Crossdressing Boot Bitch

Jackie is a crossdresser and has new pair of women's knee high white patent leather laced boots and is looking for a top. Jackie hooks up with a leather boy, Jeff.

  • Score 8.5 (13 votes)
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  • 835 Words
  • 3 Min Read

I have had fetish for boots since I was young.  My first ejaculation was when I put on pair of cowboy boots.  I dreamed of my closet being filled with different boots-cowboy, motorcycle, Docs, and Chelsea.  It was  from my fetish that I knew I was queer and wanted sex with boys, particularly boys wearing boots or high top sneaks.  I am Jackie, 29, 5-11 and weigh 170lbs.  I like to wear leather jeans and shorts with my boots. I am a crossdresser and wear  women’s boots  with high heels in different colors. Fortunately, there is website for queers like me-Only Maker that has an incredible collection of shoes and boots that meets the needs of any cross dresser. Just got my order of knee high white platform patent leather laced boots.  I wear them with my leather shorts or a pink skirt. These boots bring out the real me- a beautiful bitch that loves to bottom.  I hook up with guys online. looking to fuck crossdressers like me.  There are no shortage of men who want to top me. 

Tonight Jeff is coming to my place for some fun.  I am wearing a pink bra, pink panties and my new knee high white patent leather laced boots.  Jeff arrives.  He is 6 ft, weighs 180 and is wearing a black leather motorcycle jacket and jeans tucked his black laced Docs.  We have a  couple of drinks and chat and about our sexual preferences.  We start to kiss and rub each other crotches.   I go down on Jeff’s Docs and start to lick them.

“Oh pretty bitch gurl do my Docs and make them shine”

Jeff rubs my curly hair as I lick his boots and then he reaches for my ass.  I feel his hands on my ass and then feel his finger in my hole which is getting warm and wet.

“Yeah do my hole that feels so good, Boss.”

Jeff unzips his jeans and puts his cock in my mouth.  I lick and kiss his beautiful dick before I engulf the head in my mouth. 

“Suck it, bitch gurl”

His precum starts to flow into my mouth.

“Oh fuck you are such a hot looking bitch in your bra, panties and boots. I love your boots and can’t wait to fuck you.”

“Oh yeah, Boss,  I want you to ride my pretty ass hard in your leather and Docs”

Jeff takes off his boots and jeans.

“Put my boots on and lace them up. Lick every inch as you do them.  I am going to play with your pretty pink hole while you do my boots”

My hole is warm and wet aching to be fucked as I lace and lick the Docs. 

“Now on your hands and knees, pretty gurl”

Jeff goes down on my hole with his mouth and tongue.  He works my hole with his tongue so I am craving to be fucked.  

“Fuck me, Boss.  I need your cock inside me.”

Jeff slides his cock into my wet and hungry hole. 

“Oh yeah, Boss.  Fill me with your dick”

Jeff reaches back and grabs my white boots as he rides my ass.   After  fucking me Jeff pulls out his cock and sticks it in my mouth again.   My ass juices taste so good  in my mouth.  I love sucking Jeff’s dick but will prefer it up my ass.  I get on my back with my boots over my head so my ass and hole are totally exposed.

Jeff goes for my hole again with his wet mouth. 

“I love that taste of your hole, bitch gurl.  I can’t get enough of it”

“That feels good but I want you inside me, filling  my pussy with your cock..  Fuck me, Boss”

“Ok bitch, here is comes.”

My tension is relieved as Jeff enters me and begins to fuck me.  He works my ass as he fucks me.    I can never get enough cock inside me.  

“Lick and kiss my pretty boots  while you fuck me, Boss”

When I see Jeff’s lips kissing and licking my boots I explode. OHHHHHHHHH!

Jeff howls as he drops a huge load inside me.   OHHHHHHHHHH!

“I am not through with you.  I am going to fuck your cum filled hole with my boot.”

I feel the toe of  Jeff’s Docs on my wet hole.

“Oh  yeah, fuck me with your boot, Boss. I want to feel the leather on my  hole”

Jeff has a huge erection seeing his boot on my hole and starts to jerk his cock.  He pulls his boot back and drops a load on my hole..   OH FUCKKKKKKKKKK

Jeff takes a pic of  his Docs and his cum on my hole.  

“Take another of me on my back with ass and hole exposed and my boots in the air.  I want both of those pics to jerk off with.

“I want  those too and will love looking at your ass and pink hole and your pretty boots in the air”

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