Prettyboy

Below you can find the complete collection of stories by Prettyboy.

Keds Bitch (ch. 3)

9 Apr 2024 comments

Jimmy is so excited. He just received a pair of pink Keds what he ordered. Dirk, his Daddy, can't wait to fuck Jimmy in his sneaks while he wears his calf high black harness boots.

9.3 (5) 600 Reads 4 Min

Boys in Boots (ch. 2)

7 Apr 2024 comments

Carl takes Jack shopping for a new pair of boots. A new pair of gorgeous cowboy boots leads to a hot fuck

8.4 (10) 865 Reads 4 Min

My Hot Interracial Marriage (ch. 2)

31 Mar 2024 comments

Jack bought Bill a pair of high top platform black Chucks so Billy puts them for a hard fuck and to initiate them into their sex life

8.6 (7) 1004 Reads 4 Min

My Hot Interracial Marriage

19 Mar 2024 comments

I am Jack married to my husband, Billy who is black. I am also Billy's Daddy since there is almost a 20 year age difference. I like to top Billy in knee high black boots and be boss to my pretty bitch

8.5 (12) 1561 Reads 7 Min

Hot Ass

15 Mar 2024 comments

Jackie is a 23 years old with a hot, hungry ass. He goes to a park at night for quick fuck but is not satisfied. He meets Jeff at gay bar who spends the night fucking Jackie.

9.0 (23) 1730 Reads 4 Min

Pretty Boys in Jeans

9 Mar 2024 comments

Frank is turned on by seeing pretty boys in tight faded jeans or shorts. He is able to hook up with Eddy who serves as an eager bottom for Frank

8.4 (16) 1397 Reads 4 Min

Becoming a Top (ch. 2)

2 Mar 2024 comments

Ricky is Carl's bitch boy. Ricky is wearing a pink bra, skirt, and high top pink Chucks waiting for Carl to come home and fuck him. Carl enjoys topping Ricky wearing knee high black laced boots.

9.4 (6) 1661 Reads 4 Min

Keds Bitch (ch. 2)

25 Feb 2024 comments

Jimmy is a Keds bitch and is now living with Dirk. Dirk and Jimmy have great sex which includes fucking Jimmy with one of his cute sneaks.

9.1 (11) 882 Reads 5 Min

Daddy and his Ballet Boy (ch. 2)

23 Feb 2024 comments

Ricky hooks up with another ballet boy who is Black, Sam. These beautiful ballet boys enjoy a great fuck

9.7 (11) 2001 Reads 4 Min

Chuck Buddies (ch. 3)

15 Feb 2024 comments

Paul has finally left his wife so he can be with Jack. Paul knew he had to leave when he was thinking of Jack's ass when he was having sex with his wife. Paul and Jack have wonderful fuck together.

8.2 (20) 1293 Reads 3 Min

Chuck Buddies (ch. 2)

13 Feb 2024 comments

Jack has come out and is meeting up with guys online. His friend from high school, Paul contacts Jack and wants to explore gay sex while still living with his girl friend

8.5 (31) 1811 Reads 3 Min

Chuck Buddies

12 Feb 2024 comments

Paul and Jack are good friends in high school. They both love wearing high top Converse sneaks. They start to experiment with sex and Paul fucks Jack for the first time.

8.2 (50) 4238 Reads 3 Min

Pretty in Pink (ch. 2)

9 Feb 2024 comments

Pinky is now living with Rick and enjoys a morning fuck with him to start the day.

9.1 (9) 640 Reads 5 Min

Boys in Boots

5 Feb 2024 comments

Carl is turned on my boys wearing high boots tucked into tight jeans. He finds Jack at a leather bar wearing jeans tucked into beautiful cowboy boots. Carl tells Jack about his collection of boots so they head to his place for hot booted sex.

8.8 (23) 1558 Reads 5 Min

I Love Ass (ch. 2)

3 Feb 2024 comments

Jimmy has been Joel's bitch for several months now. Joel is wearing knee high black laced boots ready dominate Jimmy.

8.3 (6) 614 Reads 3 Min

Loving my high heels (ch. 2)

25 Jan 2024 comments

Jackie has just gotten a new pair of boots with 3" heels. Wearing them he puts on leather jeans with zippered as and heads for a leather bar where he meets Jake. Their boots and leather stimulate some hot sex.

9.0 (12) 414 Reads 4 Min

Keds Bitch

15 Jan 2024 comments

Jimmy feels so hot wearing his Keds with faded denim shorts. He works in a shoe store that caters to gay men and meets Dirk who buys a pair of high top pink Converse which leads to some fun sex.

8.4 (20) 2157 Reads 4 Min

Becoming a boot bitch

8 Jan 2024 comments

Since Jack was boy he had a thing for boots. He first sex is with Mark in college who wear beautiful cowboy boots that leads to Jackie becoming a botton boot bitch.

8.5 (17) 992 Reads 5 Min

Daddy and his Ballet Boy

5 Jan 2024 comments

Joe is 40 years old and love fucking pretty boys. He is living with Ricky who goes to dancing school. They have sex three different times in one day.

8.8 (28) 4272 Reads 6 Min

I Love Ass

4 Jan 2024 comments

I love ass, particularly the smooth ass of a Twink. I find a Twink with a beautiful ass that I enjoy with my mouth and cock

8.1 (16) 2482 Reads 5 Min

Bottom Boy Services Blond

30 Dec 2023 comments

Kenny, a bottom femboy, seeking a leather man to top him connects with Jeff, a gorgeous blond guy.

7.8 (22) 1565 Reads 4 Min

Boots and Leather

26 Dec 2023 comments

Since Ben was kid, he has been turned on by boots and leather. He finds a Jake, a leather man, who can top Ben and enjoy great sex with boots and leather.

7.3 (19) 1552 Reads 6 Min

Becoming a Top

24 Dec 2023 comments

Carl is has turned 40 and knows that he is totally gay and wants to top. He meets Ricky, age 22, and they connect so Carl can top this beautiful bottom boy.

8.1 (49) 3377 Reads 5 Min

Femme Boy enjoys BBC

23 Dec 2023 comments

Jimmy is a femme boy with a fetish for boots and sneaks. He meets a gorgeous black guy, Joel, and they hook up for some hot sex.

8.0 (25) 4090 Reads 5 Min

My Asian Dream Boy (ch. 2)

19 Dec 2023 comments

Jed and Jimmy are living together and enjoying wonderful sex. Jimmy likes to start the day riding his dildo so his pussy is ready for Jed to enjoy with his hard cock.

9.1 (10) 1299 Reads 6 Min

My Asian Dream Boy

17 Dec 2023 comments

Jed has thing for the smooth, shaved body of Asian boys and wants to top one wearing his knee high Doc Martens. He and Jimmy connect and enjoy some hot sex.

8.6 (19) 1903 Reads 5 Min

Cowboy boot fetish (ch. 2)

16 Dec 2023 comments

Freddy is enjoying using the toe of his cowboy boot as a dildo while thinking of Jay and his boots. Jay texts Freddy that he is coming over wearing a new pair of boots that Freddy can lick.

9.4 (9) 933 Reads 5 Min

Cowboy boot fetish

14 Dec 2023 comments

Freddy has had thing for cowboy boots since he was young. He seeks out a cowboy with boots to fulfil his fantasies.

8.3 (26) 1579 Reads 4 Min

Hunger for BBC (ch. 2)

7 Dec 2023 comments

Jim is looking at pic he took of Jerry's hole with his cum on it and decides to connect again with his white bitch

8.8 (19) 2912 Reads 4 Min

Pretty in Pink

3 Dec 2023 comments

Pinky is into fashion and likes coordinating pink clothing and shoes with other colours. Pink also is a signal that he is queer and is looking to hookup. He meets Rick who is also into fashion and they end up connecting.

9.1 (16) 1015 Reads 4 Min