Shemale Dating Stories

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Orientation
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Infinite Scroll

Back in the Saddle Ch. 06

by quincyhart on Sep 19, 2017
Mature

I had a lot of fun searching for houses and condos with Danielle. The trips to the houses were filled with innuendo and often the houses provided places to engage in everything else but shopping for houses. At any rate, Danielle finally showed me the perfect 2 bedroom 2 bath condo. I had to go talk to the bank to see how much money I qualified for. Yeah, I...

Tammy

by mustanger7up on Sep 11, 2017
First Time

Tammy was my older sister’s best friend since they were in grade school and now at 19 she was a real hottie. Long dark hair and a sweet a person as you’ll ever want to meet. I had the hot’s for her for years, and loved to watch them as they practiced putting on their makeup and try different clothes on and model them for me, Mainly so I could be close to Tam...

The Never Ending Buffet Ch. 13

by sagacious21 on Sep 17, 2017
Mature

Saturday morning, and I realized that while I had gone to bed with one woman, there was now another one on my other side. I tried to determine the identity without showing that I was awake. By the size of the body, I could tell that it had to be Mika, Sharon, or Amy. I couldn't feel tits against my side, so that eliminated Amy. Cracking my eyelids revealed s...

Seducing a Hot Mom

by cheatingcouple on Sep 26, 2017
Loving Wives

My name is Vern and this is a true story about how I got into the panties of a hot mom. I was hanging out in one of our local bars one night with a few friends when these two MLIFs walked in. They were about 40 years old and they were both attractive. The bar was crowded and pretty noisy but we managed to get them to come over to our table and sit with us....

David's First Time

by Claudia Bones on Sep 19, 2017
First Time

David looked at his watch. Only 1:46! He was completely bored with this class. Calculus was hard for everyone else, but for David, it was just... boring. He had been skipping ahead in the book, so he was already way ahead of the rest of the class. Most of his classes were like this. David had been like this his whole life. He was always a straight A student,...

Getting to You

by sexybeast16 on Sep 11, 2017
Interracial Love

Looking up at the ceiling Jason wondered just what he got himself into, he looked over at the woman lying next to him. A slender red-head that he'd stupidly gotten drunk with and had sex with the night before was gently snoring. "Guess that's what they mean by living above the influence." Jason had no intention of letting this go anywhere, no, in every sen...

Cuckqueans: Lauren

by PrimalRoots on Sep 12, 2017
Fetish

Lauren first started masturbating shortly before her first relationship began. The tension that built up between her and Matt was palpable, but she had mistaken it for a one-sided lust that could not be acted upon. He was a bass player with perfect hands despite a long scar running down the forefinger of his right hand, and those hands rarely left her mind's...

Emma's Awakening Ch. 02

by marquisdeslut on Sep 13, 2017
First Time

Emma woke with a killer headache in a strange bed with a naked woman. "What the hell?" she mumbled to herself. Her tired eyes spied a wine bottle -- the wine bottle she'd let Sara ram up her cunt before she ended up fistfucking Sara. It all came back to her and she started to freak out. Trying not to wake Sara, she gathered her clothes, stole some aspirin, a...

Disclosures: Selfie Involvement Ch. 03

by Krystal0690 on Sep 19, 2017
Loving Wives

"I'm not seeing it," Dolly said looking tired and irritable that I was bombarding her with work concepts at 6:15 at night. "How is this different than any other video on hundreds of other sites?" "It's not what's on video yet. Only part of it. Listen to yourself directing the action with Pierson and the two MILFs." I played the part back where Dolly had sa...

Galactic Deception Ch. 01

by lost_pirate on Sep 16, 2017
Sci-Fi & Fantasy

This is my first story on lit. I hope to continue this one as a series. Many many thanks to hookerboots for helping edit this story for me. You rock! Any feedback on the story will be truly appreciated. Disclaimer: Note that all characters in the story are of legal age. General Story Note: The story is set in year 5634 AD. Humans have spread across the gal...