Cruising in aisle one

Flashback

Chris had the butt plug in my ass and tapped it. I was at his feet. He was wearing his navy Toms still and he tapped my chin to look up at him. Then stepped on the back of my head to look at the ground. My nose was on top of his other shoe. It smelled good, like a new shoe and his skin smelled like some good soap. Chris was a very clean man, he always wanted me to be washed and clean if I ever did something with him. He wore nice clothes looking like old money and loved his casual shoes, it always turned me on he must of had 100 pairs of shoes.

He loved to trample me with all his shoes and I would be in heaven with my hard dick as he stepped on me like a doormat. Since the very day I met him.

***Flashback***

Chris and I met at random one day while I had just finished coming out from the beach. I was wearing nothing but my swim trunks which were sticking to my legs and showing my obvious bulge. The exhibitionist in me felt great and caught the attention of several admirers. One of them sitting on a bench nearby. I sat down next to this middle aged man with a nice button down shirt, little shorts exposing his recently tanned legs, wearing a nice beach hat. He sat cross legged and just lit up a cigarette. 

On his feet he had on some nice espadrilles, like a dull forest green color. His dangling leg swings around and I watch as he rotated his ankle and his foot. He periodically grabbed his shoed foot with his free hand while holding the cigarette on the other. My cock began to grow significantly in my swim trunks. It was nearly bursting out and began to precum.

“You know you should be careful. Walking around with no shoes can lead to your feet getting hurt” the man said

I was thinking, it’s none of his business if I like to walk in bare feet.

“Thanks for the concern, but I’m used to it, they’re strong.” I said

As I’m saying this put my foot up to show the calloused soles of my feet which were slightly grey in the bottom from the boardwalk dirt.

“You shouldn’t smoke you know. It’s bad for the environment. And can give you cancer.” I retorted 

“Touché…been trying to quit.” He said and he puffed smoke out.

“Yeah but your second hand smoke can give other people cancer.” I said

“Okay… I know that.” He said

“You’re a pushy young thing aren’t ya.” He continued 

He flicked the cigarette to the ground and the lit cigarette landed right next to my left foot. I looked down thinking ‘oh man if this thing landed on me…’ and then I see his right foot come down and his espadrille crushing the cigarette. He swivels his shoe dramatically while putting out the cigarette and I look up and he’s looking at my eyes while doing this. As he does this, his shoe does end up touching my foot a few times.

“Watch where you throw that you nearly got me.” I said

“ apologies, I didn’t know you would sit here next to me “ he said

He crushed the shit out of that cigarette and my dick was hard as a rock watching his shoe crush it. This man looks at my obvious bulge and I try and act cool. He kinda grins and crosses his left leg and twirls his ankle, it almost felt like his foot was closer nearly touching my knee. I put one of my legs up and sat my ankle on my knee. I sat more like a masc man vs how Chris crossed his leg more feminine like. Eventually his shoe would touch my barefoot.

“Your feet are so dirty boy.” He said

“Yeah I’m walking out of the ocean why would I need shoes I live right here.” I said

“Okay I understand boy, but wouldn’t it hurt if someone if you stepped on glass.” 

“My feet are super tough sir, they can take a lot “

“Okay boy, but what if someone stepped on you. Wouldn’t that hurt?”

“It depends on the shoe, something like cleats may hurt or a sharp heel.” 

“I see, so a flat sole probably wouldn’t hurt you.”

“No it would not. You can try yourself.” I said and I laid my left foot flat next to him.

He brought down his shoe to step on my foot and crush my toes like a cigarette. It actually excites me a bit, and my cock got large.

His shoe was very thin soled, it was an espadrille, I could feel his foot through the sole a bit, he left my foot with a red mark. I held a straight face as he did it. He then stood up putting his weight on it. 

“Well it looks all red to me, sorry if it hurt you hehe.” he said 

“No I’m fine.”

He walked by again stepping on it and paced back and forth. This guy was really trying me.

“Boy, you look like a homeless guy walking in just shorts. But cleaned up you would pass for a gentleman.” He uttered 

“ excuse me?!” I said standing up

“I can get you cleaned up with nice clothes, and support if you wanted it.” He said

“Support me? Like a sugar daddy?” I blurted out

“Only if you’re up for it. I can see you like our little discussions about your feet being stepped on. The body never lies.” He said  as he motions my crotch 

“How embarrassing.” I said

“Don’t be embarrassed just walk with me .” 

As we walk he sometimes scrapes my foot, or bump into each other, I felt like it was on purpose, his shoe stepped on my little toe a few times. People stared at us because I was this dirty, sweaty hot guy walking in just trunks while the man next to me was nicely dressed with watches and rings. We walked a while and the hot pavement burned my feet so I went on to the grass part of the sidewalk getting my feet dirty with dirt. 

He went into a store in which I wasn’t allowed in because I had no shirt or shoes. He came out with a bag one pair of black espadrilles maybe size 10-10.5 for him and he bought a pair of size 15 sandals for me so my feet wouldn’t burn.

“Here you go so you don’t burn.” He said

 I thought wow, this guy was being truthful buying me some new flip flop even though I didn’t ask. 

“thanks a million, you didn’t have to.” I said

He brought us to a place to drink beers and he switched his espadrilles. He was taller but I noticed my feet were bigger than the older man. Does it mean his dick is smaller than mine haha.

He just stares at my feet while I’m staring at his shoes, his foot follows me a lot while we talked, I guess he liked feeling it. I felt a spark when we touched.

“When we get to my place boy, I’ll need to wash those big feet.” He said

“Okay,” I said

”okay sir you mean!” He said sternly

”okay sir.” I said politely 

“good boy, you’ll be a gentleman soon.” He said

Getting to this older guy’s apartment was a journey but he told me he lived with his mother who was out of town. He was divorced with sons, but came out and now was looking for a boy to spoil. He wanted a young guy so he can imagine himself young too for the life he wanted beforehand.

At that moment I looked at him and the lighting actually for a moment made me imagine him younger. I was spot on right because in his apartment was his high school portrait and he was gorgeous like I imagined. Light brown hair, crystal blue eyes, a chiseled beautiful face. If I do something with this old man I will just picture him when he was young. 

I entered and suddenly he kicked my ankle and I tripped to the floor. He locked the door behind me. 

“Now the cat has the mouse, hahaha.” He said

I got up to try and get out and shove him, but he had this old man strength. I struggled with him and he held me from behind in a lock.

“Didn’t your mother teach you not to trust strangers.” He said  as he Choked me

I kicked his crotch with my heel and elbowed him I held his left arm and twisted it behind his back. During the struggle my shorts had fallen and I was butt naked now. I held his arm hard and my dick was suddenly hard. Touching his ass through his shorts.

“My mother died when I was 3 so…No.” I said as I twisted his arm more.

Suddenly his other free hand held something  and zap!!!

I awoke to being in a cage, a human sized cage. Around my neck was a collar and I had some head band with dog ears on my head. In my ass was a plug. This guy appears and introduces himself as Chris. He was gonna be my master for the day. He was dressed now in a nice causal button shirt, dark jeans and different espadrilles, they were Toms shoes, black ones. Before I could speak he shoved a toy dog bone in my mouth. He then trampled my head hard. I was under his shoes and it felt great.

“You are gonna do whatever I please boy. You are mine boy.” He said

I was let out of the cage and allowed to walk with my leash, I tried getting up but he kicked me down telling me that I stay on the ground. He stepped on my hand to let me know I had to stay down. I moaned a bit as he stepped hard and left my hand red.

He let me drink water from a bowl on the floor and poured out food for me. He then rests his legs on my back and orders me to stay there. My arms are shaking and I could hold it anymore so I keel over and collapse. 

“Stupid dog.” He yells

I’m whipped now with a 9 tails leather flogger. I yell and moan for him to stop, but he is relentless. He then chains me up and begins to whip me non stop until my body is covered in lashes. I counted 37 times but it may have been more. He ordered me to get on all fours. And I felt the coolness of silicone lubricant entering my hole. My hole was a virgin for cock. Despite me putting in prostate massagers and plugs before I had no idea what getting fucked would feel like. I’ve always been the one fucking. I’ve fucked girls and guys, I’m the top, but this man makes me feel like a submissive bitch he is just too powerful. He is smarter than me and more manipulative. 

Before I could catch my breath he sticks in his cock while wearing a condom. It hurt so much going in that I had to yell out. It was so weird. My hole was stretched out and he left his dick there. It had not gone in completely. 

“Here, smell this boy.” He said

He shook a little bottle of jungle juice and made me sniff. He pushed one of my nostrils so I can sniff good on the other. I felt this full on relaxation throughout my body. I had not done poppers before. My head was hot, and so was my ass. He went all the way inside me. It started to feel good, I was now this man’s submissive bottom. He fucked me real good but he needed a few pointers on how to fuck, he tired easily. His dick was big though at least. Next time I would fuck him I thought and show him. He fucked me while still wearing his clothes he only undid his pants and he was on his knees behind me fucking my hole.

When he was done he threw water on me and took me to the bathroom to get in the bath and he scrubbed my body with a brush and shampoo. 

When I finished he dried me off and threw $300 on my shorts and told me he would find me some other time or I find him if I wanted some more.

“Next time I’m gonna get even with you and fuck your ass.” I said

“Well see bitch, we’ll just see.” He said

I walked with the $300 in my pocket, I walked funny because my ass was sore. He made me bleed, but it felt good. 

The next time I met him I was near the Bay Area by some rocks, I laid on the rocky beach in just a short and shorts looking up at the sky. I looked to the side and see a pair of Toms walking next to me. The  Grey canvas shoes went up my foot and had swiped it as he passed by. It was Chris. The area was empty due to the clouds and possible rain coming in. While nobody was around Chris ended up stepping on my already hard cock.

“Show me what you got boy.” He said

I leapt up and dragged the old man to the restroom. I’m extra hard while I’m in a public place. Even though I’m barefoot I didn’t care about the dirty floor. I wanted to fuck.

Chris made me get naked in the bathroom and locked the door from the inside and got soap and threw it on my crotch area and dick. He cleaned me up with a sink shower and pulled out a condom for when the time came. He sucked my dick and did a great job. His tongue felt good and licked in all the right places. I got Chris to step up on the toilet and pulled his shorts off. He kept his shoes on.

“I never touch the floor with my feet, these shoes stay on, got it boy.” He commanded 

“I wouldn’t have it any other way.” I said

I rimmed his ass. It was a beautiful ass for someone his age. He had a small waist and wide shoulders on top. I imagined him with a lot more hair and a youthful face. He sniffed his poppers and was ready for me. My large dick barely made it into the condom. The condom had lube on it. He then told me to add something. He handed me an anal relaxer gel. He was not used to being fucked.

With his ass numbed and popper in hand he was ready. I plowed him good and fucked him like a stallion. He moaned and moaned. We fucked in there for what felt like an hour. I was already sweaty in this poorly ventilated bathroom. A storm had been brewing outside and dropped several inches of rain. Our fuck session coincided with the storm as I fucked harder and faster the rain would be strong. As it calmed down slightly so did I. Any moaning or screaming would be muffled by the rumble of thunder and sparks of euphoria with the orgasms we feel coincide with the lightning strikes. 

Before I finished I felt water on my feet, oh no! The water had come up and is flooding the bathroom we both got up to sit on the sink I put my clothes on and thought we may have to get out of here. Chris was afraid to move, he was scared of lightning electrocuting him in the water. Without an umbrella we stayed there until the storm passed and we talked about his life and mine.

I told him how he reminds me of my dad back home. Chris spoke about how he had to stay in the closet and had a rough childhood where people called him gay for being a bit feminine. Originally from England he moved to the U.S with his family. He made himself appear more masculine as much as he could as he grew up into a man. Girls and women wanted him but he didn’t he wanted a guy. He was pressured by his parents to marry the daughter of a family friend. Him being gay would be an outrage especially during the time he was young. It was the early 1990’s and the AIDS epidemic was in full swing. His father said he would disinherit him if he didn’t marry a woman. His mother and father knew he was guy and said they would throw him in a psychiatric ward if he tried anything.

Chris married and had kids and his father passed away and gave left him the inheritance. Plenty of money but miserable. When he divorced finally last year after his sons grew up his wife angrily kicked him out and took the house and kept half of his money. Due to the marriage ending in adultery (Chris was caught with a man by his wife) she got most of it. He just moved in with his dear old mum here by the ocean and felt free to live out his life. 

“Wow that’s rough, I’m glad you found some freedom now.” I said

“Yeah, but I’m happy now.” He said

We sat on the sink swinging our legs and they would touch, we crossed into each other’s legs, his right leg over my left, I felt his soft shoe caressing my bare ankle just right. My heartbeat fluttered rapidly

“I grew up poor with just my dad and two brothers I told him I was naturally masculine and just hid my desires for men. I also like to fuck women and have girlfriends. When I finally got my own place I’d take both home and have threesomes every now and then” I said and I held his hand and rubbed it.

The rain let up but Chris was afraid of germs, he was germaphobic and could barely to walk in the dirty water. 

“Don’t worry!” I said

I jumped into the cool water which was just up to my shins.

“You trust me?” I asked

“Yes.” He said very shy

I lifted him up and carried him on my back. His legs crossed over and his shoes landing just above my crotch. He was a bit taller than me but he wasn’t that heavy. 

I carried him through the flooded park and parking lot. And got to his car, it was a convertible he opened the top and he jumped in from my back. He told me to get in, he didn’t care that I was wet in my legs.

He drove me to this nice pizza joint, he payed for everything and gave me beers, we sat outside because I had no shoes and the waiters thought that was weird but Chris told him that my shoes got soaked in the rain and that I carried him so to lay off. As we sat side by side near the beach, Chris’ shoes were dry and warm, I was thinking of rubbing my feet on top of them to feel them up. I felt like him being a bit delicate outside of the bedroom was sexy, and he enjoyed that I went around barefoot and I enjoyed that he always wore shoes.

Chris drove me home and gave me a kiss. He handed me $500 ,

“Thanks for today, I won’t forget it.” He said

“See ya later.” I said

We fucked many times but usually Chris would wanna be the dom, at his house he showed me his collection of toys and gadgets for sex. We did everything roleplay, cruising outside, spanking, and we fucked if his mom wasn’t home. we used to hang out with each other sometimes after fucking, just relaxing, he bought me another pair of flip flops so I can go out with him when I needed shoes. He always wanted to check out my feet so he bought open toed shoes for me.

***End Flashbacks ***

In front of me Chris was ready for another go. He shoved me into my shower and scrubbed me from head to toe. He had me bend over the bed with my ass yo, Chris spit inside and fingered my hole. He then put in his condom and went in, by now my hole was used to his dick. It felt just as good as ever. I kept my eyes closed and slightly opened them when he went deeper. I held the sheets of my bed tightly and I let out a higher pitch moan.

“Oooo yeah boy.” Chris said

“Owwww yes daddy! Owww yes go in !!” I moan

I opened my eyes and had an anal orgasm and looked at the window and saw eyes staring back at me. 

Brian was watching everything, it looked like he was mad but he stroked his crotch a bit. He quickly turned around and was gone. 

Chris cummed in his condom and pulled out. He didn’t like bareback. I wonder if I could ever have the chance with Brian again after this.

Chris handed me $250 and was giving me a kiss and pulled my cock.

“Want to cum?” He asked 

“Yes.”

He sucked my cock to completion and sucked up every last drop of cum. He felt so hard that actually swallowed my cum.

“Delicious boy. See you later.” He said

I watched him get dressed up , he wore a nice shirt, jacket and jeans.

 He switched his toms shoes again. This time they were two colors. We kissed passionately and he left.

 I had to find Brian and fix this and explain to him and apologize.

To be continued…