Loving Ass of Pretty Femme Boys

by Prettyboy

30 Apr 2024 949 readers Score 7.6 (10 votes) PDF Mobi ePub Txt


I am Bill.  I write books on love and relationships which lead to giving talks on the same.  After the talks I sign my books.  When a pretty femme boy asks me to sign his book, I try engage him and ask if he would like to have a coffee after the signing is done.  They almost always say yes and this often leads to a hot evening of sex as I enjoy fucking the  beautiful boy’s warm and moist boipussy.

 Yesterday I met Jimmy after the signing.  Jimmy is a beautiful femme boy, 5-9 with curly blond hair, smooth shaved skin, wearing pearl necklace and earrings. He was wearing tight ass faded jeans, a white tee, and high top Nike mid blazer sneaks with pink swoosh.  He had long slim fingers with white nails. I am 38, 6 ft,  and weigh 180. I keep fit and like to wear jeans, tight tees, and cowboy boots. As we walked to Starbucks, I got hard just looking at his beautiful ass, so firm and tight. Is there anything more  gorgeous than a 20year old boy’s pretty butt?   Jimmy was eager to join me for a coffee.   We chatted and I learned about his likes-movies, books and hobbies.   We hit it off so I asked him if he wanted to have dinner.  We headed to a nearby restaurant  where we enjoyed a meal and several glasses of wine.  When desert came I reached for Jimmy’s thigh who was OK with my move.

 “How about going to my hotel room, Jimmy”

 “Sounds good, Bill.  BTW I love your cowboy boots. The brown leather is so rich.”

 When we got  to my hotel room we started kissing.  I  reached for Jimmy’s crotch which was hard.  We took off our clothes except of our boots. 

 I went down on Jimmy’s  beautiful 5 and1/2 inch dick.  I licked and kissed the shaft. I  played with Jimmy’s hole with my finger as  I started to suck his cock.  Jimmy started to moan.

 “You are such a pretty boy, Jimmy,  I want to fuck you so much”

 “Oh yeah, fuck me wearing  your gorgeous boots.  I have dreamed of a man wearing cowboy boots fucking me”

 “Good, Why don’t you lick them?”

 Jimmy licks the vamp and toe of my boots while he rubs the shaft.

 “Wow, Jimmy so are some fuckin bootlicker.”

 “Fuck, I love this gorgeous brown leather.”

 I ran my hands through his curly blond hair as he kissed my boots.

 “Are you a good cocksucker too, jimmy.”

 He nodded and started to enjoy my 7’ in his mouth.  I continued to feel his beautiful tight ass and hole as he blew me. 

 “You're pretty ass makes me so hard, Jimmy.  I need to fuck it now”

 Jimmy got on his back and I licked and kissed that beautiful butt. After making love to his ass I devoured his pink hole in my mouth.  Oh how I love to rim a young boy’s hole. Oh yeah, a  pretty boy’s hole is such a beautiful gift.  His legs are over his head with his sneaks almost touching behind his head.  I cannot hold back any longer and I slowly enter him and fill his pussy with my aching hardness.  Jimmy’s moans.  

 “Fuck me, cowboy. “

 Jimmy reaches for the top of my boots and holds on tight as I go deeper inside him.  I keep feeling his glorious ass as I fuck him. 

 “You love my fuckin boots, don’t you, my pretty bitch“

 “Oh yeah,  your boots feel so good.  Oh fuck.  I am going to cum.  OHHHHHHH”

 I pull my cock out so Jimmy can taste some of his ass on it.  Then I drop a huge load on his hole. "OH FUCKKKKKKK”

 I grab my phone at take a photo of his beautiful ass and my cum on his pink hole. I love seeing my cum on a pretty boy’s hole that I have just fucked.  Looking at that pic will yield a lot  of cum when I do myself.

 I go down on his hole and lick my cum.  We kiss so Jimmy can enjoy my cum too.

 We lay there for sometime.

 “Jimmy, you love my boots so much, have ever enjoyed the toe of boot up your ass”

 “No but that sounds so hot.  Fuck me with your lovely boot.

 I put some lube on the toe of my boot.  His hole is wet from my cum. The pointed toe of boot slides easily into Jimmy’s hole.  I move the brown leather toe in and out.

 “OMG.  Fuck me with your boot.   I want to feel you boot up my ass.  Don’t stop.  I love your boots so much.”

 Jimmy soon cums with my. pretty boot up his  ass.  OHHHHHHH

 “You are real boot bitch, Jimmy”

I enter Jimmy again and pound his ass for what seems like hours till I unload deep inside his pussy.  OHHHHHHHHHHHH

 “OH,  Bill.   That was so hot.  I want to be your boot bitch"