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Category: TS / CD

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An Unexpected Reunion at a Family Funeral

I was married to a real woman for a quick minute, but divorced after I came out. I started transitioning to fem shortly after, n moved a few states away. My ex wife has a big family, lots of cousins,

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Meeting on Sniffies

I was cruising on Sniffies just browsing and saw a guy with a 11inch beautiful pole. I decide to message him asking if I could make out with it (suck it sloppy) he replied “both” I was a

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By Bubblebottom1061

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Unexpected Encounter at the Mall Food Court

Home for the holidays. part 2. If you remember from part 1, I am a 19 year old sissy tranny transitioning to full time. I'm home from school for the holidays and ran into a guy at the mall that

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By Deleted User

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A Cozy Evening with Daddy John

Daddy John part 2 I bobbed up and down on his cock, taking as much of daddy John's cock in my throat as I could. Daddy John's cock grew to about 8", and was very tasty. I licked,

Posted by a TS / CD

By sissyjamie4daddys

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Discovering New Connections After Divorce

Up until 8 years ago, I lived a straight lifestyle. I was going thru a divorce when I had my 1st sexual encounter with an older man. I was very bi curious at the time, having watched my soon to be ex

Posted by a TS / CD

By sissyjamie4daddys

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A Surprise Gift from My Sugar Daddy

Today has been a fab day. I woke up all snuggled n cuddled next to one of my sugar daddy mens who is in town for 2 days before he has to go back to his fucking cunt of a wifey-pooh. At least I get to

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By sissyjamie4daddys

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A Day of Style and Surprises at the Cabin

Part 8 Hunting camp: After the hug she asked if he dresses me like this a lot. I said yes, she said do you like it? I said I really do, I said I love the way he looks at me, cannot keep his hands off

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Celebrating at the Cabin: A Night to Remember

Part 7 Hunting camp: as we got back to the cabin, he told me, this evening we are going to a local bar for drinks to celebrate. I said. I am only 19, and cannot drink. He said, you will be fine,

Posted by a TS / CD

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A Secret Sleepover Connection Between Friends

Part / on a man’s shoulders and me almost screaming fuck me baby fuck me good yes oh fuck it feels good then suddenly without being touched I started cumming and strted humping him back yes yes

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A Surprising Discovery with My Roommate

After my wife and me divorced I let a friend move in with me and he knew nothing about me dressing up and I always kept my stuff locked up except for one day when I was in a hurry and left the house

Posted by a TS / CD

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A Weekend of Unexpected Encounters in Virginia Beach

Another true story. My first story was about cross-dressing in Pennsylvania in a motel across the street from a video store. This one is different. I was traveling again for my job and stopped in

Posted by a TS / CD

By RacoonQuest8289

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A Weekend Visit from My Sugar Daddy

So 1 of my sugar daddy mens called me the other day informing me he was in town for a few days n wanted to spend some time with his baby gurl. I agreed n invited my sugar daddy mans to stop by Friday

Posted by a TS / CD

By sissyjamie4daddys

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A Nervous Trip to the Lingerie Store

Part 5 hunting camp. As we sat in the truck he said to me “are you sure you want this to continue?”, I immediately said yes sir. “ this means that you must completly trust me and

Posted by a TS / CD

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Unexpected Adventures at the Cabin Camp

Part 3 Hunting camp. There I was still on my knees covered in cum. He then said it was time to go to bed, we had to get up early. He had a bedroom on the back side of the cabin, he had added it a few

Posted by a TS / CD

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A Surprising Reunion at the Mall

First a little about me. I am a 19 year old femboy, a sophomore in college in another state but home for the holidays. I have always been small and femme and was always teased and even laughed at

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By Deleted User

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An Unexpected Adventure at Deer Camp

I posted a ad to be a deer camp cook / sex toy for the camp ! I got several replies but one really got my attention it was a pic of 4 big cocks and under them it said we need you pays $ 1000 a week

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Unexpected Meeting During Thanksgiving Visit

I have fam in North Carolina that I visit 3-5 times a year. I usually stay at a fam members house for 1-2 weeks n get as much local cuisine in as possible. I was there over Thanksgiving n hooked up

Posted by a TS / CD

By sissyjamie4daddys

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A Festive Encounter with Santa Daddies

So I made a post a few weeks ago bout looking for generous Santa daddy mens that were looking for a ho ho ho XXXmas time. It's that time of year were tiz better to give than to receive. N I am a

Posted by a TS / CD

By sissyjamie4daddys

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Holiday Party Fun with Santa Daddies

It's that time of year. Time to sit on Santa daddy mens lap n ride his North Pole. After all, it's better to give (head or ass) than to receive, although I love to be on the receiving end

Posted by a TS / CD

By sissyjamie4daddys

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A Young Man's First Hunting Camp Experience

Part 1 I was 19, sitting in the passenger side of my dad’s best friends pickup truck on the way to hunting camp. Ever since my early teens, I always wanted to go hunting. My dad did not hunt,

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Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Straight	Parking lot kiss	34.9k	632	4.1k	↘
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#4	cnysub Gay Trans Straight	Ads on DoubleList	47.6k	529	2.9k	↘
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	74.2k	1.1k	2.7k	↘
#6	sissyjamie4daddys Trans Couple Straight	Sucking appendage in the club	45.3k	461	1.9k	↘
#7	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	52.3k	275	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.1k	612	1.7k	↘
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.2k	359	1.2k	↘
#10	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.2k	347	1.1k	↘

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