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Rated: 18+ · Interactive · Erotica · #2273850
Cowboys and Cowgirls…now with wedgies!
This choice: To the jail, to try out some damsel in distress action with the woman locked up!  •  Go Back...
Chapter #3

To the jail, to try out some damsel in distress...

    by: LordwithEyes Author IconMail Icon
Annabelle groaned as she stretched her limbs. She clasped her hands together and stretched before exhaling.

“Hmmm…my oh my…I wonder if that dame’s still in the cellars.” the deputy mused before deciding to investigate.

She opened the door of her room and stepped outside into the dusty old hallway of the sheriff’s building. Peering down the hall, she could see that the Sheriff’s personal quarters were still closed. It seems her boss hasn’t woken up yet.

Fantastic! That meant Annabelle could go entertain their prisoner. With a lewd grin, the deputy began to make her way to the cellars where one Abigail Burgess was being held.

Abigail Burgess was an outlaw woman, a pale freckled woman of mid 20’s with vibrant auburn hair and a mean attitude. She was caught redhanded trying to rob one of Sagebrush’s stagecoaches enroute to the neighboring towns. Unluckily for her, Sagebrush’s legendary sheriff was there to defeat the outlaw and catch her in chains.

Now she was awaiting punishment before being handed off to the state. But until then…

“Goooooood morning miss outlaw~” Annabelle announced, opening the thick door into the jail. “How’s your morning in our lil town doll?”

“Are you focking daft lady?” Abigail’s thick accent whined,, “How do you focking think it is? The sun’s barely come up!”

The redhead was looking like a disheveled mess, having been drunk during her attempted robbery and subsequently having little time to clean up when they caught her. No matter, Annabelle preferred them rough around the edges.

Abigail’s hair was all messy and frizzy, the long curly locks untied and pooling around her shoulders haphazardly. She was a curvy woman, with an hourglass figure and a pair of whooping D-cup breasts to boot. Her booty wasn’t anything to scoff at either, almost rivaling their legendary sheriff and her wide hips. A wobbling, bouncing bubble butt that was barely contained in the outlaw’s tight jeans.

Annabelle doesn’t know how the outlaw does it personally. Just seeing how tight those jeans looked made her wince but they really emphasized how thick her thighs were and how fat her arse! Nor did it hide the sort of panties that the outlaw wore underneath. Even now, the deputy could see the thick waistband of the woman’s fullback panties sticking proudly above.

She stifled a giggle upon seeing the bright blue color and the frilly waistband. So cute~

Her flannel shirt was similarly bursting at the seams, the yellow material straining to keep her breasts covered up. All together, Abigail Burgess was a beauty of a woman and Annabelle was incredibly eager to see what she could do.

“Well doll~” Annabelle drawled, “I’m here to see what the big, bad, and gorgeous Abigail Burgess is all about~”

The deputy strode forward, swaying her hips all the while. To her immense satisfaction, Abigail’s eyes never left her hips, nor the thick waistband peeking above.

“What’re you looking for?” the redhead growled menacingly. She sat behind a locked cell with no way out and in cuffs. Her weapons were gone as was all her loot. As such, Annabelle’s act was making her suspicious.

“Oh nothing!” Annabelle giggled innocently. “Just looking around.”

She took the key ring off the table and began looping through the keys. The other prisoners in the jail began stirring but she wasn’t interested. Not yet.

The thought of having an audience see her being manhandled made her heart flutter but Annabelle continued. Finally she found the correct key and placed it in, unlocking the door and walking through. Then, before her nerves could betray her, Annabelle “dropped” the keys conveniently and they tumbled and fell behind her.

“Oh!” the deputy giggled, “Silly me! How clumsy. Let me just grab it-“ she turned around bent down, practically shoving her ass in front of Abigail’s slack jawed face. “-and then I can ask you a few questions~”

She began pawing at the keys uselessly, all while swaying her hips. Her skirt was practically half down at this point and her panties were on full display. Just itching, begging to be yanked on by the brutish and eager outlaw.

So what was she waiting for? Annabelle bit her lip as she felt Abigail moving behind her.

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