Chuck Buddies

I am Jack, a bottom bitch.  In high school Paul was my best friend and we both wore converse high tops.  We experimented with sex and once Paul fucked me.  I loved it but Paul did not want to continue having sex together.  I am going to Art school where I do art, with some being commercial art.  Paul is going to college to study IT.   Paul is living with his girlfriend Jennifer now.  I still think of having sex with Paul whom I still love. 

I have not seen Paul for sometime but he called me recently and says he wants to get together.  Paul comes to my place and we have a beer together.  He is wearing faded jeans, white tee, and high white leather Chucks.  I am wearing black leather shorts, a black tee, and white cowboy boots.  I have let my nails grow longer and paint them white.  I wear a pearl necklace and beaded bracelets.  I have tatooed heart on my left ass.

“How you are doing, Paul”

“I am fine. Jack.  How about you”

“I am good.  I have come out and meet other guys online for hook ups.  I am into fashion and like to wear leather jeans and shorts.  I still like wearing my Chucks but now enjoy other high top sneaks and boots.  I love having sex wearing my boots.  Besides meeting guys on line I go to leather bars where I can meet a leather man who can top me.”

“Jack, I remember some of the sex we had.  It was good.”

I lean over and kiss Paul who welcomes my lips.   I rub his crotch as we kiss.  Paul is getting hard so I unzip his jeans and start  to play with his cock and suck it.

“Oh yeah, Jack.  I know you are a good cocksucker.  Do me now.”

I love going down on Paul’s 6’ of hardness and start to suck.  Paul starts to moan. 

“That feels so good, Jack.  You really know how to do my cock.  Oh fuck”

I feast on Paul’s cock for several minutes and then reach for his denim ass and rub it.

“I always loved your ass, Paul.  It is so good to feel it now”

I pull down Paul’s jeans and reach for his hole with my fingers.  I play with his hole then stick my finger inside.  Paul moans. 

“I want to fuck you, Jack.  I remember how good it was when we did it”

“I would love that.  Let’s take off our clothes except for our boots.”

I get on my back with ass and hole offered up to Paul to enjoy.   He goes down my ass licking it and kissing the red heart. 

“You have such a good ass.  I remember how hot  it was when I fucked you."

“Fuck me, Paul.  I still love you. I want to be your bitch”

I feel Paul enter me and slowly go deep into my pussy with his hardness. Oh fuck this is so good.  I have dreamed so often of Paul fucking me again.

Paul picks up his rhythm.   He holds my white cowboy boots in his hands as he fucks me.

“I love your boots, Jack.  They are so you.”

Paul licks the white leather on my boots.

“Yeah, Paul.  I feel like a real bitch in these cowboy boots with the high heels.”

“Oh Jack, I am coming now.   OHHHHHHHHHH

“That’s it Paul, drop your seed deep inside me.  I want to feel like your woman.”

   “I am going to come on your white leather high top Chucks, Paul.  Oh  FUCKKKKK”

My jizz falls on Paul’s white boots.  I go down on them and lick my cum off the white leather. 

“Oh Yeah. I love seeing you do my Chucks.  I remember how you did my black ones”

We kiss and lie there for a while.

Paul leaves but he begins to sneak away from his wife to fuck me.  He is coming almost once a week now.  Paul has become a good fucker now and clearly  enjoys gay sex. I ask him if he going to come out but he doesn’t want to leave his wife. I live with this although I would love for Paul to be my husband.   I look forward to his coming over and always wear something that I think will turn him on which still includes some Converse high tops.  After all we are Chuck buddies.

To be continued