Sissy Mouth
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Sissy Mouth
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Sissy stories that will make you horny for sissy mouth and delicious hole. Here are quick teasers, I quickly fell on my knees and took the large head of the dildo in my mouth and began to suck… I felt Ramon gently bend me over, apply a sticky goo to my ass and very gently enter me… She scooped up her own precum from her erect sissy cockette and fed that to her lover…
Sexy Encounter with a Crossdresser: Part 1 , Part 2 (Sissy Stories)
Hooked on Silk Panties (Sissy Stories) My wife Sandy had a friend named Sue, they got together many times over the years. Sue would hit on me but I just ignored her. Then one day when Sue was...
Encounter on the Farm (Sissy Stories) Home from college I needed some extra cash so I found a job on a local farm. I stated work initially Saturdays and Sunday mornings to see how I managed... Part 1 , Part 2 , Part 3
Humiliation (Sissy Stories) Being slight in build and quite small I was always worried that I didn't compare to most of my contemporaries. Only 5'7'' blonde hair worn long...
Steered Sissy (Sissy Stories) My name was John. I am a 28 yr old nerd that had inherited my parents fortune and their home. They lived in a rural area and I being a computer nerd had...
Got Caught in my Mom's Sexy Clothes and Playing with her Dildos (Sissy Stories) I had been dressing up in my mom's sexy clothes for a long time now and playing with her dildos when I had the house to myself well I got all dressed up...
Joe Blow (Sissy Stories) I used to work in a print shop in Eden Park Beckenham. I was very pretty at the time, for a man, well I was 18, hardly a man but I looked girly...
Mother In Law Helps While My Wife is Away (Sissy Stories) Susan and I met during college and quickly fell in love. She being very much like me at 5’ 7” and 165lbs, along with her love of volleyball and swimming... Pt 1 , Pt 2
New Panties (Sissy Stories) I'd bought some new pink lacey G-strings online and they'd arrived in the mail today. I tried them on and i looked so cute in front of the mirror...
Nobby (Sissy Stories) I used to work in a post room in Crutched Friars in London. I was young and looked like a girl. I had longish auburn hair and petite features with a pouty...
My Sister's Husband's Mom (Sissy Stories) My sister had an accident and was in hospital so I went with her husband to see her, she was not badly injured but needed an operation to repair her injury... Part 1 , Part 2 , Part 3
Continuation of Surprise at Grandmas (Sissy Stories) Further to my surprise at grandmas my stay was extended to finish the rear garden and back yard. After a hard day on the garden, I showered and grandma...
Rerouted Boyfriend (Sissy Stories) My name was Steve. I am 35. I met and started dating Michelle who is my age. We moved in together and for awhile all was fine. I am shorter than Michelle...
FIL Desired Me (Sissy Stories) My wife and I live about an hour away from her parents. They are in their late 50s. Her mother is 5'7, about 145, size 10 dress, size 7 panty, size 38D... My First Encounter with a man who Loves Crossdressers (Sissy Stories) Joe was on the back Pages. He said he likes men who dress up like girls. I've been dressing in secret for years. Beginning when I was 10 or so...
Encounter at Hotel (Sissy Stories) I was working away from home for a few weeks in the summer and one evening as I came into the reception area a guy in front dropped a folder he was carrying...
More Than Friends (Sissy Stories) My best friend Bruce and I (Tony) have been having a gay affair for some time. My wife Beth and I had grown apart and never had sex anymore...
Encounter in the Park with another Man (Sissy Stories) I was walking to a park I had never seen before and asked a guy that was walking his little dog if I was going the correct way, he asked if I was meeting...
True Story Second Encounter on the Farm (Sissy Stories) Following my first week at my new summer job I go to sleep at night dreaming of my next time with Albert. The next week we get together some lunch hours...
True Story my First Time with a Man (Sissy Stories) I needed to find a little job at the weekends and a friend told me the local farm was looking for a young man so I went to see them...
Permanent Stand In (Sissy Stories) My wife Cindy had gotten tired of me being around constantly. Since being laid off during the pandemic we were on each others nerves. Until one day her...
Exposed as a Sissy by my Wife (Sissy Stories) I told my wife about my dressing up as a woman while we were still dating. She had me dress up for her & model my outfits, which at that time out numbered... Part 1
Sissy Cherry Popped (Sissy Stories) For weeks after work I would go home and get dressed up in my girl cloths. I couldn’t wait to put them on and watch sissy hypno porn...
Silky Pink Panties (Sissy Stories) I was in Chicago for a few days. After cleaning up I went down to the bar to relax. I sat there drinking bourbon, when in came this attractive black woman...
Mom Tied me up with Nylons and Forced me (Sissy Stories) Mom playing around when we were alone wanted to get a little kinky and use her used nylons to tie me to the bed in some gentle bondage play...
I Left my Sticky Wet Panties for my Horny Son's Pleasure (Sissy Stories) My handsome son is in his prime. I’ve seen his young virile penis jettisoning ropes of sperm into my expensive victoria's secret panties time after time... Mom's Little Sissy Mother's Wet Panties and Various Items Got me Hard (Sissy Stories) I started in earnest going though mom's used panties among other delicious items at 18. I wasn't getting anything from the girls in school and was just...
Mom's Fashion Show Starring Her Pretty "Daughter" (Sissy Stories) Ever since I was a youngster I had been a mama's boy. Clinging to her nylon clad legs and cuddling with her even when I get older. Mother didn't mind my...
My Mother's Needs are Finally Met (Sissy Stories) I was a bit of a mama's boy covertly wearing mom's panties and pantyhose. Mom found out quickly and provided me with my own feminine wardrobe...
A Growing Time at Gran's (Sissy Stories) I don’t remember the specific time I first fell in love with women’s panties but they totally control my life today! Every chance I get I search out a... Pt 1 , Pt 2 Trashy Tgirl Samantha (Sissy Stories) I hadn’t been dressing long but always had the urge to get dolled up in an outfit that consisted of stockings suspenders micro mini skirt bra slutty...
Change of Color (Sissy Stories) My girlfriend brought an older black man to our apartment one night. I took it he was just a friend. After a couple drinks and some weed he became very...
Crossdressing Memories (Sissy Stories) Brendan looked down at the eye shadow and makeup he had impulsively bought at the drugstore. He had been divorced for six months now and had been feeling...
Aunty asked me to do her a Favour (Sissy Stories) I went to stay at my 70-year-old aunties bungalow for a weekend as my wife had gone to Scotland with her job as she likes me to visit. She is a very fit...
Aunty gives me Surprise Present (Sissy Stories) It has been 3 weeks since my last weekend with my 70 yrs old aunty and I am going to stay bathers again as my wife has gone to Cornwall again...
Late Night Surprise (Sissy Stories) My wife is out of town for this week. This morning I had nothing on my calendar. So last night I went and shower around 9pm, used my wife's electric razor... I Told my Mother the Truth (Sissy Stories) Last night I went out as I normally do on non-working nights, I take some of my mother's clothes with me, she doesn't know I do this. I get dressed up...
Aunty Uses me as Her Mannequin (Sissy Stories) My old aunt ex seamstress uses me as her mannequin as we are the same size, it started a few months ago as we discovered she loves sex after living in...
Mom is Demented and I like it That Way (Sissy Stories) Mom has been diagnosed with early onset dementia and is oversexed. Dad left and i have power of attorney over mom's estate. This provides me with...
Mom's Little Sissy Mother Fucker (Sissy Stories) Mother dresses me up in frilly lingerie for the experience of having incest both dressed like hot lesbians. Long ago I told mom i enjoyed wearing her...
Caught, The Wife Story (Sissy Stories) One day, just like any other day, I woke up in the mood. I was feeling sexy and in need to feel my legs covered in black nylons while wearing sexy panties...
Father's Choice (Sissy-Stories) My 60 yr old father (Jack) and I (John) had not gotten along since my mother passed away. He always thought I was too feminine and a mother's boy...
Me and My Sexy Old Grandma (Sissy Stories) I was at my old grandmas doing some decorating for her she had gone to the mall shopping for the day and I needed some more...
True Story my First Time with an Older Woman with a Difference (Sissy Stories) Having finally left school I was in my first year as an apprentice and I had an accident at work and was sick for a while luckily it was summer...
Submit Like a Girl (Sissy Stories) One nice summer day, my BFF and I were sitting around the house when he asked me if I would wanted to get dressed up? It would be fun... First Time With Another Crossdresser (Sissy Stories) I have been dressing since I was 14 but never indulged with another guy. One day I was looking at transliving and I came across an ad with a fairly inexperienced...
I was Introduced to Crossdressing (Sissy Stories) I was at college and need some spare cash and I got chatting to a guy I knew from the pub I said I need a weekend job to earn some money to make life easier...
True Story my 70 yr old Aunty Discovers Sex for the First Time (Sissy Stories) My dear very smart lean and very fit 70 yrs aunty always to me and in the summer she would be in her garden in the skimpy shorts and her blouse tied up...
Aunty Helped me to Crossdress (Sissy Stories) It all started when I was 50 and my aunt who is 70 yrs very smart and very fit came to stay a few months after her husband died. My wife was working...
Mom Showed Me How (Sissy Stories) My girlfriend was very pretty and undeniably not a virgin like me. I hadn't been with a girl before and all I knew was I very much had a naughty fetish...
Sissy Suck (Sissy-Stories) My wife and I live in a nice house in a rural area. We are in our late 40's. I am Mike a small skinny man and always felt lucky to have found Karen...
I am a Sissy Faggot (Sissy Stories) I used to dress up like a slut and my girlfriend would lift up my skirt and pull my panties to the side. And fuck me with a strap on dildo all night... I wish I was a Girl (Sissy Stories) I met the girl of my dreams and told her that I loved dressing up with full make up and fuck me boots. She was delighted and arranged a hotel room...
I Need Cock (Sissy Stories) Hi my name's Jeremy. Ever since I was a teen Ive had thoughts of cock. It wasn't until I met my wife that I finally accepted I was at least bi... Continue reading
Downgraded (Sissy Stories) My sister and her husband were killed in an aircraft accident returning from a vacation. She was 38 and I her brother am 40 years old. My name is Henry... Continue reading
Sissy Pantie Boy (Sissy Stories) This is a true story, though I would share. I was going to live with my father in Houston. I was 19 very much into porn and smoking weed... Continue reading
Played Out (Sissy Stories) I had married into money. My wife was beautiful and we lived in a large house in the country. I had never met her parents and they were against our marriage... Continue reading
Best to Just Submit (Sissy Stories) When younger (in college) my best friend and I lived at opposite ends of our street. We would get into his father’s girly magazines and enjoy reading... Continue reading
Overtaken (Sissy Stories) My brother in law and his wife had been trying to get their hands on my money for some time. This time their scheme worked. They all knew of my... Continue reading
She Was Soft Spoken (Sissy Stories) I have been chatting with her for about a year now. She was about 145lbs with short black soft hair. Her breasts are a B cup and she is about... Continue reading Grandmother's Sissy (Sissy Stories) I am a life long sissy crossdresser. I had a Grandmother that I loved to visit every chance I got the opportunity. I began crossdressing at the age of... Continue reading
Outcast (Sissy-Stories) Debbie and I had been dating for several months. We were both in our 20's and from upper middle-class families. Debbie's mother had passed away... Continue reading
Secrets of a Closet CD (Sissy Stories) I had not dressed for many years, not since we had got married. I had wondered if I had actually grown out of it, but the desires had crept back in... Continue reading Sissyfag at the Motel (Sissy Stories) I checked into the motel put some gay shemale porn on the TV and then striped out of my clothes and put my lingerie on. A black push up bra with matching... Continue reading
Dressing With An Old Friend (Sissy Stories) It was 1970s I was 18 and a bit of a loner. I had tried without success to find a girlfriend but always felt inhibited and awkward around girls... Continue reading
Made Me Do "CRISTAL" Then Turned Me Into A Girly Sissy Slut (Sissy Stories) I was driving alone one day, and seen this car with its hood up..So I stopped to help...It was over heated...I told the guy if he wanted a ride somewhere... Continue reading
My New Employers (Sissy Stories) Tired of our boring marriage my wife had started becoming interested in other men. I was short at 5' 7" and only 155 pounds. I was actually a bit smaller... Continue reading
Forced To Be A Girly Slut (Sissy Stories) I answered an ad for work, this guy was looking for a hand packing his house..So we talked I went and met him the next day.. He was tall African American... Continue reading Showing My Son About Being A True Mama's Girl (Sissy Stories) At the start of high school my transitioning from Male to Female started in earnest. My psychiatrist started me on feminine hormones and I began dressing... Continue reading
Caught By My Wife While Sucking Cock And Dressed As A Slut (Sissy Stories) I had been a life-long crossdresser and had finally given in to the desire to be with other men. I had never been attracted unless I was dressing as a... Continue reading
Maid For Good (Sissy Stories) My girlfriend Joan has always known of my crossdressing and somewhat lets me dress on occassions. Her girlfriend Darlene also knows I dress but has never... Continue reading Sordid Affair (Sissy Stories) My wife was away for the week so I was free to indulge in my secret life. I brought the old suitcase down from the loft and laid out my female clothes... Part 1 , Part 2
Taking Her Place (Sissy Stories) It all started when my best friend Bruce caught me crossdressing. He was married to Tina and we all knew each other. I knew Bruce had a touch of bisexuality... Continue reading
Hot For Teacher (Sissy Stories) School was a special education. Mommy taught us well. Covid-19 was a blessing in disguise. Home schooling became necessary as the corona virus pandemic... Continue reading
The Power Of Cross Dressing (Sissy Stories) I started being interested in women's clothes at a very young age, like most cross dressers, I started out slowly with just pantyhose, over time this progressed... Continue reading
Derailed By Mother In Law (Sissy Stories) I am on the short side for a 40 year old man. 5'5" and barely 135#. I was always made fun of and people told my wife I looked more like her son... Continue reading
A Sissies Story (Sissy Stories) So
for this story I'll jump right in after posting a few thing I would
enjoy doing on a few adsites I finally got a responds from somebody that
didn't... Part 1 , Part 2 , Part 3 , Part 4 , Part 5
My Best Friends Mom (Sissy Stories) My best friend lived across the street and we spent the night at each other’s houses. His mom was always wearing a tight one piece swimsuit, they had... Continue reading
Trained Servant (Sissy Stories) My wife and I were both retired. She still had a nice body and very outgoing. I was slim and actually smaller than my wife. I had always crossdressed... Continue reading
Carol Crossdresser (Sissy Stories) I am a closet crossdresser. Whenever I get the chance I love shedding my boring male clothes and slipping into panties and bras. Occasionally my wife... Part 1 , Part 2
Boy-Girl For A Summer (Sissy Stories) It was summer and that morning Ron’s mother was sitting out on the back patio in the shade painting her toenails. Ron walked out in his t-shirt and shorts... Continue reading
From Tight Ass King Of His Castle To His Servant (Sissy Stories) Up until about six months ago I would say I was pretty average really good looking sexy average height 5 960 lb closet crossdresser my most proudest and... Continue reading
The Summer Girls (Sissy Stories) Barry was very nervous. Just the thought of going out in public dressed as a girl was extraordinary. Dylan seemed much more confident about it... Continue reading
Luscious Lingerie From Mom (Sissy Stories) Mmmm. Luscious lingerie from mom. Mother knows exactly the effect smooth silky lingerie has on her sweet boy, her damp panties and pantyhose feft so... Continue reading
Incest Novels (Sissy Stories) Mother supplied us with lots of hot incest novels to better entice us into a "let's get mommy" scenario. Her wet panties conveniently strewn about... Continue reading
Girdle Fetish And Nylons (Sissy Stories) Mother has a nice selection of luscious lingerie, her little plan is to buy me sexy expensive girdles, nylons and associated silky smooth articles that... Continue reading
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