming pool, so hopefully nobody saw anything. When I sat down in the water, the white mesh turned virtually invisible. As I got situated in the pool, Ms Evelyn turned on the jets and sat on the pool’s edge next to me, dipping Her bare feet in the water. We chatted for quite a while, Her using Her foot to play with my cock beneath the water and keep me hard the entire time. She told me that She was very proud of me in the adult shoppe and that She hoped I would enjoy wearing my new rings.
Eventually, Ms Evelyn said, “I’m going to have to leave shortly. Let’s go back to the room.” I climbed out of the pool, again with my back to the women and quickly covered up with the towel. Ms Evelyn led me to an alcove next to the pool, outside the view of the other women and told me to slide my shorts off. It was diyarbakır escort bayan difficult without removing the towel, but I was finally able to slip them down and hand them to Her. She squeezed the water out of them and held them in Her hands as we walked back through the lobby. Luckily the elevator came quickly and we were able to board it alone. During the ride up, She reached under the towel and stroked me to an erection. When we got to our floor, we got off the elevator, me trying unsuccessfully to hide the bulge underneath my towel.
When we got to the door, I stood behind Her and waited for Her to open it. She pulled the key out of Her purse, then paused. “I’m going to let you open the door yourself. But before I hand you the key, you must hand me your towel.”
“But Ms Evelyn…,” I sputtered.
“It wasn’t a request, it was a command,” She said firmly. She reached out Her hand with the key. I steeled myself and handed Her my towel. I was now totally naked in the hotel hallway, with an erection no less! She took my towel, reached toward me, and dropped the key on the floor. As I quickly bent over to pick up the key, She reached out and ran Her hand down the cleft of my ass and over my asshole. She was laughing loudly as I finally got the key in the door and opened the door. Holding the door wide open, She looked at me and said “I’ve got to go, but I want you to go and stand in the window and open the blinds. I want You to wait there until I get to my car. I will pull around to the front of the building. I want to see You there, naked in the window, waving goodbye to me. Understood?” I looked into Her eyes and saw that She was serious about it, so I nodded that I understood. She smiled, “And I want You to make sure my cock is erect and pointing at me out the window.” Then She handed me my wet shorts and headed for the elevator as I closed the door and went inside my room.
I went over to the window which had a thin curtain and window blinds. I pulled the curtains wide and peeked through the narrow openings in the blinds. The window of my room faced the front of the hotel and the street that ran in front of it. I looked around and couldn’t see anybody standing around that might be able to see in the window. I took a deep breath and started pulling on the cord that raised the blinds. I could feel the warmth of the sun on my naked body as I stood in front of the window, partly hoping that nobody would see me and partly excited at the prospect that someone would!
In just a few minutes I saw Ms Evelyn’s car pull around the side of the hotel. She slowed and She pulled up in front of the hotel and then stopped. She rolled Her car window down and looked up at me. When I saw Her make a motion that I should stroke myself, I recognized that my nervousness had caused my cock to go soft. I stroked myself a few times, enough to cause my penis to point straight out at Her, as She had commanded. I could see Her smile and then She honked the car horn a few times, stuck Her hand out the window and waved at me. I desperately hoped that the earth would just swallow me up, but there I was, naked and excited in the hotel window.
She blew me a kiss and tooted on the horn again and pulled out of the parking lot.