True Tales from the Fitting Room

That guy was so boring to watch.

Nice ass, though.

I worked undercover security at a department store in college. This was before cameras were legal. It mostly involved walking around and pretending to shop. Back then we would stop a suspected thief and apprehend them, holding them for the police, but there were rules and you had to observe a garment being hidden, where it was hidden and be able to describe the garment in full.

In order to observe behavior in a fitting room you had to lean under the wall (which didn't go all the way to the floor) and be able to see the top of the shopping bag or purse to follow said rules, but once or twice I was caught and of course vviewed as a perv to women or cruising to a man. We would sometimes stand in shopping bags so they couldn't see our legs and shoes and know we were there, and had to jingle our belt like we were dressing. It was ridiculous, but it was the highest paying hourly job in the store.

I wouldn't go near security now. Too dangerous and apparently now they just let them leave with the merch. Ridiculous.

Of all the places, the Sears at the mall where I grew up had the wildest dressing rooms. There were always tales of debauchery, like the local weather guy getting a handjob back there.

I truly didn’t understand it and still don’t. That Sears smelled like tires and mildew and rotten milk.

It’s gone now, along with most of the mall.

When I was in college in the early / mid-80s, I used to work in 'the city' on Saturdays not far from a Chess King location (remember 'Chess King' ?). I had been going there for a few years, since high school. There was a 'Strawberries' record store on one side, and a 'Lerner Shop' on the other. There was a manager there named 'Rick' who looked like a young Sly Stallone (he had a nicely formed chest and arms, but wasn't a 'gym body' like younger guys have today). He had to be about five years older than I was (in high school when I started going there, he was a sales assistant - he made it up to manager). He was never over-friendly, but polite and had a good eye for picking out clothes / colors for me. I was a young gayling in my 20s, who was not 'out' in college back then. I think it was obvious to him I was gay, but I wasn't sure about him.

One hot Saturday afternoon in the summer when the whole downtown was deserted, I went to buy some clothes during their 'summer clearance'. Sure enough, Rick was there and some young new girl behind the register. I had asked him to help me to pick out some jeans and shirts for me for the coming semester. Usually, he would grab some items off the rack, bring them to me in the dressing room, and then ask me step out so he could see how everything fit. This time, it was different.

He grabbed a few pairs of jeans and some shirts, and told the cashier to watch the store because he was going to be helping me. We head to the dressing room, and instead of him handing me the clothes and stepping back out, he stayed in with me. He told me to undress as he handed me the clothes, so I stripped down to my tighty-whities, with a semi-hard on (I was so embarrassed and nervous four feet away from him). At one point, in between me trying on my clothes in front of him, he stepped closer and pulled open my waistband to look at my dick, which was fully hard at that point. Then he started giving me a handjob, as I stared at his muscled arms and his smooth chest with the gold chain dangling down under his unbuttoned shirt. He didn't make me come, but I got very close. I remember he pointed out that I was starting with hair on my chest and asked how old I was (20). I then got dressed and followed him to the cash register to cash out. He wrote something on his business card and threw it in my bag - it was his name and phone number on it (no personal cell phones back then so it was his 'home phone'). I was so nervous going home, even though I enjoyed every second of what he did. It was the first sexual contact I had with another guy (or anyone).

I didn't go back to the store for at least 6 months, and never called him. When I did return, he wasn't there and a new manager took over. I asked about 'Rick' and was told he transferred to a brand new store as manager about an hour away. Never saw him again. About a year ago, I found his business card tucked away in a book I was reading back then, as I was cleaning out my basement. I googled him and he came up on Linked-In with no photo, but his work history (after CK it looked like he went to Macy's in NYC) .

A short time ago, I met a woman (around my age) at work who is currently 'temping' at my company for the summer. One day we had lunch together, and we were going over our 'first jobs' - turned out she managed the Chess King a few years after 'Rick' was there (I didn't remember her). I told her I went in all the time because he was a big help, and asked if she knew Rick - she did indeed, he was her cousin and got her into the management position . She still keeps in touch with him and his husband, they now live in P-town and they've owned a clothing store there 'for years' since he retired from Macy's and moved back to MA. She showed me photos of him taken this past Christmas - wow! he's gotten even better with age and salt-n-pepper hair. His photos brought me back to that handjob in the dressing room. What memories of him.

I was in Harrods about 25 years ago on a quiet weekday morning. I was shopping in the Gucci section and bought a pair of trousers on sale. The young sales assistant came into my plush changing room to hem my trousers. I was about 40 then, still fit and slim and still always horny. I clearly had a huge hard on and the assistant played with my cock for a couple of minutes.

Looking back at how horny and rampant I was even at 40 years old, I can’t believe it’s the same person. How I never got arrested or beaten up or whatever is a miracle. I basically touched my bulge whilst he was kneeling in front of me and then got my cock out. What if I’d have got it wrong and he was straight, or was a prude or whatever.

Sears-where America used to shop.