9 Jul 2022 2365 readers
My name is Sissie it used to be Matt, but that name doesn’t fit. I just put up a sissy pride flag in my window. Mine has pink and white stripes with a modified phallus symbol that looks like a heart with a limp arrow jutting out of it.
Topics: Crossdressing, Sissy
16 Jun 2021 1805 readers
So I have been a bit busy with work lately but I still wanted to add to the I Love my Dirty Daddy stories but how I mean it would get boring if every story is about Daddy handing Lola over. So I thought perhaps a prequel on how they actually got together in the first place.
Topics: Anal Sex, Crossdressing, Rimming, Daddy, Creampie
9 May 2021 3694 readers
A lonely Crossdressing Femboi Isolated by the Covid restriction takes charge and gets the dick she so desperately needs
Topics: Anal Sex, Crossdressing, Sissy, Biker, Oral & Blowjobs
17 Aug 2020 3772 readers
This is my 4th installment in I Love My Dirty Daddy. While I am sure you may all enjoy Lolas Daddy dominating her and having her fuck other guys to get his this is a story about Lola who like her Daddy is polyamorous and enjoys having her own adventures. I love the input of other readers.
Topics: Piss, Anal Sex, Crossdressing, Scat, Enema, Sissy, Oral & Blowjobs, Master & Slave, Domination
29 Jul 2020 2624 readers
Well it's been a while since I have had a chance to write but I'm back to it. Lola and her Daddy decide to go out for their 3rd anniversary and have a bit of fun with their friend which end with Lola getting a tramp stamp and an ass fucking from a guy with a titanic cock.
Topics: Anal Sex, Crossdressing, Dildo, Sissy, Oral & Blowjobs, Master & Slave, Domination
9 Jun 2020 3814 readers
Lola's Dirty Daddy Eric decides to give a lecture about sissy's to novice doms and share his little sissy with them.
Topics: Anal Sex, Crossdressing, Dildo, Spanking, Group Sex, Daddy, Sissy, Boypussy, BDSM
31 May 2020 5573 readers
BDSM ain't just just a bunch of gay bikers whips, chains, leather, and doms called Master or Mistress. BDSM is open to all sorts including cross dressers and sissies. I love My Dirty Daddy is about a sissies devotion to her dom who has a thing for letting other guys ball her.
Topics: Anal Sex, Voyeurism, Daddy, Sissy, Biker, Master & Slave, Domination, BDSM
30 May 2020 483 readers
Turn About is Fair Play is a Caesars Bitch Sweet Chrissi cross over both are Detroiters and Jay Jay is mentioned in my 1st Sweet Chrissi as JJ. Anyway Caesar takes his cross dressing sissy boyfriend Jay Jay out they meet Chrissi and things get real naughty.
Topics: Anal Sex, Crossdressing, Dildo, Relationship, Sissy, Boyfriends
29 May 2020 2334 readers
Dear Rears I really struggled with the decision to allow the Pandemic to be an element in my story. But I am writing a story about a cute sissy that lives in Detroit which has been impacted heavily and so I included it.
Topics: Anal Sex, Crossdressing, Big Dick, Romance, Sissy
18 May 2020 2572 readers
Doctor Whacker MD. Okay this story is a work of fiction based on a fantasy I had after meeting a hot Dr in an ER treated me for a broken arm.
Topics: Anal Sex, Doctor, Oral & Blowjobs, Fucking
9 May 2020 2249 readers
When I was in the Army During the Don't Ask/Don't Tell years I met a fellow soldier named Knapp who I had an secret affair with. While it was still difficult we figured out a way to rent a place off base so we could carry on our affair away from prying eyes. This is about the celebration sex we had after achieving this goal.
Topics: Anal Sex, Dildo, Romance, Military, Oral & Blowjobs, Sex, Fucking
7 May 2020 2186 readers
A story about being abducted and fucked by demons.
Topics: Anal Sex, Crossdressing, Abduction, Sissy, Face Fuck, Demons
29 Apr 2020 2721 readers
This is a new installment of Caesars Bitch. In this tale Caesar has been with Jay jay for a time and is starting off on his first romance and is cementing his relationship. Yes there is abusive language but we are all grown ups so if you can't handle it move on.
Topics: Piss, Anal Sex, Crossdressing, Romance, Sissy, Oral & Blowjobs, Sex
28 Apr 2020 3410 readers
1st a Shout out to Slutty Texas BTM.
This Story is a mostly true story about my time in the Army and an affair I had when I was in the Army and have changed some names and details to protect peoples privacy. There will be other chapters
Topics: Military, Role Play, Oral & Blowjobs, True Story
24 Apr 2020 1891 readers
Caesars Bitch is combination of a Cross Dressing & Sissy and First timer story. While I normally tell a story from the bottoms prospective I'm trying to expand my creative horizons and telling a good portion of this kinky tale from the Top Caesars prospective. it is also my sincere hope that you enjoy this tale and tell me what you think in the comments box.
Topics: Anal Sex, Crossdressing, Romance, Oral & Blowjobs
19 Apr 2020 4440 readers
A short story about a fem boy.
Topics: Crossdressing, Rimming, Big Dick, Sissy, Oral & Blowjobs
15 Apr 2020 5366 readers
Stuck in the house do to the stay at home order mike has to use his head to imagine himself having some mind blowing sex.
Topics: Anal Sex, Dildo, Group Sex, Face Fuck, Oral & Blowjobs, Butt Plug
12 Apr 2020 1521 readers
Mikey didn't think anything could top his fling with a rock star until a chance meeting with a shop owner. Though the concert bands named and location are real. The characters attending are entirely fictional.
Topics: Anal Sex, Rimming, Group Sex
8 Apr 2020 1188 readers
While this story fits in the Crossdressing/Sissy catigory it is also a BDSM story. In Sweet Crhissi Chapter 4 Naughty Sissy's get Punished Chrissi is caught in bed with another man by his boyfriend Steve and there is Hell to pay.
Topics: Crossdressing, Spanking, Relationship, Sissy, SM, Oral & Blowjobs, Boyfriends
5 Apr 2020 5786 readers
Hi everyone I'm sure many of you are at home board and horny right now. Well I hope I can help relieve some of you with this story about a closeted sissy who meets a mistress that helps him find his true sissy self after he gets in debt to her.
Topics: Piss, Anal Sex, Crossdressing, Sissy, BDSM
19 Feb 2020 940 readers
Bored and in need of some dick Chrissi gets a surprise visit from a fellow sissy boy friend Daisy and it leads to a three way.
Topics: Black Men, Anal Sex, Crossdressing, Enema, Sissy
23 Jan 2020 14950 readers
Kevin tells about his 1st time
Topics: Anal Sex, First Time
22 Jan 2020 1475 readers
A new tale about the continuing adventures of Chrissi.
Topics: Crossdressing, Friends
25 Oct 2019 4157 readers
Heavy Metal Up My Ass is my very 1st story and I based it on an encounter that wished had happened at a small venue metal show. The names of the bands, people, and places are made up.
Topics: Anal Sex, Virgin