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An Unexpected Visit to His Home
I answered a posting he was a older man I went to his house he had the door unlocked I was told to go into the bathroom and get dressed ,so I slipped into black stockings pink lace panties a black

Posted by a TS / CD

By Deleted User

An Unexpected Encounter in the Garage
I have been reading these stories and thought I would share mine. I’m a bi man but do like to put some women lingerie on. I posted a add a month ago looking for another man. I only got one

Posted by a TS / CD

By thickbooty78

Unexpected Friendship in a Condo Community
Mid 60's guy moved into a condo about 2 years ago with all women living in the condos around me. I always say hi and chat with them since we are all single. Now they are in their mid to late

Posted by a straight man

By dacrusher

An Unexpected Encounter with a Hitchhiker
I was 65 the first time i sucked on a cock. I was driving to visit my sister, I saw a hitchhiker and decided to pick him up. He looked to be in his forties, we were just talking and laughing about

Posted by a straight man

By Deleted User

An Evening of Fun and Dinner Prep
Part 2/2 BBW for DOM. I hadn't been fucked in a long time, and they knew, especially SIR. I knew now why he asked me about if I was on bc. SIR took position first. My legs were spread wide, I

Posted by a straight woman

By oldarmy

A Journey of Submission: Coffee and Connection
I am BBW, 35. Divorced . I was looking anything to fill the void. I answered an add on DL for a DOM seeking a new female sub to train. I answered and we exchanged emails for a few days before we met.

Posted by a straight woman

By oldarmy

An Unexpected Grooming Experience with a Friend
It started out all innocent. My buddy, ****, wanted to help me "manscape". He was a jock, athlete, had a reason to keep his body smooth. I didn't have much definition at all. I'm only 5'7" about 135

Posted by a TS / CD

By Deleted User

An Unexpected Nightcap with Friends
A ex and I had talked of having another guy join us for several months. Although I found the idea arousing, never really expected it to go beyond the talk stage. My girlfriend Carol had a slender

Posted by a couple

By Deleted User

A Unique Photoshoot Experience at the Hottubs
1st naughty photoshoot: I am a semi-professional boudoir photographer in the **** area. Sometimes these sessions turn sexual. If they are really hot my cock will get so hard it hurts in my pants. I

Posted by a straight man

By naughty_photographer

An Unexpected Birthday Bike Ride Adventure
It was my eighteenth birthday and had no plans except to hang around the house so I got up slip on a white skirt and a light blue tank top. I went into the kitchen where my step dad was standing

Posted by a straight woman

By Deleted User

A Journey of Self-Discovery and Connection
I got into sucking cock, as a way to GET blow jobs. My college GF didn't like giving head, and I liked getting it. And I was always intrigued by having a cock in my mouth. I'd get random

Posted by a straight man

By oliwabird

A Surprising Encounter at a Victorian Home
I was home on leave when the events of this particular experience took place. I was back home in New England and getting some beers with friends when I started getting horny and carefully scrolled

Posted by a straight man

By Deleted User

A Nervous First Meeting at His House
Straight male who likes to CD behind closed doors. One day i was dressed, had a few drinks, smoking a little, my dildo deep in my pussy (like my ass to be called a pussy when i dress) and

Posted by a straight man

By closer2theend

A Surprising Connection After a Night Out
So I’m a straight guy, 28 yo married. Before I got married about 6 years ago I had my first sexual experience with another guy and really enjoyed getting blown by him. Since that first

Posted by a straight man

By Deleted User

A Couple's 30th Anniversary Surprise
Mature couple, it was coming up on our 30th wedding anniversary. We had discussed a threesome many times over the years , but never acted on it. My wife said that what she really wanted for our

Posted by a couple

By oldarmy

Unexpected Connection During a Late Night Ride
(True Story)....Driving for uber in late fall last year near ***** college in ******, NY. I'm 47 at the time and stopped to pick up ''********" at a bar in down town about 2am and 80 degrees. So I

Posted by a gay man

By Deleted User

An Unexpected Journey into Fantasy and Fun
Part 2.. Older BBW for younger guy. Time for me to enjoy the rest of my life. They started to gangbang me. One at a time, filling my pussy with their huge cocks and filling me up with CUM. After the

Posted by a straight woman

By oldarmy

An Unexpected Visitor Brings Excitement Home
I’m a ftm guy and I was home alone and horny one day so I posted an ad saying that I was looking for someone to destroy both holes. I was surprised on how quickly I got responses. I settled on

Posted by a TS / CD

By icantakeit123

An Unexpected Visit from Younger Men
I am older BBW, mid 50s. I have been divorced for several years and no sexual activity. So I posted an ad on DL for a younger guy hoping for a positive response. I got a message back and we exchanged

Posted by a straight woman

By oldarmy

A Relaxing Backyard Conversation with a Neighbor
During the stay at home time I was talking to my neighbor who is retired and also staying at home. Casual chat in my back yard. He said he had not been out for 3 weeks so I figured he was safe and

Posted by a straight man

By Deleted User

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
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KestrelElbow9092
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Careful what you wish for. 28.0k 380 3.1k
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Cruising in the Woods at the Gay Nature Campgrounds 51.8k 567 2.9k
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kimorafoxxsexycd
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sissyjamie4daddys
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I love water 50.7k 464 1.9k
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wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.4k 277 1.8k
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Gym kiss pt.2 50.3k 621 1.7k
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curiousladyd
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First really big appendage 11.1k 373 1.2k
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She didn't know till we where married 43.9k 382 1.1k
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