This story is based on events in my personal life maybe 8-9 years ago, names are changed for privacy, in the event you recognize or find this familiar
I was lying in bed, bored and horny of course. I was off on Saturdays mostly, usually I found myself laying down and resting because the hours from work were usually from 4am until 2pm. I worked in a bakery, I was in decent shape, I had a relatively thin waist about size 29 with broad shoulders and a big chest and toned legs from playing tennis and track.
My cock was about 8” and very veiny, I usually enjoyed a wank on Saturdays and decided to check Craigslist personals and Grindr. Everyone in my life thought I was straight I was not out to anyone. Anything I did was very discreet and I usually would hide behind a baseball cap and shades.
On Grindr I check areas further away from my house maybe 8 miles, I see one guy message me. His profile pic has him standing in a kitchen in a baby blue t-shirt , white shorts and matching blue converse low tops. He was not that tall in his profile, he put 5’7. I was 6 feet tall, Latino with dark brown hair and brown eyes, I have a deep voice, so deep that sometimes people say I should be on radio.
The guy’s profile says he is a bottom, he likes to play with a masculine guy’s feet and lick toes. I’ve never been with someone who’s done foot play but I’ve seen videos.
“Hi” he messaged me
“Nice feet.”
“Thanks” I replied
My profile pics didn’t show my face, one was my chest without a shirt and another wears from the waist down wearing some underwear, another showing a bulge in my shorts, the last one shows an overhead shot of my feet.
He chats how he would be all on the floor worshipping my feet and then he would suck me off. The thought of this actually gave me a stiff hard on. Also considering how in his picture he is wearing some feminine baby blue converse low-tops. I actually get turned on by men wearing low top converse, canvas slip on shoes like vans or any off brand shoe, espadrille like shoes like toms, loafers and keds.
“I think it’s hot if you worship my feet while you’re still clothed and wearing your shoes.” I texted him
“I will wear them and keep them on, any particular shoe?” He asked
I told him about the kinds I like and he says he has some of those and will wear them. I was horny thinking about it.
I said I was down to meet up sometime, but first he wanted to meet up in private by his work first before an actual official date. He said we could meet by his work and chat first today.
He sent me the address, I put on some shorts, t-shirt, hat and leather flip flops so he can see my feet. I drove to his job, it was a hotel, I’m guessing he was working front desk or something like that.
He said was outside on break, but I see a guy in a security guard outfit, he looked like an actual cop with a bulletproof vest, all black on, a radio, taser and gun.
He looked completely straight, I picked him up and we introduced ourselves.
“I’m Tony” I said
“Nice to meet you , my name is Andy, and you’re more handsome in person,”
Andy was also handsome, in his 40’s, he had a shaved head and looked buff in his uniform. We drove to the parking garage and he tells me he just wanted to chat today in the car and to plan to meet next week, he glanced over to see my bare feet in sandals. He grabbed his crotch and told me how it got him hard to see feet. I told him that they were his and that I was down to play for long sessions, I loved to kiss, foreplay, body touching, frothing, oral, fucking.
His voice was slightly feminine with me but when he spoke on the radio to his work it lowered a pitch or two and masculine. He was a security guard for this very expensive hotel. He grabbed my cock through my pants and stroked a bit and we made out a bit, we couldn’t do too much since he would have to go back to work and I didn’t have any wipes or water to wash out.
We agreed to meet up on Saturday next week when he was off. I was also off and was looking forward to it.
***
The following Saturday I drove towards his area, somewhat a far distance so nobody there would recognize me, I was in the closet and was very masculine, everyone thought I was straight, nobody suspected that I was secretly gay.
I put on a nice button down plaid shirt and some nice tight jeans that had a couple of holes from A&F (they were in style around this time still) some sunglasses, and brown leather flip flops.
The whole journey driving I was super excited and nervous. Meeting in public is hot and scary in case someone recognizes me, I wondered what Andy would wear, maybe if he looks really masculine everyone would think he was my dad. My cock was leaking precum in my jeans, and I chose to freeball today just to feel extra horny.
I get to the Starbucks in this shopping center, I start walking there slowly, my heart beating, as I enter I look around and enter the line, I see a guy who looks like Andy, but he looks much more feminine now. I ordered a vanilla bean frappe and walk towards him. I stood next to him he looked down at my flip flops and said hey.
I noticed what he was wearing, red trimmed glasses, a few earrings on his right ear, bracelets on both arms, a yellow shirt, a beige sweater tied around his neck, white capris, long yellow socks to match his shirt and on his little feet were some white canvas keds. The kind that women would wear in the 80’s and 90’s.
He had a little white leather bag hanging from his seat.
I got a hard on and sat down. He whispered how hot I look and loved to see my feet, he remarked on their size.
“I’m size 11.” I said
“Wow.”
“And what size shoe are you?” I ask
“7.5-8 men’s depending on the shoe, and size 9 woman’s, like these for instance.” He said, and he extended his leg out and showed off one of his Keds. I was tempted to grab it, he brings his shoe down with a tap on the floor that nearly misses my foot.
We began to talk about everything, and some deep personal stuff about our sexuality and relationships. He said he was very openly gay, and he is pretty feminine except at work where he is much more serious and masculine. He is Cuban but he and his parents came to the U.S. when he was a kid.
As we are talking, we hold hands and at one point our legs touch. I felt a tingle, the kind you get when you’re excited, I felt it any time our legs touch for second. Of course, we both say sorry even though we may like it. Then I felt a twitch in my cock. This time it wasn’t only our legs touching but something else. It was the rubber outer edge of one of his Keds touching my foot for a second. I felt a tingle through my body whenever he lifted his foot or moved it close to me, causing the soft canvas of his shoe to touch my foot and ankle. He did this carelessly while talking, he was always moving around his arms and legs. I felt the outsole of his shoe touch me again and now he was stepping on the edge of my flip flop.
My feet were on either side of his shoes, he sat with his legs closed so his feet were close together. I got more comfortable and put my flip flops in front of his shoes. I took them both off stretched my feet forward but around his legs. My legs in my tight jeans brushed his legs. I can tell he felt this, he suddenly stuttered in the middle of his sentence. I acted like I was stretching, putting my arms out and stretching my toes and cracking them. I brought my legs back to my side to go ahead and try and put my flip flops on but they weren’t there instead I felt something else. The laces of his Keds were what I felt, they briefly tickled my soles, and gave me a tingling sensation in my dick. Andy was on top of my sandals, and when my feet came down to put them on they landed on tops of his Keds.
“Oh shit, sorry “ I said
“ no worries I didn’t notice I got in the way.”
Briefly my toes were digging into his socked ankle, and then they swiped on the tongue of his shoe, he lifted his Keds up pushing the soles of my feet up. The pointed toe of his shoe rubbed against my bare soles and had me leaking precum. He slid his Keds back, and I looked under the table, his right shoe had a bit of a dirt spot, I think it was my foot that did it, the sole of my foot must have gotten dirt on it earlier.
This got him horny, I could tell because his face was turning a bit pink. After sliding my feet into my flip flops he brings both his Keds close enough where they’re touching my ankles. Every now and then, he would move them and I would feel the soft canvas of his shoe and the soft cotton socks on his leg. We are talking at this point, not paying attention to what’s happening under the table but we definitely feel it. I was constantly wiggling my toes a bit, touching the outer soles of his shoe. Then he is shaking his leg and this has him tapping his shoes. I feel brave and slide my feet forward and my toes get under. He gets more aroused that he can’t finish his sentences. He bravely puts both his Keds on top of my feet stepping lightly, my feet were so much bigger than his shoes, the tops of my feet were a big enough doormat for his shoes. I then get one of my feet out from under him and use my toes to twirl around his laces and put my big toe in one of the loops and try and pull. I’m trying to loosen his shoes playfully but he has the knots tied very tight. He moves his shoes back and comes forward to steps on my toes, it hurt a bit but my cock was leaking precum.
“Wanna get out of here.” I said
“Oh yes.” He replied excitingly
We go to our cars, and we both drive somewhere more secluded. We drive to a park nearby. We link up and play in my car. We start making out and touching. He fondles my crotch and unzips my pants to play with my dick. He gets down and starts giving me head. He sucks the dick really good, no teeth and a great rhythm. My cock twitches in his mouth, he moans each time my dick start filling up with more semen.
When it got dark he said he had a blanket and a pillow to lay down in the grass, there was virtually nobody around in the field. He puts it out and tells me to lay there. I take off my flip flops and he starts to massage my feet and puts them in his face. He starts kissing them and licking them. It felt weird but it was turning me on that it turned him on. He worked up to my crotch and unzipped my pants. My cock just boinged out of the zipper and he squeezed it and held on to it while he started sucking on the head. He lets go to start deep throating me. I started to thrust up and down from the floor, he made gagging noises as I pumped deeper.
I made sure to keep an eye out for any potential people walking by. I then told him to lay down 69 style. I unzipped his capris pants and touched his dick through his yellow underwear. I took my pants down to my ankles and opened my shirt so he can play with my nipples. My dick went back in his mouth and I thrusted in and out of his mouth. Meanwhile I start to put his small 6” dick in my mouth and suck him off. His precum had a sweet taste, maybe he ate a lot of pineapple, I think he likes the color yellow and may like yellow fruit. But now he’s taking in my eggplant. We suck each other and I tell him to lay on the side, I started grinding on his bare ass. We were spooning, I held him tight in an embrace as I jerked his cock with my hand and my cock was in the crack of his ass.
I grinded his ass pumping on his ass, dry humping, he was shaking. He reaches for his little bag to bring out some jungle juice and sniff it. I take a whiff also, and feel everything spinning.
“Ayy papi I love it.” He said
“Next time I wanna fuck your hole.” I said
He then tell me to lay down, he then sucks me and giving me the best blowjob Ive had in a while. It had me shaking to wanna cum, it had my twitching from head to toe. As he sucked, he cupped my balls and held them tight. I watched him do this and saw his bare ass out, I watch my toes curled in ecstasy. He took the rest of my pants off and spread my legs open.
My legs were wide while he was in between them and then he put his legs on the outside of legs to bring them closer. He moved his Keds over my ankles to hold my feet and entwined us. I was moaning and he continued to blow me, I was shaking and wanting to cum but he used one hand to squeeze my shaft and then my balls. He started to get one of his finder and began playing with my ass hole. Until he began to squeeze a little finger into it.
Ohhhh, this was heaven, I was shaking uncontrollably, his legs held me tight, the rubber sole of his Keds held my feet tight enough to leave a red mark on the tops of my bare feet. I was ready to explode while his finger was in my hole.
“Uuufffff.” I moan
I kept shaking and thrusting, my cum shoots out like three bursts of a white milky fountain. Andy starts to lick it all up and there was some on his glasses. Andy opens his little bag to get little wipes to clean us off. We quickly leave from there putting on our clothes, I try finding my shirt and my dark brown flip flops scattered around
Let’s do this again sometime we say to each other we kiss and plan for the following week.
***
The following week he said he told me to meet up back at the park. I took some beers in a cooler and some snacks and he brought a couple sandwiches. The day was really warm, this time I dressed in a loose t-shirt, shorts without underwear and different pair of flip flops, lighter color ones from rainbow. I see Andy coming by, he wore a nice polo, shorts that reach the thigh and his little white Keds without socks this time.
We sat watching the hot guys playing soccer and talked while drink our beers and enjoying the outdoor weather. As we chilled there, I noticed how horny he was and how he kept looking down at my flip flops. He told me he lived with his parents so it was weird to try and bring people over, usually a hotel or motel is good.
I was alright for fucking some place discreet, the adrenaline excited me. Once the players for soccer leave, we started getting horny and touching each other under the picnic table we were at. Our bare legs touched and sparked up excitement. I was a bit drunk from the beers And I had to pee, I go to a bathroom nearby, I pee at the urinal and Andy goes in the stall nearby and he sits. I walk to the other stall next to his and sit on the toilet , to my left I see his white shoe going into my stall. I move my left foot close to touch and his shoe taps on my foot. Next his hand appears under the stall.
I get on my knees and whip my dick out, his hand jerks me a bit and then his mouth comes down and starts sucking me off, we were in there for several minutes.
“I want you to fuck me, real badly.” Andy whispers
“Alright I may have a place.” I said
We walk out of there clean up the table and walk around the park, I carry my backpack with a blanket, Andy has his little purse, we walk in grass through a field to a different part of the park, the sun setting was beautiful. I decided to walk without my flip flops to feel the grass and feel present. Andy’s Keds were reflecting the orange light and it made his shoes almost yellow and bright to look at.
“I love how you walk barefoot, but will wipe your feet off before i worship them.” Andy said
He shows his little bag open and reveals wipes, poppers, lube, condoms, a cock ring. Andy and I embrace and kiss, I was much taller so I tell him he can tippy toe on my feet to reach.
“It won’t hurt?” He ask
“No, I’m drunk and I find it cute.” I say
Andy stands on my feet on his tippy toes with his Keds, his shoes were small, like a girl’s, and it was a light shoe so I didn’t really hurt. We kissed and I legged him and he wraps his legs around me and I carried him around through the grass, walking in my bare feet while kissing. We lay the blanket out and kissed passionately on it, and with nobody looking he sucked me off a bit. 
Since it was getting dark, i decided to find a secluded spot nearby. I knew a spot, it was an area of construction, the houses were practically concrete but they had the stairs to a second floor. I grabbed the blanket I brought and we walked through a hole in the chain link fence. As we walk it’s super quiet and there is so much debris on the floor.
“Be careful of your feet papi.” Andy said
I was careful not to step on a sharp object or nail. My flip flops were in my hand so I just slip them back on. Even though they were thick something sharp could still poke through. I helped Andy climb some rumble into one empty house, it was so dark but our eyes adjusted. Andy’s white Keds had a dirt mark again, I bent down and used my spit to wipe it off .
“Thanks papi.”
“Anytime.”
Our voices echoed in the Empty house, our footsteps echoed around, the flapping sound of my flip flops and Andy’s jewelry on his writs were louder than normal.
We climbed up the stairs, this was dangerous because there was no railing and the second floor had areas that you could fall.
I lay the blanket on the floor in one spot where nobody can see us from outside. Andy pushes my down and gets on his knees to crawl to me and I lay there with my legs wide open. I keep my head up looking at him crawl to me and I kept hands behind my neck for leverage to watch Andy.
”Come to mama.” He whispered
He started sliding my flip flops off and used the wipes he brought to clean them, they had a few dirt stains and grass on the soles. Once clean Andy began putting my foot in his face, first the left,then right. He kissed them, started putting one of the toes in his mouth. It was an intense feeling watching this femme bitch worship me. I hold my cock and stroke a bit. He puts one of my feet in his mouth, all five toes, and my feet are big. This guy has a big mouth. I wonder what his hole was like.
He works his way up to me and began to bring down the zipper of my shorts and began to suck it again. He sucked my cock until it was fully erect full of blood and pumping in semen. I get my shirt off, and Andy starts to pinch my nipple and jerk me off.
I wanna fuck you badly I told him. I get his shorts down and he steps out of them. He gets shirt off and is naked except for his little Keds. I spread his ass cheeks open and begin to spit in it and start licking, I run my sharp tongue all in his sweet ass. He moans and jerks himself off.
I step up and get my shorts off completely. I’m now completely naked inside this concrete house that was all open and dark. I put on one of the condoms he brought and put on a cock ring down the shaft and had a real hard cock. I started using the silicone lube he brought, and squirted it into his ass and finger him a bit to get it wet.
I put in my cock, and felt his tight little ass open up slowly, squeezing and relaxing. Andy opens his poppers to sniff and get crazy, I sniffs some too. I go all the way in and Andy puts both hands forward against the wall, I use my foot to tap on the side of his shoe so he can spread his legs open, the other foot I just slide his leg open roughly. As I’m fucking I keep him close, his sweaty bald head glistened in the dark.
I fucked him until his was moaning non-stop, my thrusting and skin-to-skin slapping echoed through the concrete house. Andy stood on tippy toes, his shoes sometimes would slide so I put my feet on either side of his Keds to keep them from moving. My bare feet was able to grip to the floor. I kept thrusting in and out of him. Andy bent his knees a bit and put his ass out. He stood on top of my feet for grip because the floor was very sandy and dusty from the concrete powder. My dick was very hard now because I’m fucking this femme bitch in Keds and now he was standing on me because he was to delicate to stand on his own.
I pull out and lifted him up and put my dick up his ass and fucked him standing up. His legs dangled and I pinned him on the wall. We stay like this until I get tired. I take him to the blanket and we both lay down sideways, now we fuck and I hold one of his legs up. The heel of his Keds were getting a few dirt marks, as I’m fucking Im staring at the little blue label of his shoe.
He moans and shakes from the pleasure, im shaking and sweating, my dark hair is coming down on my face. This was a very long fuck session. I loved every second of it. I was getting close to cumming.
“In my mouth “ he says
I take the condom off and the cock ring, I stood in front of this kneeling bitch and blasted out in his mouth. 5 shots came out of this load. I lay on the blanket while Andy gets dressed up, I wipe off some dirt on me but otherwise I’m pretty clean.
“You’re feet are filthy.”he says
“It’s alright , I’ll clean them while walking on the grass”
I think the sprinklers were on in the park. We walk through there holding hands, I walked barefoot in the park, the grass was nice, cool and wet on my feet. Walking next to my big feet were Andy’s Keds. They looked so small next to my feet the white canvas glowed in the moonlight. We kissed as we said goodbye, Andy had not felt his hole this stretched out in a while.
I felt on top of the world.
Real life pictures of his Keds below
Thanks for reading, if by any chance anyone reading had an encounter like this and wants to reach out you can email me :)
