Dressing room encounters

[Ali Gator]

Thought I'd bring this topic up about any 'dressing room encounters' we've had over the years, either with other customers or with sales associates. I'll start off with one that still sticks in my mind 40 years later, because of a book I recently found...

Chess King - I used to shop there in my college years when I was a young unsure, nervous gayling. There was a guy there who had to be about five years older than me who was a salesman (and later made it up to manager). I had such a crush on him - looked like a very young Adrien Brody (AB didn't happen for years later, but he had his sexy look of his younger days). Anytime I went in the store I always said 'Hi' to him, and he would help me pick out clothes - I think he knew I had a crush on him (I think a lot of guys who went in there had a crush on him) and I trusted his fashion sense for me. I remember his name was Ricky. 

At one point, when he was the manager, he would help me pick out some clothes and then offer to bring them in the dressing room in the back of the store for me . After a few weeks / visits of 'starting a dressing room for me', he stayed in the dressing room with me to see how the clothes fit. I was so nervous undressing in front of this gorgeous older guy, and got quite the boner in my underwear.  After a number of these visits, he finally came closer with the pair of jeans I was going to try on, and then put his fingers in the waist band of my underwear and pulled them open so he could look in. I didn't say anything nor moved him away - I just looked at his cute face looking down at my erection and his open shirt with the light strands of hair on his chest. The tip of my dick was nearly touching my navel. He winked,  let go of the waistband, gave me my pants and smiled, and left the dressing room. Later, he cashed me out and winked at me. He then gave me his card with his name printed on it and scribbled down his home phone number and whispered for me to call him. I remember I almost passed out. I didn't have the confidence to call him, so I stuck his card in a book I was reading when I got home, and that was that.

It took me months to finally return to that location to do some shopping, and he was gone. There was a new manager there, and when I asked for Ricky he said he went to a new location at another mall about an hour away. Ehhh.

Recently, I came across the books I had bought in the 1980s (I was always going to read them in the summer) when I was cleaning out my basement. I found his card he gave me back then  and my mind went back forty years to the CK dressing room. I decided to 'Google him' and he came up on LinkedIn - I could tell it was him by the photos. Still a good looking guy (now in his mid-60s?), definitely gained a little weight which suits him, and working in management for a major department store in the metro Boston area. (He does list his years with Chess King from 1980 - when they closed in 1995, then went to the department store shortly after). Maybe I should go visit the store some day and ask him for help in the dressing room ? 

[+ sniper]

Do it! We need closure!

[Ali Gator]

7 hours ago, sniper said:

Do it! We need closure!

I need closure !  I forgot all about him over the years until I came across his business card. 

[+ ApexNomad]

12 minutes ago, Ali Gator said:

I need closure !  I forgot all about him over the years until I came across his business card. 

Closure is always nice to have. Could be fun too just to see him and vice versa. Be prepared though he may have also forgotten about this/you from 40 years ago.

[Ali Gator]

4 hours ago, ApexNomad said:

Closure is always nice to have. Could be fun too just to see him and vice versa. Be prepared though he may have also forgotten about this/you from 40 years ago.

I'm sure he has forgotten me. I'm sure he has checked many dicks in underwear over the past forty years! Something tells me I wasn't the first nor the last. 

[Ali Gator]

Anyone else have 'dressing room encounters' to share ? 

[Guest]

I wish. 

16 minutes ago, Ali Gator said:

Anyone else have 'dressing room encounters' to share ? 

The idea of it makes me hot 

[Guest]

When I was about 23 and lost my baby fat for a couple of years, I went to Bloomingdale’s in New York City. I wanted sexy underwear.  At the time I never felt sexy or worth nice clothes. There was a guy there between 25 and 30 who took an interest in me and helped me pick out a bunch of different brands of underwear. He then insisted I try them on.  I was so naïve. He came in when I was naked and I panicked. He smiled and started to go down on me. I bought 12 pairs of those underwear and it cost under 100 bucks when he cashed me out.
 

My second story was with a boy from seeking when I took him to Paris and we day tripped to Harrod’s in London. We went into the dressing room together and I blew him while he was trying on shirts. I was undeterred by him checking his reflection and swapping shirts and he was gorgeous. 

[Whippoorwill]

I have had a couple of experiences. When I was just out of grad school I was living in Philadelphia, and preparing to take a cross country trip with my mother. I needed a new bathing suit, and went to a cute little downtown mens' shop. The proprietor was an older gentleman, clearly gay. He sent me to the dressing room, which was upstairs, and said he would bring me suits to try on. He started with the skimpiest of skimpy. He would turn his back, and then check out how it looked (and felt!) on me. Of course I immediately got a hard on, which he was only too happy to take care, swallowing every drop...wouldn't want to soil the merchandise. I ended up with a relatively modest boxer suit. As I traveled with my mother, it amused me when wearing that suit, what she would have thought if she knew how I got it. 

As an adult, I had a bf who wanted a leather harness with cockring. We went to MR S Leather in SF and tried on harnesses, me on my knees getting him hard for the full effect, as the clerk helped. This was half out of the dressing booth, in the aisle where all could see. But this being Folsom Street Week in San Francisco, hardly anyone bothered to check out the action...as everyone shopping was undoubtedly preparing for their own piggy times. 

[+ purplekow]

On 1/31/2025 at 4:02 PM, Guest said:

When I was about 23 and lost my baby fat for a couple of years, I went to Bloomingdale’s in New York City. I wanted sexy underwear.  At the time I never felt sexy or worth nice clothes. There was a guy there between 25 and 30 who took an interest in me and helped me pick out a bunch of different brands of underwear. He then insisted I try them on.  I was so naïve. He came in when I was naked and I panicked. He smiled and started to go down on me. I bought 12 pairs of those underwear and it cost under 100 bucks when he cashed me out.
 

My second story was with a boy from seeking when I took him to Paris and we day tripped to Harrod’s in London. We went into the dressing room together and I blew him while he was trying on shirts. I was undeterred by him checking his reflection and swapping shirts and he was gorgeous. 

At 23 you might not have realized it but trying on underwear is not permitted by health codes and so when he suggested that you do so, one might have known something was up, most likely the salesman.  

[Whippoorwill]

When I was in my 20s I had many a fine dalliance in the T-room at Bloomies...although not in the fitting rooms...at that age I didn't shop so upscale!

[Ali Gator]

Here's a story about a much younger friend of mine, which you can say I was 'part of' his experience. (We texted the other night and a reminder of this experience came up, which I forgot to share before).

In August, 2018 I was friends with a hot 23-year old recent college grad student who was originally from Colombia. I worked in the college library for a few years while he was a student (undergrad and grad), and  he always asked me for help. He was handsome, with an incredible body when he first arrived as a freshman and just developed into a sexy young man as the years went on. He was also very flirty - knew how to use his 'Latino sex appeal' to get ahead with men and women (I wasn't blind to that).  Once he left the college for good  in May, 2018 he asked that we stay in touch over the summer, as he was going to need help with cover letters and resumes. I agreed, and got together a few times after that (both flirting with each other, nothing further). He applied for a number of jobs over the summer (financial institutions) and had a lot of interviews lined up.

In July, I mentioned to him I was going to NYC for a weekend to 'get away' for a few days. He asked if he could join me as he had only been there once or twice. I agreed if he paid for his own transportation and meals, and I paid for the room (and I told him I'd be booking a room with a kinf size bed, not two beds - he was fine with it). On our way there, he asked if we could go to a 'famous department store' because he needed to buy a nice suit for the interviews he had coming up (and he had a brand new store card he could use). Off we went to the men's department, which was empty that  Saturday afternoon.  

There was a rather petite, middle-aged 'sales manager' there ever so prim and proper. I must say my friend looked super-sexy in his tight jeans and fitted tee shirt. Mr. Manager noticed him right away.  My friend and I started on the 'sales racks' and found nothing. We moved over to the regular over-priced 'designer suits' and Mr. Manager flew over to us, asking if we needed help to which we said 'not right now' but we would call him over if we did. (You had to see him check out my friend.) I then whispered to my friend, "I bet you can get some great deals on these suits if you play your cards right with him. He's obviously attracted to you." My friend knew exactly what I meant, and said, "Watch me".

We pull out a shirts, slacks, jackets, and then asked for his help, so he brings us to a dressing room. My friend asks for me to go in the dressing room with him, so Mr. Manager brought us to a 'bigger' dressing room which easily fit the three of us. So in we go, and Mr. Manger calls someone over to 'watch the floor' while he helps in the dressing room. In we all go with armfuls of beautiful clothes to try on. Mr. Manager is trying to act 'professional and focused' as he sorts the items out, I'm winking at my friend as I take a seat, and my friend winks back as he starts to disrobe and rub his dick in his bikini briefs (he knew exactly what he was doing), licks his lips and runs his fingers through his wavy hair. He knows how sexy he is.

Mr. Manager finally turns around and sees my friend and his raging hard-on in his underwear, his sexy legs and beautiful smooth chest / torso. Poor guy starts fumbling his words and hands him some pants and a shirt, sweating it out as my friend starts to try on clothes (I admit, this was the first time I had seen him without clothes on, and he was a sight to behold).  Within minutes, Mr. Manager goes for my friend's waistband on his underwear and tugs it down. My friend's cock almost poked his eye out. Without missing a beat, my friend politely responds, "Before I let you taste that - what kind of a deal can you give me on all of this ?"  Mr. Manager says he could give him more than half off the jacket and pants, and throw in the socks, three shirts and three ties 'complimentary'. It was an incredible deal. I wink at my friend as I still sit off to the side, and he says "Let's do it."  Mr. Manager drops to his knees and starts sucking him off - to completion (I didn't join in, though my friend kept nodding me over to  join, but I enjoyed watching). Not a drop of cum was wasted.  Sure enough, we go to check out and it all costs my friend about 25% of what it should have for all he got at full price. Mr. Manager also throws in two packs of the underwear my friend was wearing, since he asked him in the dressing room if he could keep his.   And he got free shipping, too, so we didn't have to lug it all to our hotel and back home on the bus.  After dinner, we head back to the hotel and had the best night of our lives. Because of him, I now have a 'thing' for sexy Colombian escorts and masseurs that kind of remind me of him, and they're at the top of my list. 

Six and a half years later, I don't see him any more. He moved across country for a fantastic job (probably thanks to his 'suits' he wore on the interviews), and now lives with his girlfriend (yeah, he lives a straight life). We text each other every now and then, we connect on social media (my heavens, he's quite the specimen at nearly 30), but I haven't spent time in person with him since COVID hit and he moved. When texting, I end the conversation by asking if he has 'the suits' - which he does - and responds with a 'Best purchase I ever made and you know it !'. Says it still fits him perfectly, still has the shirts and ties and wears them to 'business events' outside of work. 

[Archangel]

I guess it’s me. I have never had a public encounter let alone any overture – from a man or woman. These gym, bathroom, dressing room spontaneous rencontres fortuites are only something I know from porn. 

Edited February 28 by Archangel

[CuriousByNature]

8 hours ago, Archangel said:

I guess it’s me. I have never had a public encounter let alone any overture – from a man or woman. These gym, bathroom, dressing room spontaneous rencontres fortuites are only something I know from porn. 

Oh, it's not just you.  The number of times I have been in a changing room over the years, and I never would have imagined what could be going on in the cubicle beside me! 

[ShortCutie7]

11 hours ago, Archangel said:

I guess it’s me. I have never had a public encounter let alone any overture – from a man or woman. These gym, bathroom, dressing room spontaneous rencontres fortuites are only something I know from porn. 

Same here, I’ve never participated in or even witnessed these kinds of activities, even in gay and gay-dominant spaces in NYC! I have hooked up once in an office building bathroom and once in a stairwell, but those were both arranged via Grindr (albeit over 10 years ago) so not the same kind of thing.

[dutchal]

On 2/26/2025 at 1:23 PM, Ali Gator said:

 After dinner, we head back to the hotel and had the best night of our lives.

 

Details please.

😉

 

[Rudynate]

When I was really young - 22 or so, I went into a men's store to buy a few things. The sales guy who took care of me was smoking hot and was probably a few years older than I was.    He was helping me select things and kept pushing his way into the changing room to check my progress.  I was too inexperienced to understand what was going on so it just became another story of a missed opportunity.

[Ali Gator]

One more encounter I've been debating about sharing, but.......... why not ?

When I owned my own retail store, I had a designated 'men's area' which I sold personal grooming items, as well as men's toiletries and colognes (hard to find European brands, not the stuff in local department stores or off-price stores). 

One of the items I brought in were men's luxury robes from Scotland. Super-soft, designed well, and incredibly comfortable. They were expensive, but I knew I could move them. One day, a sexy guy came in (he had to be around my age - early 40s at the time), and asked about the robes I had displayed in the window. This guy was beautiful - chiseled jaw, piercing blue eyes, sandy-blond hair, great smile, tanned skin, nice muscled arms and chest under his shirt and tie. He could've been a model, however he was a lawyer who was at the courthouse for the summer helping with a case- so he was in my area a couple of days a week. He told me he'd be back before the end of summer (when the trial was over) to buy a robe. He was very polite and friendly. He left quite an impression on me. Definitely looked like a 'surfer boy'.  

A few days later - on a Sunday - he comes back to my store. Made the 'special trip' on his day off to come purchase the robe (he lived about 45 miles away). It was a slow summer Sunday, and I was happy I'd be selling a big ticket item. This time - no suit and tie, just white board shorts and a light blue muscle shirt, showing off his beautiful tanned body. He picks out his size and color, and then asks if there was a 'changing room' for him to try it on / see in the mirror.  I tell him the only room I have available would be my private bathroom in back, which actually did have a full length mirror hanging on the back of the door - he was fine with that. I couldn't send him back there alone, so I ended up locking my front door with a 'Be back soon' sign, and went in back with him. 

We get into the room and he pulls his shirt off - beautiful, muscled, tanned chest and torso with light blond hair for a 'treasure trail'. Big nipples. I almost passed out. Then he pulls his shorts down, and I see no underwear - just a semi-hard cock angling off to the side. First time I ever saw a silky blond pubic bush in person. He puts the robe on, leaves it open, checks himself in the mirror and turns to me and asks, "How do I look?" All I can see is this incredible man now with a full hard on wearing an open robe. I tell him he looks great - and he comes closer and asks me to suck him. I first run my hands through his bush and kiss him (he was a great kisser), then suck his nipples until I make my way down to his cock. After he shoots his load, he goes down on me - and I shoot within seconds (I couldn't control my orgasm). We clean ourselves off, head out front and he buys the robe. Then he drives off in his Jeep with the top down after I give him a hug and another kiss goodbye.  Just incredibly sexy.

Yes, he came back to my store each day he was in town over the next few weeks, but I couldn't take him 'in back' because I had customers in every time (couldn't lock up). On the last day he whispers to me he's been wanting to fuck me, but again - I can't escape.  He promised he'd come back the end of the year to do his Christmas shopping - but of course, I never saw him again.