A Girlfriend's Surprise Fantasy Setup
I'm 48, still fit, 36C breasts. My girlfriend and I were talking at work about fantasies. I told her mine was to be used by several men, but anonymously. She said she could arrange it if I was
Posted by a straight woman
By oldarmy
An Unexpected Meeting in a Car Park
What I really want is to get funky with some titties. So I write a 2xList ad and get a response with a picture of some amazing breasts. After quick email/phone call we agree to meet right then and
Unexpected Roommate in a Golfing Friendship
Earlier I had shared with you my story about my golf buddy and roommate. We had been sharing a home to help with expenses and things. I finally lost in a golf match and I had to be his bitch. It
Unexpected Meeting in the Office Bathroom
Fucking a woman transitioning to a man.
I started emailing a woman who was going to have a sex change. She felt better as a man. She already had top surgery and was on testosterone. She had
A Married Woman's Journey for Connection
I made a post a few weeks ago looking for a woman or a couple to have fun with. It took a long while to get a response, but I did get one that led to anything. This woman was married and had been for
Posted by a straight man
By Deleted User
A Summer BBQ Leads to Unexpected Connections
Well it all started with my a friend that lived three houses down from me...we were family friends and we would often have BBQs during summer and daylight savings...on one occasion she (sharon) told
A Holiday Hall Pass Adventure: Unexpected Encounters
My wife was out of town over the holidays and I became very horny at that time. I’ve had a few experiences with a guy but for some crazy reason I wanted a big cock up my ass so I went to
A Surprising Encounter at the Local Bar
I'm 43, single now. BBW Blonde with 36DD tits. It had been awhile since I felt a man and was craving some excitement. Hadn't much luck trying to date. My friend about DL. I decided to give
Posted by a straight woman
By oldarmy
An Unexpected Massage Encounter in the Country
I had been working at finishing off my basement. Hauling things in all day. Up and down ladders . I was sore and tired.
I saw a post looking for guys who wanted a rub down. I live away from the city
Posted by a gay man
By jlmmm
A Lunch Date with Unexpected Surprises
He picked me up for lunch at noon, and we chatted on our way. I was very, very nervous, as he had dared me to fuck him in his back seat at the Sonic drive through. I didn’t know if I could or
A Journey of Self-Discovery and Adventure
Well over the years, as a young man , I had always played around with my wife’s panties and tried them on. I would try them on when she wasn’t around. Later I got to travel for work and
Exploring New Connections in an Unexpected Way
I never considered myself bi. The only contact with a male would have to be accidental in a 3some of an orgy. As I explored internet porn I began to be more accepting of it.
I met a couple, him in
Unexpected Connection at the Tapas Place
so there is this little tapas place downtown that I can't say I go to often, but since it is open and has a nice patio, I've been going there a bit more often lately. There is this cute
Unexpected Encounter at the Park
My Lucky Week!
Last week was the luckiest week of my life. A few months ago I was looking at some straight porn, when I came across some gay porn. I watched a black guy sucking another black
An Unexpected Visit to a New Apartment
I answered an ad for servicing whatever I needed. It was in the males for males. I showed up rang the bell. A young black woman answered the door big set up tits, long black hair. Beautiful butt. It
Posted by a TS / CD
By jlmmm
An Unexpected Roommate Encounter During a Meetup
20 yr old, bi guy. White, 5’6” 146lbs, runner. Brown hair and eyes. Posted an add to give NSA head. I got a response from a few usual weirdos, but then I got a reply from a very down to
Posted by a gay man
By Deleted User
An Unexpected Labor Day Adventure
Labor Day and woke up feeling adventurous. Being a married white man with couple kids, getting to play is few and far between.. Answered ad for circle jerk for oral and hands only, seemed that a
Posted by a straight man
By Deleted User
A Cautious Encounter on a Humid Day
I live my life as a "straight" man but on occasion, desire to step over that line.
I posted here, looking for someone in need of NS, no reciprocation oral sex. There were several responses
Posted by a straight man
By Deleted User
An Unexpected Movie Night Revelation
Been a couple of weeks now so let me tell you about my stepdaughter and I our new adventure. Well had my sister in law stay with us for a couple of weeks just for information I am a widower. Well
A Curious Encounter with a Unique Couple
I answered a cl ad a couple years ago that a CD couple looking for a straight man. Being a little curious, I answered. Got to their house and they were 2 70 year old crossdresser waiting for me. As
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