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Transgender Sex Stories – Real Encounters & Passionate Experiences

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Category: TS / CD

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A Journey of Self-Discovery and Connection

Well it's my first time adding a story of me, well I still haven't found the right one older mature top active grandpa silver hairy daddy yet in my 831 Watsonville CA area yet, I'm

Posted by a TS / CD

By MayraClstXdresser

0

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Unexpected Encounters at the RV Resort

I worked at a RV resort for 3 years doing maintenance . They paid for my site and electric. I would stay all year and each winter the snow birds would come in. A couple would always park next to me.

Posted by a TS / CD

By smoothskincd

0

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A Surprising Discovery in Mom's Lingerie Drawer

I’m a 24yr old Latina crossdresser I’ve been crossdressing since I was a teenager lol One day when I was maybe 18 I went over to my moms house to find that the house was empty I had my

Posted by a TS / CD

By tiffany_sissy22

0

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A Mysterious Play Date Under the Stars

So I was so turned on dressed in my thigh highs, thong boots, short black skirt, my bra and inserts, put on my wig and some makeup, got on to Craig's list uploading some pics then I got an

Posted by a TS / CD

0

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A Late Night Visit from My Neighbor's Friend

My Neighbor's Friend Pt.1 The other night I told the story when my neighbor came over with a "Friend" and then I had my second threesome. Well... He left me his number after and I

Posted by a TS / CD

By Deleted User

0

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A Journey to Find a Unique Connection

Looking for a smooth passable clean TRANS CD Femboy for pleasure

Posted by a straight man

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A Casual Encounter with a New Friend

just got back from meeting a friend, who I met through the site United Sex Addicts and begged him to fuck my ass with his 11in BBC. Damn! he fucking fucked my ass hard, and then splattered his yellow

Posted by a TS / CD

By Deleted User

0

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A Late Night Connection Through Grindr

I love to get sexy and dress up! Push ups, thongs, g-strings, you name it, and heels of course 👠 Maybe even a wig and makeup 💄 This one time I had been up partying all night and was on

Posted by a TS / CD

By justmenlouisville

0

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Unexpected Connections at a Costume Party

This girl I had the hots wanted to go to this costume party. She wanted to be a male and me a female. Lust told me to say yes. So I went to my neighbors who was a make up artist in Hollywood. She

Posted by a TS / CD

0

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An Unexpected Meeting on a Country Patio

I'm single and live alone so I enjoy evenings in by myself freely. I love jet black pantyhose and often enjoy that with my hands and finger and often wonder if anyone nearby likes to do the same

Posted by a TS / CD

0

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An Unexpected Night In with Friends

I've been cd for a long time I would sneak around and ware my kinky panties hidden under my cloths I've been into sexual things since I was 7 I also had a love for wonder women Linda

Posted by a TS / CD

By pantyboilegslover

0

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Adventures at the Glory Hole Arcade

It was a nice day but it made me frisky. By later in the day I was starting to get very horny and when I do this it's not a good thing because I have no woman in my life. I do know where the

Posted by a TS / CD

0

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Unexpected Friendship in a Trailer Park

Long story short I was living in a trailer. I had just got a boob job and funds were low. I am a pre op M2F. I didn't like the hormones so I went low with those and focused on surgery for most

Posted by a TS / CD

0

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Unexpected Meeting Over High Heeled Boots

The first time I was with an another gurl was back when Craigslist was still around. I had been with a few TS’s but never just another crossdresser. There was an ad for a pair of high heeled

Posted by a TS / CD

0

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A Unique Encounter with a New Friend

Playing Dressup In His GF's things This is a true story, and one of my hottest experiences yet! I have a real fetish for borrowing things to play in, especially from very attractive women.

Posted by a TS / CD

By loganwilson25

0

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An Unexpected Connection at the Bar

So I have been dressing up for years in girl clothes and over time I have gotten better and better with my CD look. I wear everything from heels, to a wig, lashes, nails, everything! Oh let me tell

Posted by a TS / CD

By Deleted User

0

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A Mysterious Halloween Encounter at the Church

I had always attended private Catholic school. In high school I got caught smoking behind the gym during class. I was wearing my t-short and gym shorts. I was sent to the headmaster’s office

Posted by a TS / CD

0

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Unexpected Encounter from an Online Connection

Hi my name is Mona this is different I am a crossdresser I have been talking to a guy on a chat room an he sounded someone I thought was what I wanted so I asked him to come over and play he said he

Posted by a TS / CD

By Deleted User

0

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An Unexpected Hotel Encounter with Strangers

I was recently staying in a hotel, while out of town and had met a guy online that was very dominate and looking to set up a gang bang for a CD. I got myself ready and dressed up as slutty as I

Posted by a TS / CD

1

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The Ups and Downs of Dating Adventures

Ok, so there's no option for bisexual men. Which I am a bisexual oral bttm and love raw sex. I met one guy who had posted here, he said he was packing 7" of hard meat. I had never given a

Posted by a TS / CD

By topchublover69

1

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Top Authors

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

RISING AUTHORS ON DOUBLELIST See all

J javedcocks “My mother died so my girlfriend sucked and kissed for the first time” L loverlips699 “The love of dressing up like a playful little submissive crossdresser sissy boy” S sexydadbottom “So this just happened…” U uni4fun5 “Charming night calls”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Straight for Gay Couple Straight	I couldnt refuse the temptation.	49.4k	738	4.3k	↗
#2	Tiffanyheels Straight Couple Trans	Finally had intimacy with ex mother in law	100.1k	1.7k	3.4k	↘
#3	KestrelElbow9092 Straight Gay Straight for Gay	A chance meeting.	35.9k	429	3.2k	↘
#4	kimorafoxxsexycd Gay Straight Couple	Bf was a sweetheart today	101.5k	1.2k	3.1k	↗
#5	cnysub Trans Gay Straight	My boyfriend/ Master/partner	60.7k	606	3.0k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	60.6k	470	1.9k	↘
#7	wally4u Gay Trans Straight for Gay	My Night At The Anvil... Part 1	58.0k	279	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	51.9k	630	1.7k	↘
#9	powers8 Straight Straight for Gay Gay	My greatest vacation ever	51.5k	480	1.3k	↗
#10	butchmax Straight for Gay Couple Straight	My Wife Got Sick	59.4k	472	1.3k	↗

Page 1 of 50 · Showing 1–10 of 500 authors

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