Gemma’s boots 9 min read

Gemma was the newest employee in our office.  A lovely one, she was in her early 20’s with long flowing blonde hair. Not too tall, maybe 5-3 (1.60 m) with a slim figure.  I didn’t interact with her that much but whenever she was around,  she really brightened up the room.   Gemma was a ball of energy!

One thing I noticed right away about Gemma was her great choice of footwear.  She wore thin heeled boots or shoes to work virtually every day.  Nothing too crazy, it was mostly classic styles.  But always elegant and perfect for her outfit.  I think she may have liked the extra height the heels gave her since she wasn’t that tall.   In any case I tried to steal glances at her attractive shoes whenever I had the opportunity (as discreetly as possible, of course).

One day Gemma called me to fix an ongoing connection issue with her computer.  She gave me a big smile as I approached her desk, which caused me to instantly melt.  But I tried to play it as cool as possible.  You know, at work and all, have to stay professional.  Gemma was a vision of loveliness in a light grey, fitted jacket & trousers which really flattered her.

In order to evaluate the computer problem I had to go under Gemma’s desk and check the network cables.  Sure enough, one of the cable ends had a broken clip and needed to be replaced.  While I was investigating this, all of a sudden I felt some pressure on my left hand that was sticking out from under the desk.  I looked and there was Gemma standing on my fingers.  She had stepped onto my hand by accident!   Today she had on a gorgeous pair of pointy toe black leather ankle boots with a 3″ stiletto heel.

Her ribbed leather sole was pressing down firmly onto my hand, mashing it into the carpet as Gemma spoke on the phone to one of our clients.  I guess she didn’t notice me down there.  But it wasn’t too uncomfortable given Gemma’s light weight so I was in heaven.  I thought to myself that if I don’t say anything, I may be able to get a minute or two more of her boot crush.  I was loving it!

Several minutes later, I had finished replacing the cables with my one hand and couldn’t really justify being under the desk any longer.  Also I didn’t hear Gemma talking on the phone anymore so I thought it was time to wrap things up.   As I turned and looked at her, to my complete and utter surprise she was staring directly down at me.  And still standing on my hand!  She grinned at me but didn’t move.  After a few seconds she quietly whispered “You seemed to show a lot of interest in my boots.  Now I think I’ve figured you out” as she stepped off of my fingers.

Gemma knew exactly what she was doing when she stood on my hand.  It was no accident, it was a test!  She had obviously noticed my repeated looks at her shoes and thought I might be into it.   As proof, if I wasn’t into her boot trample, I would have objected to it right away.  My lack of action communicated everything Gemma needed to know about me.  I had been outed as a boot lover!

Due to embarrassment I kind of avoided Gemma for the next day or two.  Also I wasn’t sure if she’d complain to HR or anything about my behavior.  But she always had this knowing look whenever we crossed paths (like we were partners in crime) so I thought maybe everything was OK.

Eventually when we were alone in the staff room she laughed about the whole incident.  I was so relieved.  And I confessed I had been thinking of her ever since that moment.  Then, to my surprise, she quietly asked me if I would like to meet her boots properly.   I stammered that would be nice but it would have to be away from work.  So she asked me if I wanted to meet at her place after work.  I said yes, of course, and it was all set.

I got to her house around six pm.  Gemma had changed from her work outfit (formal clothes & pumps) into a tight fitting t-shirt, leather pants and the  stiletto ankle boots from our previous encounter.  She looked hot !

Gemma  got us both some wine and put some music on. I was expecting something slow like a jazz trio or Kenny G to get the mood right.  Then I realized it was Motley Crue – I was beginning to like this girl even more.

We started talking aimlessly for a while with me stealing glances at her boots as much as I could.  Probably being too obvious but who cares at this point.  She had her legs crossed and would flick the pointy toe of her boot up and down provocatively as she laughed.  I mean, how could I not notice?

After a few minutes of this flirtation Gemma got quiet for a second.  Then she looked at me with smoldering eyes and told me to kneel on the floor in front of her feet.  I did so immediately and with great excitement.  She moved her booted foot right in front of my face and told me to put her high heel into my mouth.

I did as she commanded and let Gemma slowly slide her stiletto between my lips.  She then began to work up a rhythm of pushing the heel in and pulling it out over and over again.  I could taste dirt and metal from the rubber heel cap that had been long since worn away from  walking on concrete.  After a while my mouth was beginning to ache but there was no way I was going to stop.

Gemma then told me to lie on the floor.  As I got down on all fours she playfully kicked my butt with her boot, causing me to fall flat on my face.  The next thing I felt was a sharp stabbing pain on the top part of my back and then another right beside it.  She had stepped onto me and was now standing on my back in her stilettos, putting all her weight on her heels.  It was agony but also unbelievably erotic at the same time.

She then started to march in place on me.  I could feel my back beginning to mark up and the intense pressure of those tiny heels landing over and over in the same spot.  She then started to walk up and down my back, all the while throwing her head back and laughing, as her steps became harder and harder.  After a few laps of this she was essentially stomping on my back in  those sexy high heeled boots.

After about 15 minutes of walking she stepped off.  At this point my back was marked up and quite painful so I was actually glad she was taking a break.  But she commanded me to turn over.  I thought to myself “she’s not going to do this on the front of my body is she?”  That would too much to dream for . . .

When I flipped over she got down and straddled my stomach, kissing me passionately on the mouth.  Gemma was obviously getting turned on by this as well!   She then sat up (with her soft little bottom right on my rigid member) and looked into my face with an unwavering stare.  She put her hand on my chest to steady herself while leaning within a few inches of my face.

She told me how much of a turn on it was for her to be able to dominate and walk all over a man.  Especially one as big as I was (6-3, 1.90m).  As a woman who’s always been petite & small, she said it made her feel so powerful and dangerous to have total control over me.  And that was especially true since I gave that control to her willingly.

She also loved to have me worship her favorite girly, feminine shoes that she picked out and wore with great care as a fashionista.  That proved how chic, stylish and attractive she was.  She wanted the metaphor of “guys kissing her feet” to actually come true for her.

Gemma finished her little speech with a quick kiss on my cheek as her blonde hair cascaded all over my face.

She then stood back up and put one heel on to my stomach and again followed it with the other.  I watched as both heels sunk into my stomach and she began to trample my stomach in the same place over and over.  She was light but the continued pounding on my stomach with those stiletto heels was beginning to hurt.

She stepped up onto my chest and started to do the same thing , each foot  coming down harder every time.  It was the most painful thing I had ever experienced but also one of the sexiest.  She held on to the back of the couch for balance and lifted one of her legs up so that she was standing on my chest with just one foot.  And then she picked up her toe for a moment so all of her weight was just on her stiletto heel – which was absolute agony!

Gemma put both boots back on my chest again.  She then paused for a moment, standing there and just looking down at me as if she were really  enjoying the moment.

After maybe 30 seconds of this she moved her other heel towards my mouth.  “You have already cleaned one of my heels , it’s time you did the other one.”  With that she pushed the heel of her boot into my mouth again while the other boot heel crushed mercilessly into my chest.  She started to rock and shift her weight from the foot on my mouth and the foot on my chest.  I was in absolute ecstasy.  I never thought in my lifetime that I would find a girl like this.

Eventually she stepped off me and pulled me off of the floor and into the bedroom.  Sex with her was totally amazing, especially after what she did to me with her boots.  But she seemed to enjoy it just as much as I did.  All of her trampling was just foreplay for the both of us!