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An Unexpected Visit to My Mother-in-Law
The night my world changed. My wife was out of town she I received a text from my MIL asking if I could come by and help with a leaking water valve. Mind you normally her husband would help out but

Posted by a straight man

By Just ask

An Unexpected Visit from a Young Friend
I'm a total bottom cock n cum slut. You gotta bone bone, I'll take care of it for you. I usually don't get with young cock slingers but this one I could not resist. He's 18, great

Posted by a couple

By sissyjamie4daddys

An Unexpected Connection Through an Ad
Ever find the perfect guy. I have I met him on this site. He answered my ad. He was a black man looking for oral. We swapped pics. I invited him over. I had not mentioned I like to dress as a sissy.

Posted by a gay man

By plaything5

Exploring Life as a Throuple Together
I'm a prissy sissy total n complete bottom slut. My wife is a whore. Her girlfriend Angie is a slut. The 3 of us are always looking for the next big thing, that bring cock. The 3 of us all dress

Posted by a couple

By sissyjamie4daddys

An Unexpected Encounter in the Backwoods
I got on sniffies tonight, lots of flakes per the usual . It was getting late and someone sent me a message. They were 27 (I'm 43) 6ft 4in and 400+lbs with a 6.5" cock. We went through the

Posted by a TS / CD

By GannetShard4708

A Bold Late Night Connection Without Labels
Up late, feeling bold, and open to a connection that doesn’t need labels. Just good conversation, great tension, and seeing where it leads. If you can match the energy, say Hi

Posted by a gay man

By Deleted User

An Unexpected Massage Encounter with a New Friend
Met a Feminine Fat Top on CL. He invited me to massage him. Powerful neck and back kept me busy as he moaned from my aggressive unrelenting servitude. Big ass to rub. Powerful thigs in my hands to

Posted by a TS / CD

By geeride

An Unexpected Online Connection Leads to a Meeting
I was online answering some ads when I got a message on Sniffies that a guy who wants some head Discreet anonymous I was apprehensive show me a picture of his dick and I couldn’t resist big

Posted by a gay man

By ohyesican201

Unexpected Meeting in the Bookstore Booth
This story is about bookstore Faggot going to be used at the bookstore...Starts with dressing like a nasty slutty fag with its ass hanging out of its cut off short short blue jean shorts..flip flops

Posted by a gay man

By starter55

An Unexpected Night with My Neighbors
I have always been straight but I loved to drink and loved to have sex. My 1st time with a guy I was on a cold streak with women. I hadn't had sex, other than jerking off, for 2 months. I was at

Posted by a straight woman

By bballs1

An Unexpected Encounter in a Parking Lot
I woke up one morning, extremely horny and I had been watching a lot of golden shower porn the day prior and so I decided I was going to see if a woman would be willing to give me a golden shower

Posted by a straight man

By drkinkyfun412

A Nervous First Experience at the Bathhouse
Bath house fun. I was traveling for work and went to Detroit for a trade show. I am 40yo about 225#s average build and average package. I am a red head with freckles covering most of my body. I am

Posted by a gay man

By tj346811

A Late Night Visit Changes Everything
I had always been a straight cross dresser. One night changed that. I was home one night, dressed up and ready for bed. I’m laying on my stomach reading, with my earbuds on. Wearing a teddy,

Posted by a TS / CD

By Deleted User

An Unexpected Visit to a New Friend
Actually I'm married but my wife doesnt know I like to get my cock sucked by men on occasion. I've been doing this about 5 years. Men dont appeal to me. It's just how they can satisfy

Posted by a straight man

By derake14

A Surprising Hotel Meeting in Monterey
I met an older Asian man on her , he posted all he wanted to do was kiss me all over . So I went by the hotel and he was pleasant small an rite to the point , I pulled my pants down still soft , he

Posted by a straight man

By sammycoal

Unexpected Meeting Along the River Trail
So this summer in a small Mid Michigan park along a river I can trail walk. It was about 70 outside and I was trucking along the trails when I stumbled across a fella sitting on a log. I acted

Posted by a straight man

By Deleted User

An Older Gentleman's Journey of Exploration
I am married older gentleman I am curious and have been for quite some time getting naked with another guy possibly showering together rubbing bodies against each other let nature tickets course

Posted by a straight man

By Pat

An Unexpected Home Arrival and Surprising Guests
Came home early from work yesterday. In my driveway was a black pickup truck that I did not recognize. I walked into the house n my wife was on the couch with 2 men n her girlfriend Angie. Angie was

Posted by a couple

By sissyjamie4daddys

A Surprising Meeting on a Summer Trail
This summer while I was trail walking, listening to my ear buds, I found a trail path that looked a little beaten down, curious about it I walked the trail to an open area. I was listening to music,

Posted by a straight man

By Deleted User

An Unexpected Night with a Close Friend
This is straight blue collar bros, but shit happens. It wasn't the first time my buddy crashed at my place because his wife flies off handle. But this time was different, he was white as a

Posted by a gay man

By KestrelElbow9092

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
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
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