High Heel Worship Stories

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High Heel Worship Stories
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The Captain turns herself in the Camp’s Whore.
Kira's exercise outfits and routines are getting sexier.
Fashion loving Evie gets a big opportunity!
Final part. The incestuous trio turn to lesbian seduction.
The newsletter high society cougars, moms and dommes love!
A CD and her friend have a wonderful summer meeting men.
Fiona submits to her daughter and role plays with her niece.
She makes a new friend at her husband’s work.
The couple get together for a wild time.
Favors for friends and a realization for Mrs. Mitchell.
Femdom stepmom makes the rules and savors cruel denial.
Annie and Mattie show off to Harry and each other.
A case of mistaken identity results in forced depravity.
The incestuous seductions of a nephew, a mother and a niece.
My son's dance opens the evening to fulfilment.
Crossdresser doesn't know why everyone thinks she's a woman.
Trans Emma is shared with an older mechanic.
What a woman knows about men watching her.
Caught again by my sexy sister-in-law, this time in her room.
First time called a sissy and serving at a party.
Daddy pushes his little girl to the edge and fills her needs.
Just a little competition between a CD and 'her' wife.
David introduces trans Emma to an old work colleague.
Was it idle curiosity or full blown perversion?
A CD dates a woman but finds her brother more her speed.
Daddy's little girl gets to play with his cock.
Redhead and single dad pass the time while children play.
Daddy's little girl gets dressed and is rewarded.
Sammi goes thru more changes and goes shopping.
Things change when a CD and wife have dinner as two women.
Henry has his sexual fetish revealed.
Nick & Kat come over and we all have a day of BDSM.
I get whipped and discover I like it.
I use my stockings to get what I want.
When Jen lost a drunken bet I had to step in to help.
Parody, Wife needs her CD husband to sleep with another man.
David takes trans Emma away on a business trip…
Week one and things begin to make sense.
Laci and Johnathon wind up with a Sunday Night fling.
My first night back finishes just as crazy as it started.
A late night walk does not go as planned.
CD and a Drag Queen walk into a bar, make lots of friends.
A strong headteacher is conquered and enslaved.
Amber is hired as a bimbo receptionist.
Wife is fed up taking pictures of her sexy CD husband.
A closet sissy gets found out while looking for furniture.
"The Pinnacle of Award Winning Porn."
A CD gets presents that makes her rethink her relationship.
An online chastity fantasy becomes very real.
Richard prepares to welcome Master James home.
What to do on a one year anniversary? All sorts of things.
Kelly's first week as a high school senior was memorable.
Mom has needs that son fulfills, but it's complex.
A crossdresser becomes the boss's new play thing.
Sabrina goes to a party in Beverly Hills.
Kim explores Johnny's love of Pantyhose and CD.
Our shopping spree continues and more.
When Alexi is jailed, his socialite wife gets her revenge.
CD goes on Interview in lots of pink, of course she gets it.
The story concludes with revelations - and a choice.
CD makes a purchase at an adult store it changes her life.
The newly "mammafied" Rhiannon goes on her first date.
Rhiannon recovers from a big night - but a big shock awaits.
A moment with the most beautiful C**T I've ever seen.
Trans Emma experiences cock docking with boyfriend.
A Crossdresser has the Best Valentine's Day.
Rhiannon meets Lucy - and goes out with the girls!
A short window into the domestic life of a slave.
Tranny Emma gets wet, messy and more from David.
With Martin's help, Rhiannon continues to emerge.
A Parody, A Wife introduces her CD husband to an Admirer.
Ryan is rescued - but it's Rhiannon who escapes.
David is woken with a blowjob from trans Emma.
Wife sells husband at auction, is forced to pay to orgasm.
Can wearing lingerie and makeup save a trapped young man?
Liz's life gets turned upside down when she meets Alex.
Wife is surprised her CD husband and her Father are dating.
Emma finally gets her just desserts from David.
High Heels, Butt Plug & New Schedule For Sissy.
Sammantha finds that saying no isn't an option.
Mistress buys Richard high heels & a butt plug
It's 1988 and a CD goes on vacation to lose her virginity.
More adventure with the beautiful Jennie
A tale of abduction, transformation, and strange attraction.
I sit with my morning coffee and think back to the beginning.
Beautiful MILF's find working at the seashore a pleasure.
Couple finds bargains and each other at a local Thrift store.
CD discovers herself with help from her friends and family.
Visits from the Ghost of Christmas Past and that fuck Marley.
Evie awakes in the basement and soon learns her punishment.
Roy buys his mother a basque and photographs her.
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Young man discovers the sex appeal of high heels.
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I was 18 when I discovered my love of women wearing high heels. I'd seen beautiful women all over the place but it was women wearing high heels that really turned me on. Not just any heels did it for me, it was the taller heels, aka Fuck Me heels. Anything under 5 inches just didn't have enough sex appeal to me.
I remember one such time I was out with my family at a fairly fancy restaurant. We were under dressed compared to the majority but dressed up enough to be able to eat there. I was playing a game on my phone while my Mom and sister were chatting away about some nonsense and Dad had stepped away for a work call. I looked up when I heard the voice of the waiter and that's when I saw her.
Walking into the dinning area to be seated was a young woman, couldn't have been older than 25. She had on a simple dress with spaghetti straps. Her long blonde hair reached the middle of her back, and then I saw the high heels. Not just any pair of high heels but an extremely sexy pair of heels. They were a glossy black color, with a peep toe in the front, and the bottom or the sole of the shoe was a bright solid red color. She had blue painted toenails and a shiny silver anklet with a few charms dangling from it on her left ankle.
My hormones went nuts. My body felt all tingly and my cock sprang to life. The massive bulge in my pants was only slightly covered by the table cloth. When she reached her seat, it was like my internal body temperature spiked as I started to sweat some. Only then did I feel the kick from my sister as the waiter had apparently been trying to ask what I wanted to order. Embarrassed and quite flustered I quickly glanced at the menu and ordered the first thing that sounded good.
So there I was, sitting across from Mom and my sister with a raging hard on. I could feel it pulsing between my legs and didn't know what to do. Just when I thought it couldn't get any worse, the woman wearing those heels got up and walked right past me, strutting her shapely legs with those heels clicking all the way until she disappeared from sight. My cock ached so bad I was almost in tears. A minute later, Mom got up and went to the bathroom, leaving just my sister and myself at the table.
As soon as Mom was out of view, my sister looked at me with a weird look and asked what was going on with me. "I don't know what you're talking about." I told her. She didn't accept that answer and pushed even harder.
"You were fine when we got here but now you're all flustered and red in the face. Somethings got you all out of sorts. Tell me. I want to know." She said, sounding genuinely concerned, yet nosy.
Before I could answer her, the woman in heels walked back in. I totally forgot that my sister was looking right at me and because of that, she could easily pinpoint what I was looking at.
"Seriously bro? She's like 25. I bet she wouldn't even give you a snowball's chance in hell." With that remark she giggled then looked back at me.
"Honestly sis, I'm not even really that interested in her. For starters, her tits are too small and she's too skinny." I said as I tried to regain my composure. Confused, she looked back at the woman, no doubt examining everything about her now.
"Hmm ok, not the tits, too skinny, not much of an ass really. Wait a minute..." She says as she starts to figure out what has me all worked up. "You've got to be kidding me, her heels?"
The expression on my face and the body language I showed were the telltale signs she needed to know, she was right. Before she could say anything else, Mom and Dad returned to the table. Dinner went smoothly from then on out. We talked about random topics and I managed to keep my cock from flipping the table. Just as we were leaving, the woman with the heels got up as well. As fate would have it, I was on a collision course with her as we were both heading for the same doorway to exit the dining area.
Luckily my parents were already through the door, but my sister was right beside me. Mom, being the southern respectable woman she is, raised me to be a gentleman so when the young woman reached the doorway just after me, I took a step back and allowed her to go first. As much as that was the right thing to do, it was the worst thing for me as now I got to watch this attractive young woman wearing a pair of extremely sexy heels walk past me and my eyes followed. My sister got a front row seat to my body's betrayal and when she caught a glimpse of the bulge in my pants, I thought her eyes were going to pop out of her head.
"What are you looking at?" I asked.
"Uhm, that." She said as she nodded her head in the direction of my crotch.
Looking down, I saw the bulge in my pants. "Fuck sis, don't draw attention to it." I said, trying to adjust myself. Allison gave me a smirk, turned and walked away, but not before giving her ass a little shake just to fuck with me some more.
The drive home was relatively quiet. Normally Dad would drive but after big meals out, Mom drives because Dad always gets sleepy with a full stomach so he was doing his head nod thing where he falls asleep until his head drops. Allison was on her phone doing God knows what and me, well, I was staring out the window thinking about those heels the woman in the dress was wearing. If she was barefoot or in any other kind of shoe, I probably wouldn't have even given her a second look but damnit if those heels didn't turn me on. I just needed to make it home so I could take care of myself.
Arriving home, I was the first out of the car and first into the house. As unbelievably horny as I was, I was stripping off my clothes on the way to my bedroom. Locking the door behind me, I opened up my laptop and pulled up my favorite porno. Naked and sitting in my chair, I pumped some lotion into my hand and started jerking my cock while watching two women take turns sucking a guys cock. One girl was a teacher, the other a student. The guy was also a teacher. Both women had on high heels, but one had black stockings on as well. I wasn't surprised when I blew my load halfway through the blowjob scene. I figured now was a good time for a shower, especially since my cock and hand were quite messy.
After a nice warm shower, I was laying on my bed, naked, with the fan going full speed. The cool air blowing over my body felt so good. Thoughts of what I saw in the restaurant creeped into my head so I closed my eyes and let my mind wander. It didn't take long for me to fall into a pretty deep sleep and drift off into Lala Land. The woman in the restaurant was small chested and too skinny for my liking so with a little imagination, my perverted mind decided to replace her with someone else.
Naturally, the first thing I pictured was those heels, damn they were sexy. Then a set of legs seemed to materialize. They were a bit thicker but toned and slightly tanned. Next body part was the ass and thighs, plump booty with average size thighs, just enough. Then came the back side, not too skinny but not fat, with nice shoulders and arms. Moving to the front, a set of tits that would make some women jealous, had to be 42D sized tits easily. Finally, the head started to materialize, making this person around 5 foot 4 inches. As the hair came into view, something about the person seemed very familiar. When the face of the mystery girl turned to face me, my cock reacted in a way I never thought it would.
In this weird dream, I was now standing face to face with my sister wearing the same heels the woman in the restaurant had on. She was naked and smiling at me and my cock felt like it was going to explode. Then she spoke, but her lips didn't move. Suddenly, I began to shake and then I woke up. Before me was my sister, wearing only a loose fitting T-shirt and pale pink panties. Looking at her, I noticed she was blushing and had this silly smile on her face. "What's wrong with you?" I asked.
"Well, I knocked on your door and asked if you were awake and when you didn't answer me I assumed you were sleeping so I peeked in and that's when I heard you say my name, but you were naked and well...lets just say not all of you was asleep." She said, while trying not to giggle.
"What?" I said, still trying to wake up.
"I don't know what you were dreaming about, but you said my name in your sleep and your dick is rock hard right now." Allison explained while staring at my crotch.
Looking down at myself, I notice that my cock is quite hard and standing at attention. "Oh. Sorry, took a shower and fell asleep.
"I...uh...see that. Are you going to cover it up?" She asked, with her eyes still looking at it.
"Hmm. No, I don't think I will. If you don't like what you see, you can leave.." I said.
"Oh, well maybe I do, maybe I don't." She said. As she stood there, she started doing that lip biting thing, indicating she was definitely thinking about something.
"Well, since you're still standing there looking at it, you must like what you see." I said with a smirk.
"Oh for fucks sake, it's a beautiful cock, but how big is it? I mean, I'm just curious, you know, asking for a friend." She asked with a slight giggle.
"Last time I measured, about 8 inches, nothing to get excited about. And sis, you don't have any friends that are interested in me so no need to play games." I responded as I watched her eyes widen a bit more.
"Really? You're not fucking with me are you? Eight inches, that's like, almost a pornstar level cock. You're not doing porn are you?" She gave me a weird look when she asked that question.
"Porn? Am I doing porn? Come on sis, if I can barely talk to your girlfriends, how do you think I could manage doing porn." I asked while laughing
"Hey, I was just wondering. No need to get all defensive. But seriously, you've got a pretty good looking cock bro. I mean I wouldn't mind seeing that thing in action sometime." She said suddenly, then turned and walked out of my room.
Shocked at what my sister had just admitted to me, I didn't know whether to be grossed out or turned on. Seeing how it was already after 10 pm, I decided to sleep on it and see what the next day would bring.
Waking up to the awfully loud lawnmower going past my window was not the way I wanted to wake up, but nevertheless, I was now awake. I laid in bed for a few minutes longer, thinking about my dream and what happened. Was it all just a dream or did that 2nd part really happen? Shaking it off I got up and dressed myself for the day. With a quick check of the weather, it was going to be a tshirt and shorts kinda day. I then made my way down the hall and as I was passing Allison's room, I noticed her door was open so naturally I peeked inside. Her bed was made and the room cleaned up, not too surprising, so to the kitchen I went.
Talk about a way to kick off a Sunday morning, as I walked into the kitchen I caught a glimpse of my Mom bent over pulling something from the oven. I had never really stopped and admired my mother but this morning, I took the time to stand back and really take in her looks. For a 47 year old woman with 2 kids, she looked damn good in that white floral sundress and pink thong. As I stood there, I could feel my cock start to stiffen up and all sorts of naughty thoughts flooded my brain.
"Goodmorning Mom." I said as I walked over to the counter next to her. Her perfume filled my nostrils, further causing my dick to stiffen.
"Good Morning sweetheart. Did you sleep well?" Mom said as she placed the biscuits on the stove.
"Slept like a baby." I responded. From the side view I had of her, her tits looked plentiful, but not quite as big as Allison's. I wonder if Mom was jealous that her daughter ended up with bigger tits.
"Awh good, I like it when my kids sleep good." She said. Just then, Allison walked into the kitchen wearing her normal attire, t-shirt and short shorts.
"Mornin' fam." She said in a rather giddy way. She was unusually chipper this morning.
"Hi honey. Did you sleep like a baby too?" Mom asked
"Oh yeah, I feel amazing. Hey Mom, me and Michelle are going to the mall this afternoon, shoe shopping I think." Allison said as she looked right at me and smiled. I nearly choked on my orange juice when she said that.
I didn't know what she was getting at or planning but the swelling body part in my pants may have had an idea. The rest of the morning went by quietly as Dad had finished cutting the grass and Allison stayed in her room doing whatever 20 year old women do. After breakfast dishes were cleaned up and the kitchen was back to normal, Mom had nothing else to do so she ended up joining Allison and Michelle on their trip to the mall. I on the other hand, took advantage of the fact the family TV, a 65 inch 4K Samsung, was not being used and dragged my Xbox One X out of my room and hooked it up. Within a few minutes, I was connected and playing Call of Duty Warzone with a few buddies online.
"So girls, what store are we hitting first?" Mom asked as the 3 women entered the mall.
Michelle spoke up first. "Well I don't know about you ladies but this gal needs some new lingerie. Chris loves it when I surprise him with new sexy stuff." She said.
"I'm just looking for some new shoes. What about you Mom?" Allison asked
"Hmm, lingerie sounds good but new shoes do too..." Mom pondered her decision while they walked further into the mall.
"Here's the shoe store, Michelle, I'll call you once I've checked out and we can meet back up." Allison said to Michelle.
"Ok, shoes it is then." Mom said. As Michelle headed off further into the mall, Allison and Mom entered the shoe store. "So what kind of shoes are you looking for dear?"
"High heels." Allison said with a smirk. As she wandered up and down the aisles, Mom couldn't help but ask questions.
"What's the occasion? You've never really been the type of girl to rock a pair of heels. Is there someone you're trying to impress?" Mom asked as she examined a set of 4 inch heels.
"Something like that. I found out he's got a thing for women in heels and I figured why not. So I'm looking for something that'll get his attention." She admitted
"I see. Well then let's find something that screams sex appeal." Mom said as she moved on to the next aisle.
"What about you Mom? Do you own any heels? Allison asked while she tried on a pair of red heels.
"One pair. Th
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