Shemale Dating Stories

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Anniversary in a Cabin

by LowkeyKinky on Oct 6, 2020
Romance

Hayley turned the car off and looked at the cabin. It was beautiful. It was secluded. It was everything she wanted. She looked over at Max and grinned. This was going to be the best anniversary they'd had. This weekend was to be phenomenal. No kids that might wake in the middle of the night and climb into their bed. No worry of someone hearing them if thin...

Alex Steps Out

by cantito on Oct 19, 2020
Loving Wives

You could ask any of her friends and they would tell you that Alex was madly in love with her husband. He was perfect, so supportive of her various quirks and issues. Loving, caring, kind, financially stable. He was good looking, dressed well, took care of himself, worked out. You name it, he checked the box. And yet, like many other marriages. Things stal...

Three for Free

by Bomber on Jun 12, 2020
Fetish

THREE FOR FREE CHAPTER 1 Michael checked his watch. 1915-the girls would be here soon. He was a bit keyed up, anticipation, nervousness, butterflies- call it what you will this evening could go south in a hurry. He tried to stay calm. “Hey, it’s not like we haven’t been together before.” He mused. “This is just the next step”. He and Barbara had been dating...

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Chrissy at a Biker's Bar

by Buffalotim on Oct 13, 2020
Group Sex

Chrissy drove up to the address she had for her date made from a dating site. Parking, and going in, she thought the bar looked a little rough. From the entrance, she looked across the dark bar for the man who had scheduled this meeting with her, but didn't see him. Rather than turn and leave, she stepped into the bar. Chrissy wore a loose blouse, a tight s...

Jay Gets Juiced at the Gym Ch. 08

by jayrotica on Nov 16, 2020
Erotic Couplings

Jay Gets Juiced at the Gym CH 8 Of Love and Loss Over the next six months, Stretch and I watched several relationships bloom and mature. In fact, we had a party to celebrate our blissful first year anniversary together. Bear and Sheila were now a couple, and Stretch couldn't remember any time that Bear seemed happier. Little John was actively dating Steve,...

Jenna - Sweet Size Queen Ch. 04

by jealouscuck on Sep 16, 2017
Loving Wives

With Jenna getting more comfortable in public and more in tune with how she affected men, it became easier to get her to wear more risqué outfits when we went out on the town. We took a vacation to an all inclusive resort in Mexico down the coast from Cancun. We laid around the pool some and took several snorkel trips. We went zip lining and to the ruins. At...

Allison's New Life Ch. 13

by Goldeniangel on Sep 16, 2017
Novels and Novellas

Now that Allison and Roger were no longer together she felt much better about everything... although it did mean that Friday nights were a little more lonely at least she wasn't totally consumed with guilt. And she heard, a week later, that he was dating another girl from across town. She smiled because she recognized the name (and reputation.) - they'd be p...

The List Ch. 04

by handsomeyetnice on Sep 25, 2017
Erotic Couplings

Monday at school, everything was instantly different. To be frank, it was like Rick and I traded places in our school's pecking order over the weekend. Everybody knew what happened in the bathroom. I fucked the virgin head cheerleader at homecoming, and, what's more, I did it well. Everybody was also saying that Rick fucked her later that night and it was s...

Rae Ch. 02

by ChocolateDreams on Sep 15, 2017
Interracial Love

Rae fell into an easy friendship with the whole group as Kim had predicted especially with Seth as it turned out the two of them had lots in common. They shared some of the same favourite films and music tastes which saw them both hanging out together more and more when they weren't together as a group or Rae with Kim. The only person she received a frosty r...

Linda's First Self Denial

by ocontrol4u on Sep 19, 2017
BDSM

Linda was determined this time. She needed to feel the exquisite torture of being teased. She wanted to be able to prolong the pleasure of arousal as she had experienced in the past. Linda and her partner had been split up for a few months and her mind and body were returning to 'normal'. She wasn't dating again yet, but her body's desires were attempting...