Part 4
Monday was a positively normal day at work, thank goodness. I needed some normalcy in my life at the moment. Monday night was equally quiet. Tuesday seemed to be going along the same lines as Monday, thankfully, until mid afternoon when I got a text from Amy informing me that we "had to go shopping tonight". I had no idea what it was we were shopping for, or why, but I suspected that I'd find out soon enough. My time with Amy could be described as anything but normal, but I guess that is more a discomfort than a complaint. I was really enjoying my time with Amy, age difference and all, even if she managed push my boundaries to and beyond the breaking point at times.
So, it wasn't much of a surprise to have Amy stop by shortly after I got home from work to "collect" me. She was secretive about our destination, but it was pretty clear to me once we were on the road that we were headed to the big city, a bit over an hour away. Fortunately our trip included a stop at a fast food joint for some dinner and then back on the road. She pulled into a small western apparel shop on the south side of the city, giving me my first hint about what we were even going shopping for.
"Here we are," she said brightly.
"Western wear?"
"Oh yeah. I'm quite sure you don't have anything remotely Western in your closet, and, well, I never turn down a new dress."
"I see. So you get a dress and I get?"
"Jeans, boots, shirt," she said with a grin.
"And I want to wear Western why?"
"Because tomorrow night I'm taking you dancing."
"And I presume it's Western dancing?"
"It is lover. You haven't ever done Western line dancing, have you?"
"Not even close!" I agreed with a chuckle.
"Then this'll be a new experience. Hopefully a fun one. But you gotta dress the part."
"So, I have to buy a whole new outfit?"
"Tell you what. You buy my dress and I'll buy your outfit," she said with a grin.
"Okay. It's a deal," I agreed.
"Good. Let's go shop!" she said, opening her car door and starting to climb out. I climbed out as well, following her to the door of the shop and in. The building was stuffed with rack after rack of Western jeans, shirts, skirts, dresses, shelves of boots and hats. Pretty much anything anyone could imagine that a real cowboy or a city cowboy or girl, would need.
"May I help you?" a young blonde girl asked us as Amy flipped through a rack of men's jeans.
"Yes. I need a full outfit for my boyfriend," Amy said as she looked at the young woman in a rather short, snug fitting Western dress, boots and hat.
"Sure, do you want to start with pants, or would you like to do shirts?
"Well, pants probably."
"Fine. What size? He looks like about a thirty-two waist, maybe a thirty-four long?"
"Actually, that's pretty much exactly what size I usually wear," I answered her.
"Well, do you want something durable, or more dressy?" she asked.
"Well, we're going to the Circle Bar S tomorrow," Amy told her.
"Ohhhhhh. I see. Well, in that case," the young lady said, turning to lead us towards another rack of pants. "I'd suggest these," she added, pulling a pair off the rack. "Would you like to go try them on?"
"Yeah, sure," I answered, taking the pants from her. They looked like regular denim but were softer than I expected for pants that I'd wear out in the woods.
"Okay, this way," she said, leading the way to a group of dressing rooms on the back wall of the store. She pushed the curtain aside and let me walk in. "I'll be right here if you need anything," she said, closing the curtain slowly, her eyes clearly appraising me from head to toe, feeling almost like she was undressing me.
"Yeah, sure," I answered, shaking my head slightly. I wondered what the Circle Bar whatever had to do with shopping and why she suddenly seemed much more interested in what was in my pants than me putting them on.
I took my slacks off and wiggled into the snug denim, the material almost molding to my thighs and butt as I pulled 'em on. My thighs were always a little larger than average, presumably from all the hiking I do, but this was tight even for my "normal" fit. "These seem a bit tight," I called through the curtain.
The curtain pulled aside, Amy and the salesgirl both standing in front of it as I tried to pull the front of the pants closed over my boxers. "They are supposed to be snug," the salesgirl said, reaching out to run a hand over my ass as I turned to face away from her, my pants still open in front.
"Hey!"
"Don't worry. I'm just checking fit," she said as she pulled her hand from my butt. "Let me get one size larger and see if that's more comfortable," she said, walking away. "You can just take those back off if you want," she said over her shoulder.
I reached for the curtain, but Amy reached as well, taking it from my hand. I expected her to close it but to my surprise, she stood there holding it open, waiting expectantly. "Go ahead. There isn't anyone to see," Amy coaxed me with a wink.
"Just remember this later," I said as I started to peel the pants off while she grinned at me. I stood there waiting for the salesgirl to bring another pair of pants, wearing only my shirt, boxers and socks, feeling quite conspicuous.
"Oh, don't worry. I'll remember. Maybe I'll just take everything off while I'm picking my dress. Can you see me walking around the racks completely naked? My tits bouncing completely exposed and my freshly shaved pussy exposed to anyone who might walk in? Mmmmm yeah. Maybe some more guys will show up by then so they can see me too. Oh, I see you like that idea. You're already getting hard just thinking about it. Thinking about me in the store completely naked," she said as she reached for her shirt and pulled it out of her pants waist. She pulled the shirt up and over her head, tossing it into the dressing room on my pants, leaving her tits covered with just a lacy little bra that didn't seem quite big enough to really contain her large breasts. She reached behind her back and flicked the bra clasp and shrugged it off, exposing her bare tits as she stood in front of the dressing room, making my cock grow significantly in my boxers. "I knew that'd work. It always does. You can't help but get a hard-on when I show you my tits."
"Yeah, so true," I answered sheepishly. "I suppose you wanted me hard for some reason?"
"Hell yeah," she answered with a grin. "Gotta see how the pants fit with you like this cuz I guarantee you're gonna have one tomorrow."
The salesgirl came back with another pair of pants and stopped short, staring at the bulge in my boxers after frowning at Amy's bare chest. "Um. Here, try these," she said, taking a hesitant step forward and holding the jeans out for me.
"Thanks," I said, taking them and stepping into them. I tucked my boxers down into the pants and then wiggled the stretchy denim up over my ass.
"Oh God," the salesgirl said, as I pulled the blue cloth closed over my bulging cock, making the front of the pants bulge out as well. "Yeah," she said breathlessly, those fit just fine."
"Oh yeah," Amy said with a grin as she stepped forward. She ran her hand up and down my cock, stroking it. "This looks awful uncomfortable though," she said as she reached for the snap and zipper. She pulled the front of my pants open and fished my cock from where it was bent down my leg and pulled the front of my boxers down until she had my cock free. She stroked it several times, making sure that the salesgirl got a good look before she allowed my boxers to cover it again.
"I think a shirt now," Amy said, looking over her shoulder at the sales-girl, leaving the front of my pants open, only my boxers covering my hard-on as she pulled my shirt up.
"I have just the thing," the girl said, clearly blushing as she turned to walk away.
"That was terrible," I said quietly.
"Awww, come on," she said with a crooked grin. "Just having a little fun."
"I see. Will you think it's fun too if I do this?" I asked, reaching over to her pants and undoing the snap and pulling the zipper down.