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Transgender Sex Stories – Real Encounters & Passionate Experiences

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Cuddling Through the Storm: A Night to Remember
What a fab night last night as the storm moved in. We got hit with a major storm, rain, hail, wind, tornado warnings n sightings. N lil ok me all snuggled in bed cuddling with a daddy mans. I loved

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Dynamic Between Father and Daughter
"open up n say ahh" daddy mans told me. "It's feeding time for your lil sissy ass mouth. Do not touch it. No using your hands my lil gurl. I want my cock sucked til I finish. N

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Evening with Friends
I was sitting at home just enjoying a nice glass of wine n a lil smoke when the doorbell rang. It was one of my local daddy mens stopping by to see if I wanted some sucky fucky time. Now, I am ALWAYS

Posted by a TS / CD

By sissyjamie4daddys

A Trail Running Adventure in Disguise
Since I was a teenager, I've been a closet crossdresser. I love the feel of women's cloths against my skin. Over the last year I've started getting more daring. I like to wear

Posted by a TS / CD

By buudeee

An Unexpected Gathering at a Baby Shower
I got invited to a baby shower yesterday at a daddy mans house. When I arrived there were 7 daddy mens waiting for lil ol me. I was escorted to the living room by the host daddy man, n told to do a

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visitor in the Country
I usually don't hook up with daddy mens younger than like 50ish. I love n prefer my daddy mens older than me. But on rare occasions I will hook up with daddy mens closer to my age(32) or even

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Meeting with a Local Friend
I don’t think my story loaded, so I’m trying again. I’m 51, white, married, and a submissive sissy CD. I posted an ad on here to find men who were interested in me sucking their

Posted by a TS / CD

By Derrick

An Unexpected Visit Leads to Thrills
I don’t think my story loaded, so I’m trying again. I’m 51, white, married, and a submissive sissy CD. I posted an ad on here to find men who were interested in me sucking their

Posted by a TS / CD

By Derrick

An Unexpected Gathering at the Local Group
I went to my local group sexxion yesterday. I was greeted by the host who was very happy to see me. "My you look lovely today" daddy told me. "Don't mind if I cum in you

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from a Neighbor
Hello everyone! First time posting a story here. So, I’m a 51 year old submissive sissy CD. I had placed an ad on here looking for men who would be interested in having their cock sucked,

Posted by a TS / CD

By Derrick

A Curious Connection with the Neighbor
I've been sucking dicks for about 5 years now and discovered that I liked it wearing my girlfriend's panties and bra . I had been very curious and wanted to suck a Indian or middle eastern

Posted by a TS / CD

By dekan23

A Curious Encounter with the Neighbor
I've been sucking dicks for about 5 years now and discovered that I liked it wearing my girlfriend's panties and bra . I had been very curious and wanted to suck a Indian or middle eastern

Posted by a TS / CD

By dekan23

Curiosity Leads to Unexpected Neighbor Encounter
I got introduced to sucking dicks about 5 years ago . My girlfriend would leave her dirty clothes and with my laundry one night I was very horny and decided it might be hot to jerk off wearing a pair

Posted by a TS / CD

By dekan23

Embracing My True Self After Marriage
When I came out as a bisexual crossdressing sissy, I came out HUGE TIME! Wigs, the fake booby plate, makeup, clothes, painted nails, slutty dresses, slutty lil mini skirts, hell, all my fem clothes

Posted by a TS / CD

By sissyjamie4daddys

A Submissive's Secret Meeting Adventure
I'm a fairly new cross-dressing submissive bottom. I've played with men on and off for several years. I never dreamed that I would love being a sissy gurl. Someone asked me to dress up and

Posted by a TS / CD

By goaheadandask

Unexpected Meeting at the Local Store
I stopped at a local porn store earlier today. When I went in, I saw some hot looking older men standing around talking. I wiggled my way up to them n asked if anyone wanted to join me in a booth.

Posted by a TS / CD

By sissyjamie4daddys

A Lunch Date Leads to an Unexpected Adventure
I had a date with a regular daddy mans. We met for lunch n then we went to a local porn store. We went to the theater where there was maybe 5 other daddy mens there. My daddy mans n I sat down n I

Posted by a TS / CD

By sissyjamie4daddys

A Mysterious Encounter at the Dog Park
Love being a cute femboy and being submissive to hung black men and beast with huge knots to breed my bussy! One night I’m just so horny and cock deprived. I needed some milk inside my tummy,

Posted by a TS / CD

By Knottytrans

An Unexpected Connection at the Bar
I have been CD for about 14 years. I have been with guys for 16 years. I love sucking a nice cock. Swallow all of the delicious cum. I love being with black guys. I had black lovers for years. I post

Posted by a TS / CD

By OlderMaleguy

A Night of Kisses and Heartfelt Conversation
Part 2 We talked for a lil bit longer. "Why don't you come over here n sit on my lap" daddy said. "I want to hold you kiss you n smell you". I sat on daddy's lap side

Posted by a TS / CD

By sissyjamie4daddys

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

Rank Author · Category Latest Story Views Listens Upvotes Trend
#1
derake14
Couple Gay Straight for Gay
Letting her desires take over 82.3k 1.0k 4.7k
#2
Tiffanyheels
Couple Straight Trans
Excited wife self-pleasure 182.8k 2.5k 4.5k
#3
kimorafoxxsexycd
Couple Trans Gay
Gf watched me and her gay friend 166.7k 1.7k 4.0k
#4
KestrelElbow9092
Straight Gay Couple
Innocent flirting, right? 85.1k 724 3.7k
#5
butchmax
Couple Gay Straight
It started at home and spread ha 130.9k 856 2.3k
#6
Dedavis
Straight for Gay Straight
Massage studio part three 113.6k 761 2.1k
#7
wally4u
Gay Couple Trans
Drunk Abs Experience I'll Never 4Get! 75.1k 331 2.0k
#8
sissyjamie4daddys
Trans Couple Straight
I love water 87.8k 498 2.0k
#9
Steve
Straight Straight for Gay Gay
Vacation with my Aunt part 1 59.9k 692 1.8k
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 88.6k 678 1.7k
Page 1 of 50 · Showing 1–10 of 500 authors

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