Sunday
I got my Sunday message from Sandy.
[Bob texted me while I was on my way over to his place to say his wife was home, so I'm going to go home]
Bah. I'd been looking forward to hearing about her getting fucked.
]When you get home, I want you to suck Billy off and have him shoot a point of view video of him cumming over your face. And how do I like my whores when they suck dick?[
[Naked, sir]
]Good girl[
True enough, about an hour and a half later I got a video in an email from her. It was looking down at her, kneeling and naked, in front of a fully dressed Billy. She reached up and unzipped his pants and pulled them down to past his hips. She fished around in his boxers and brought his dick out. She licked the shaft, holding his balls as she did so, then put the tip in her mouth. She then went to work sucking him off and after a surprisingly short amount of time he grabbed his dick and pulled it out of her mouth. She knelt there looking up at him as he jacked himself off over the lower half of her face. The final spurt landed on her knee and she looked down at it, then the recording stopped.
I wondered how the conversation about doing that had gone.
---
Monday
I had a quiet morning at work, and watched Sandy head out to Bob's office.
About fifteen minutes later I got a message from her.
[Bob was between meetings, so he just had me kneel down in front of his chair and suck him off]
She slunk back to her office and put her head down behind her monitor.
On her way out, Sandy came over and stopped at my desk. I was working, so the interruption annoyed me, but I looked up at her.
"Can I wear normal panties tomorrow, under the cheerleader skirt?" she asked me quietly.
"Why?"
"Because somebody might see under it - it's pretty short. I don't want anybody here seeing me in a sexy thong."
"I'll make you a deal," I said. "If you wear panties, you have to make sure that somebody here sees them, and text me about it. If you wear a thong, you don't have to show anybody. Your choice."
---
Tuesday
I got to the office on time. I said "hi" to Judy the receptionist in her cat costume.
Sandy was already there in her cheerleader outfit.
I dropped my bag on my desk and went into her office. I went to the side of her desk and looked down.
"Show me your panties," I said.
"Good morning to you too," she said, lifting the front of her skirt.
She was wearing normal, white panties.
"I look forward to hearing about your day," I told her.
"I notice you're not wearing a costume," she said.
"I'm an office drone," I said and headed to my desk.
Just before lunch time, I got a message from her. I hadn't even noticed her leave her office.
[I dropped my mug in the kitchen and Mike would have seen my panties when I bent down to pick it up]
Hmmm. I thought she could do better than that, so I texted her back.
]I want you to show your panties from the front[
A little after lunch, I got another message from her.
[Bob summoned me to his office. He lifted my skirt, then had me bend over his desk and pulled my panties down. He fucked me in the ass and I didn't cum. I dropped the condom in the ladies' room as you've told me to]
That wasn't going to count, and sure enough towards the end of the day, I got another message.
[I pretended to stumble and fall in front of Jim, and he got to see all of my panties]
That'll do, I figured.
---
Wednesday
I rolled into work on time and Sandy was already there. I went in and said "hi."
"Hi," she said.
"Have a good night of trick or treating?"
"We handed out a bowl of candy, yes," she said.
"In your cheerleader costume?"
"Yes," she said. "Billy really likes it. He made me take the panties off though."
"I bet you made some fathers' nights," I told her before heading back to my desk.
Towards the end of the day, Sandy was walking past my desk and stopped briefly.
"What should I bring to wear tonight?" she asked.
"Why not bring your cheerleader costume," I told her. "Seeing as it's almost Halloween."
She sulked off.
Later at home I hatched a plan for the evening. When Sandy got to the door, I invited her in, then watched her change into her cheerleader costume. Having changed into a sexy bra, rather than her sports bra, and the sweater, she took off her shorts and put the skirt on. She pulled a pair of normal white bikini panties out of her bag, but I shook my head.
"The thong'll be fine," I told her.
I took her hand and we headed for the door. We dropped her bag in her car, and I told her to lock it up. We'd be walking.
"Where are we going?" she asked.
"This way," I told her. "Not far."
I led her to a little dive bar a short walk from my place. It was off the main drag, and looked to have been converted from an old house, years ago.
"Now act normal and do as you're told or I'll leave you here," I told her, and she nodded, looking nervous.
Inside it was pretty dark. There were a bunch of old biker looking guys, and we smiled and nodded to each other, but their eyes were mostly on Sandy.
At the bar I waved to Red, the bartender, and ordered 2 bottles of Corona. Nick, one of the leaders of this band of misfits, came over and we bumped fists.
Nick and I go way back, and we've shared multiple adventures involving women over the years. He must have known Sandy was doing as she was told because there'd be no other reason why a younger woman would be with me, here, dressed like that.
"It's been a while," he said to me, but looked at her.
"Yeah," I said, "been busy. How's things?"
"Looking better," he said, almost licking his lips.
I got our bottles and handed one to Sandy. She took it, but didn't make a move towards drinking any.
"Why don't you join us?" Nick offered, waving his arm towards the pool table in the back.
"We'd be delighted to," I said, and followed him back there. I assumed Sandy was following me.
Back at the pool table, he stopped at one end and said "do you want to play a game?"
"Nah," I said, knowing he'd probably just beat me, "but I'm sure Sandy would."
"Oh no," she said, "I'm terrible at pool."
"It doesn't matter," I said, smiling, "he's going to win anyway."
"OK then," she said, "I guess one game won't hurt."
There were a couple of empty chairs, so I took one next to a small table, putting my beer on it. Sandy came and put her bottle down too. There were four crusty old guys and they watched her carefully. I turned to acknowledge them.
Nick had racked the balls and gallantly handed Sandy a cue. She looked around behind her nervously, then quickly bent over and shot hard then straightened up, as the balls scattered around the table. He didn't look at her with disdain like he does when I do that.
Nick took the cue from her and walked around to the other side of the table. He quickly pocketed a couple of the stripes before setting her up for a decent shot. Deliberately, I'm sure.
Sandy took the cue she was handed, and went and looked at the obvious shot he'd left her. She seemed unsure about bending over in her short skirt, but eventually she had to do something. With her back to us, she bent over, just about flashing just the bottom of her ass cheeks at us, and lined up. A couple of the crusty old biker dudes leaned forward to watch her better. She only paused for a few seconds, then took the shot. The ball went in the pocket, but the cue ball span back towards the middle of the table leaving her no easy shot.
She looked at the table forlornly, unsure what to do next.
Nick sidled up to her.
"If I may?" he offered.
She nodded.
He pointed at the red ball. "That's your best bet," he said.
"I can't reach that though," she whined.
"Sure you can," he said, "you just need to put your left knee here," he tapped the edge of the table, "and reach over with your hand here," he tapped the table again. "It's not an easy shot, but you can do it."
She briefly glanced at me, then realized that she was going to have to get on with it. She lifted her knee onto the table, giving us a great view up her skirt, and lined up like Nick had told her. We stared up her skirt at her thong. She hit the ball and it span off, twisting, and hit several other balls. Her knee came down and she put her foot on the floor again, and we watched the black go into the top pocket.
"Well that's a shame," Nick said, "you lose."
"Oh well," she said. "Thanks for the game."
"Now what do I win?" he asked her.
She looked at me. He looked at me.
"What do you want?" I asked him.
"How about you flash them titties for us?" Nick said to her.
Again, she looked at me, and I nodded.
This side of the pool table and with her back to the rest of the bar, she grasped the bottom of her sweater, bringing it up until she could collect the bottom of her bra, and lifted her hands up briefly, giving the merest flash of her tits.
"That was too quick," Nick moaned, "that wasn't even one Mississippi - we should get at least," he paused, "five Mississippis."
She went through the process again, only this time she held her sweater up for at least five, maybe six seconds, letting us all get a good look at them. The crusty guys stared at her intently.
"Lovely," Nick said. "Shall we play again?"
"I don't..." she started, but I interrupted. "She'd love to."
This time Nick broke, barely scattering the balls at all. Sandy stepped up and lamely scattered the balls a little further. Nick collected the cue as he breezed past her. He chalked it up, then proceeded to down all the spots and the black.
"Lucky me," he said. "This time, I think I'd like to see you bend over with your panties around your knees."
Sandy looked a little shocked, but knowing I'd be no help, turned to face the bar. Strangely nobody over there seemed to be paying us any attention. She pulled her thong down to her knees, then bent forward at the waist until she could put her elbows on the edge of the pool table.
