Page 3, Stories by Prettyboy

I Love Fucking Femboys

26 Jul 2024 comments

Jerry is bisexual but in the end he prefers a femboy's pussy. He meets Tommy who looks so cute in his white leather shorts and Nike Cortez and they hook up for some hot sex.

7.6 (21) 5238 Reads 4 Min

Boys and their tall Riding Boots

21 Jul 2024 comments

Jack and Justin are part of riding club. They are turned on by seeing guys in their tight breeches tucked into knee high black riding boots. They hook up for some hot sex in their tall boots.

8.7 (33) 1635 Reads 4 Min

Keds Bitch (ch. 6)

14 Jul 2024 comments

Ben is a top who likes fucking twinks. He meets Ricky who is wearing white Keds that turn him on and leads to some fun sex together.

8.8 (8) 755 Reads 3 Min

My High Top Pink Chucks

6 Jul 2024 comments

Jimmy is pretty bitch boy who loves wearing his high top pink Chucks with his white denim short shorts and pink tank top. Tom is attracted to Jimmy tops him wearing new Nike high top AF1s

9.5 (7) 925 Reads 4 Min

Loving my high heels (ch. 3)

27 Jun 2024 comments

Jackie loves wearing high heels. He just received a pair of high black Chucks with 3" white heels. He meets Tom who is turned on by these Chucks and tops Jackie.

9.6 (8) 974 Reads 4 Min

Keds Club is for guys with a fetish for Keds. It has four members. Tom who tops, two bottoms, Jimmy and Jackie, and Dirk who does both. Jackie starts the meeting by asking to have his hot ass rimmed and fucked. Later Derek fucks Jimmy with his gender neutral blush colored Keds

9.8 (7) 601 Reads 3 Min

Keds Bitch (ch. 5)

16 Jun 2024 comments

Tom likes to top pretty femboys. He meets Jackie who just bought a pair of red Keds. Tom goes to Jackie's shoe store and buys a new pair of purple cowboy boots. Tom wears his new boots as fucks Jackie in his red Keds

8.3 (8) 596 Reads 4 Min

Crossdressing Boot Bitch

13 Jun 2024 comments

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.

7.9 (16) 1133 Reads 3 Min

Hot Ass (ch. 2)

3 Jun 2024 comments

Jackie is wearing his pink Keds and white leather shorts with a zippered ass looking for a top. He meets Bob wearing gorgeous patent leather cowboy boots who is turned on by Jackie's white leather ass which he rubs and slaps while he fucks Jackie.

8.0 (10) 610 Reads 4 Min

Boys in Boots (ch. 4)

26 May 2024 comments

Jack is Carl's bottom bitch. However, he meets a beautiful boy his age, Curt, and is so turned on that he has top Curt wearing his new denim cowboy boots.

8.9 (12) 692 Reads 5 Min

What Porn Scenes Turn Me ON

20 May 2024 comments

Jack describes scenes from porn that turn him on. They serve to inspire great sex with his pretty bitch boy who loves wearing his pretty new high white Chucks while being fucked.

9.4 (15) 1113 Reads 5 Min

Boys in Boots (ch. 3)

18 May 2024 comments

Carl has bought a pair of Docs, Jadon HI polished boots. He feels do dominant in these boots that has to fuck his pretty bitch boy, Jack, who is wearing black leather jeans tucked into white cowboy boots. His jeans have zippered ass that Carl enjoys slapping the black leather while he fucks Jack

8.1 (9) 747 Reads 4 Min

Keds Bitch (ch. 4)

6 May 2024 comments

Keds has just released "gender neutral" sneaks that is perfect for queers who love Keds. Jimmy gets a pair blush can't wait to show them to his partner Dirk can't wait to fuck Jimmy in this cute new sneaks.

8.4 (6) 562 Reads 3 Min

Loving Ass of Pretty Femme Boys

30 Apr 2024 comments

Bill writes and gives talks on love and relationship. As he signs his book he likes to hit on young pretty femme boys which often leads to a hot fuck. Jimmy is turned on by Bill and his gorgeous cowboy boots.

8.3 (14) 1814 Reads 3 Min

Breeding Pretty Boys

14 Apr 2024 comments

Jerry loves a virign and breeding pretty boys. He meets Justin and connects with him so eventually he initiates Justin into gay sex. Justin is bred and becomes a gorgeous bottom bitch that loves cock up his ass.

8.3 (61) 4834 Reads 4 Min

Black Boots and White Boots

12 Apr 2024 comments

I am Terry. I like to top and bottom depending on how I feel. When I top I wear knee high black riding boots that shine and when I bottom I wear beautiful white cowboy boots.

7.7 (11) 626 Reads 5 Min

Realizing I'm a Bottom Bitch

11 Apr 2024 comments

It took several years before I knew I was gay and realized my true identity. Some guys know when they are a boy they are gay. Mine was journey from a fetish for boots till I wanted to have sex with boys. Now I can't get fucked enough as a bottom bitch

7.6 (9) 2347 Reads 6 Min

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.

8.1 (6) 642 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

7.8 (11) 941 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

7.8 (8) 1060 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

8.0 (13) 1665 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.

8.7 (24) 1779 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

7.5 (21) 1535 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.

8.3 (7) 1742 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.

8.5 (12) 923 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 (12) 2193 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.

7.9 (21) 1341 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

8.3 (32) 1861 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.

8.1 (51) 4377 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.

8.4 (10) 718 Reads 5 Min