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Straight to Gay Stories – Erotic Encounters and First-Time Experiences

Are there any straight-to-gay sex stories you want to share because they were unforgettable experiences? On DoubleList, we love it when people experiment and want to talk about what happened. That’s why we created DoubleList Stories. Share and read all the gay/straight sex stories you want in one place.

Category: Straight for Gay

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new this week -

My First Encounter

I had heard that video stores had glory holes and that was a good place to get a blow job. So of course I had to go and check it out for myself. So I went in and put a dollar in the video machine and

Posted by a straight man

20

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new this week -

It tasted good

I just turned 60 and I've been married for 25 years but I have a secret. From the outside looking in I'm just your average middle-aged married man with children I have five kids a good job

Posted by a straight man

By bigdaddypervert60

27

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new this week -

Oral Hat Trtick

So most of the time I enjoy giving head, but I enjoy giving head as means to get a cock hard enough for anal. But occasionally, I get really in the mood to just suck a cock or two or 5, and that mood

Posted by a straight man

18

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new this week -

By the lake

Sitting in the parking lot by the lake all alone till this car parks beside me, i nonchalantly look over to see him gropping himself. He sees me staring he unzips his pants pulls out his cock, got to

Posted by a straight man

21

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new this week -

Haircut Part 2

If you read part 1 you know that I had met Ed in CL, and had been sucking his cock for a couple of weeks, and you know that his cock is probably still to this day the biggest co k I’ve ever

Posted by a straight man

11

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new this week -

Hairdresser Service

This was during the days of Craigslist. I had answered an ad from a guy, who was looking for a bottom, by this time I’ve embraced my bisexuality and understood that I was definitely a bottom.

Posted by a straight man

11

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new this week -

First meetup with men

Meet some guy on CL. Showed up a little buzzed and he had us drinks. He was in a bathrobe and made me feel really comfortable. His cock was so big and clean. We stroked each other for a bit. He said

Posted by a straight man

By curiouslyalone48

8

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new this week -

rear eaten and taken by anon male

I was traveling for work and had an open evening, so I posted on CL for an anonymous encounter in my hotel room. I'd played a few times but had a huge fantasy of being used without any hint of

Posted by a straight man

6

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new this week -

Summer vacation RV travel

Wife & I were going to travel back home & visit the family. We needed something we could take the dogs with us. Searching the classified we found an old RV with low miles. Little did I know

Posted by a straight man

9

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new this week -

The video store

We have several adult video stores in our town. I have my favorite because it’s very isolated and easy to get head there. One day I went in and back to the video arcade. I went into the booth

Posted by a straight woman

25

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new this week -

More than 2 is a crowd

I had taken some medication one night and I was really high from it. And decided to post an ad looking for a top, i did mention id never had 2 at once. These 2 older daddies replied with pic and they

Posted by a straight man

By italianstallion86

13

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new this week -

First monster appendage

I got to college at 19 and I was a smaller guy, 5’9 and 135lbs with clothes on. Watching women cum from big cock porn always was my favorite and I wondered how it felt. I had experimented with

Posted by a straight man

18

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new this week -

The trailer

So on Saturday morning Larry picked me up at my place around 8:30am and we headed off. He showed me an old camcorder and said that he wanted me to film him when he’s sucking cock. I was fine

Posted by a straight man

By kenhenderson1959

6

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new this week -

Private space at my hotel

I was engaged at time and was testing my bi side. Was sent to class for my job in another city. I posted on craigslist was looking to give a bj at my hotel. One guy messaged me said he was married

Posted by a straight man

By fungloryhole

38

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new this week -

Unexpected encounter 2

She had been striking poses and then moved closer and wiggled her ass until it was in full view. Then she turned around and her beautiful hard cock was also in full view. She asked, What do you want

Posted by a straight man

By privateer269

23

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new this week -

Unexpected encounter

When I was a young man I used to stop by an adult book store and go in the booths. There were some with glory holes and some without. So if you weren't looking for that you would pick one

Posted by a straight man

By privateer269

22

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new this week -

Busted Threesome, but an amazing time in Bethlehem

I was heading to Bethlehem,PA for a business trip. This was my second trip to Bethlehem, so I wanted to make the most of my trip, as I don’t travel alone very often. Thus, I had been in contact

Posted by a straight man

17

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new this week -

Bethlehem PA - Energizer Bunny Part 2

If you read part one of this story, you know that this man had already fucked me twice in a row and was now going for round 3. This time he put me flat on the bed, straddled my ass, and shoved his

Posted by a straight man

12

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new this week -

Bethlehem PA -Energizer Bunny

I was going to be in Bethlehem OA staying in a hotel for a week. Needless to say, I wanted to enjoy the week and scheduled someone to come over each of the first 3 nights that I was in town. Sunday

Posted by a straight man

11

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new this week -

Bi guy wants face serviced

Put up an ad for wanting to get face fucked. Love giving blowjobs, but this time I was looking for someone to just hold my head and fuck my mouth. Make me take them balls deep, not when I wanted but

Posted by a straight man

By HermitDune2730

17

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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

C chrisccc73 “Cuckold Chris” B bigdaddypervert60 “It tasted good” G goingdeephole “The large one” C Cassian “This is little story was not someone who I had met here.....but you can read what can come of it!”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Straight Gay Straight for Gay	35 years later	41.3k	669	4.2k	↗
#2	Tiffanyheels Couple Trans Straight	New wife pleasures herself nightly to interracial porn pictures	87.2k	1.5k	3.3k	↗
#3	KestrelElbow9092 Gay Straight for Gay Straight	Careful what you wish for.	29.3k	383	3.2k	↘
#4	cnysub Gay Trans Straight	Cruising in the Woods at the Gay Nature Campgrounds	55.1k	578	3.0k	↗
#5	kimorafoxxsexycd Gay Couple Trans	Said heck it	88.7k	1.2k	2.9k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	53.1k	466	1.9k	↗
#7	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	55.0k	277	1.8k	↘
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	50.8k	623	1.7k	↘
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	11.4k	375	1.2k	↗
#10	butchmax Couple Straight Straight for Gay	who knew, I didn't for sure	48.9k	411	1.2k	↗

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

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