Part time Christmas help

by Rex

7 Dec 2020 2459 readers Score 9.2 (63 votes) PDF Mobi ePub Txt


My Sophomore year of college I was downtown looking for some new dress shoes.

I entered an upscale men’s clothing store and asked the gentleman if he carried footwear...the gentleman was in his early fifties and was very engaging.

He pointed to the back wall of the store and I looked at various dress shoes.

Since I had been in college I had worn tennis shoes, boots and flip flops.

I told the man I would be attending a wedding over the holidays and needed a black, Oxford style show.

I told him I did not want a Wing-Tip since my dad always wore that style.

The gentleman grinned and he pointed his finger to his feet.

Holy fuck, this handsome daddy was wearing Wing-Tips.

I felt so foolish. I had better manners than that. He winked and said it was fine.

He went in the back and got a size 13.

Yes, I do have big feet, big hands and most definitely a big pecker.

The handsome man returned, squatted down in front of me and asked for my foot.

When shopping in 1977 service was definitely an added level of customer care.

As he untied my tennis shoe he commented that I needed a dress stocking.

He went behind the counter and brought a sheer over the calf stocking.

This man slowly removed my tube sock and rolled the stocking down to the toe and started putting the stocking sock on me.

Fuck, I got so excited when he touched my foot.

Gingerly sliding his fingers and thumb over my big toe.

As he got the stocking past my ankle he didn’t say a word but scooted in closer to pull the sock over my hairy calf.

In the meantime he had straddled my other leg with his leg.

It was like we were in a scissors position with our legs. I noticed his crotch in his trousers.

Definitely a thick basket indeed.

Next, the salesman slide his hand over the sheer sock to adjust the toes before he guided my foot into the dress shoe.

He proceeded to tie the laces into a proper knotted bow.

Next, he scooted back and definitely noticed I had a hard on.

As he stood up to go to the counter to get the matching sock I noticed he was growing as well.

When he returned he took my other tennis shoe off leaving my foot naked and bare.

He slowly started massaging my foot.

I sat in the chair and rubbed my hard on.

He bent over and started kissing my foot.

He looked up as if to be told to stop, continue, etc....I followed his lead and placed my bare foot on his crotch.

He leaned into my chest and kissed me.

He spoke softly and said he needed to lock the front door.

He walked to the front of the shop, turned the lock and placed the closed sign in the door.

When he returned to me I had taken my cock out and was playing with my cock.

He knelt in front of me and kissed the head of my dick.

While he was teasing my cockhead with his tongue he was still rubbing my foot.

I lifted my foot to his mouth and he slowly licked, kissed, swallowed each toe.

He stopped and told me to follow him.

We went into the back storage room and he unzipped his trousers and bent over to show me his hole.

I licked a finger and started finger fucking him.

Damn, he was so hungry for any attention to his ass.

I rimmed him, hearing Him moan was phenomenal.

This handsome, mature shop owner loved the attention his ass was getting from a college kid with big feet.

As I continued to work his ass he told me where the KY jelly was in his desk drawer.

I was opening the plastic container ready to lube up my cock when he turned and looked at me with big lustful eyes.

He told me to sit down on the sofa.

He lifted my right foot and applied KY to my big toe.

Holy fuck, this guy proceeded to lube my toe and guide it to his ass.

I must say, I’d never ever toe fucked anyone before or even imagined doing so.

He was riding my foot that I could have cum right there on the spot.

Eventually he stopped and sat down on my cock.

He kissed me like he was a teenager.

He rode my cock and I shot my hot, creamy load in his ass.

When he lifted off me he got on his knees and sucked me clean.

As we were getting dressed he told me he had missed the attention of young college guys.

As I was writing a check for the shoes he asked me if I was interested in seasonal sales work at his store.

We talked so more and he gave me his business card. I read the card, Gordon’s Men’s Ware.

When I got back to my apartment I stripped naked and jacked off but I put on dress socks and my new shoes. 

A couple of days later I returned to the store wearing trousers, dress shirt, my new shoes and a navy blazer sports jacket.

He smiled, shook my hand and said he was hoping I’d return. We discussed the shop.

Ties, bow ties, suspenders, garters for men’s stockings, and various accessories he wasn’t sure that I would be familiar with.

Mr. Gordon took extra pride in shoeing me his line of Jockey bikini briefs that were modeled by baseball player Jim Palmer.

I grinned and told him I was wearing a pair right then and there under my trousers.

He winked and told me to follow him.

We went to the middle of the store that had two, three way mirrors.

He stood up and showed me how the mirrors gave the customers a view of their suits, etc....I stood in the mirror and he unzipped my fly and touched my briefs. He said he liked the texture and the feel.

Suddenly the bell rang above the door and a gentleman walked in and Mr. Gordon nodded...go speak to the man.

As I walked closer I recognized Dr. Tipton from the university.

He is a very handsome man and I’d always admired him.

He was looking for a tweed sports coat with the leather patched elbows.

Definitely a look a professor would wear.

He took off his cashmere sweater and I found Him a brown and a dark grey jacket to try.

As I smoothed out his shoulders I realized how natural it felt to touch his body, shoulders, etc....he too seemed at ease.

As we chatted and I continued to compliment him he decided he would take both jackets.

He stated he didn’t need both...I immediately spoke up but sir you look so distinguished and dapper.

I winked at him.

Mr. Gordon took his money at the register and I bagged each jacket in a garment bag.

I walked him to his Volvo and hung the jackets in his vehicle.

He handed me a five dollar tip and told me I was a smart salesman.

His hands lingered to the touch a little longer as he gave me my tip.

I shoved the tip in my pocket.

When I walked back into the shop Mr. Gordon was singing my praises. He went in the back and fixed us a cup of tea.

At the end of the day he locked up the front door and pulled the blinds.

He told me to get the Electrolux canister sweeper in the back.

When I brought it out front he had placed a twenty dollar bill on the counter.

He said I’d get another one if I ran the sweeper wearing only my briefs.

Hell, I’m not bashful.

I stripped off my clothes in a heartbeat.

As I ran the sweeper Mr. Gordon just smiled. When I put the sweeper away he got on his knees and gave me an excellent blow job.

I shot my load down his throat and he swallowed every drop.

I worked every Thursday afternoons til closing, Friday evenings until nine during the holidays. Thursday evenings was when I got to meet professional men who wanted to have extra attention.

I fucked one banker in the men’s fitting room who ended up taking me to his cabin one Sunday afternoon and we watched football naked on the bed while I sucked his toes.

Tips were generous.

To this day when I buy new dress shoes or trousers I reflect on my college part time job. Men’s Warehouse or Jos A Bank shopping experience just doesn’t compared to the personal care gentleman received years ago.

Mr. Gordon always told me “dress for the job you want!”

Whenever I see a gentleman wearing wing tip shoes I smile.

Happy holidays to all of you who ever worked retail at Christmas.