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Chapter 4
by
jc21
How should Carrie tease or fuck Gary?
Tease him at work
"Let's start by getting him worked up," you said. You knew Gary still worked at the same bar and restaurant you all worked at before, so he was sure to see Carrie if she went to visit. "Something low-key at first, just to spike his interest."
Carrie rolled her eyes. "Whatever you say. He always told me I should wear yoga pants to work. Think that and a tank top would do it for him?" Carrie's tits looked amazing in a tank top, especially if she didn't wear a bra. Every time she wore yoga pants in public, you always caught guys staring at her ass. It looked exquisite wrapped in that material. "I just got a pedicure, too, so he will definitely appreciate seeing these toes hehe," she giggled. You remembered when Gary told you black was his favorite color, and sure enough Carrie's toes were painted black. "Should we go now?"
Your heart started racing. Are you really going to do this? Fuck it, you thought to yourself, can't pass up this opportunity. "Sure babe, get dressed!"
*****
You arrived at the bar, and it wasn't much different than you remembered. Same stupid Applebee's-type bullshit on the walls, same middle-aged clientele. Already you had caught 2 guys looking at Carrie's ass, and you felt the anticipation building in your gut. As you were taking in your old workplace, you felt a slap on your back.
"Well look who it is!" Gary shouted. The relevantly short amount of time that had passed since you worked with him had not been kind to Gary. He looked like he had put on 15 pounds, and had lost a little more of his hair, which was starting to gray. "Haven't seen you in awhile!"
Before you could reply, his eyes locked on Carrie's tits, then her face. "And you brought Carrie! So good to see you, I've been following you on Instagram for awhile," he chuckled as he went in for the hug. Every time you remembered him hugging Carrie, she always went into the awkward side-hug, but this time she threw her arms around him, pressing her tits into his chest.
"Hiii Garyyy," she called as the hug lingered. You saw him feeling her hair, looking down at her ass behind her back. "Yeah, I noticed you liked a lot of my pictures. Hey babe, find a table while I go freshen up."
As she walked away, Gary's eyes didn't leave her ass for a second. Suddenly, she dropped her phone and it slid under a table. Shamelessly, she bent over, sticking her perfect ass out directly in your direction, searching for the phone under the table. Gary licked his lips. "God almighty. She better watch where she points that thing or she's gonna end up with a dick in her ass, right my man?" You felt your stomach turn and your dick twitch at the crude comment. Without waiting for a response, Gary led you to a booth by the window, directly across from the table he had been sitting at, doing paperwork.
"You're a lucky fucker, I'll tell you that. Say, I've been loving her insta, but you surely have some dirtier pictures of her, don't you? Shoot me one in a text before she comes back."
As you sat down at the table, you pulled out your phone. A few nights before, you had taken a picture of her on her tiptoes, bent over in a tight black dress with patterned tights showing the curves of her legs and feet. Gary would love this picture.
Do you send the picture to Gary, or wait for Carrie to return?
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The “Anything” Promise
The girlfriend who’ll do ANYTHING
Your new girlfriend says she’ll do “anything” and she means it
Updated on Apr 28, 2026
by devlinc
Created on Oct 7, 2018
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