An Instagram Nightmare

I shut the recording off and gave her a napkin from my pocket to clean herself up. She asked me if she could use her phone as a mirror, but I wasn't going to risk that. Instead, I held it up for her. When Annie was satisfied with her appearance, and after she'd given her pants some time to air dry, the two of us left the park.

We walked for a few blocks to the coffee shop, but there wasn't many people out right now. It was still early enough that people hadn't headed off to work yet, but still light out. Every person we passed noticed her stained pants, and some of them even made comments to her as they went "What a whore."

"She just wants attention, stupid slut" "What a perfect bitch, I'm jealous." Each comment seemed to feed into her excitement, and make things even more embarrassing for her. By the time we finally reached the cafe, her face was beet red and she rushed inside, directly to the counter.

I walked in, and up to the counter beside her while she was greeting the young man there, and reminded her "You have a job to do here. You better be nice to that man, and if he wants more after you show him your tits. You're going to do it".

Annie looked back at me with bewilderment in her eyes, but I assured her "I won't let him hurt you, but if he wants you to suck his dick back there, you're going to. If he wants to see more of you, you're going to do that too."

The man finished taking her order and then went to make it. Annie and I both looked around the shop, and noticed a distinct lack of customers aside from an older gentleman in the corner, facing the wall.

When the young barista finally returned, he had both of our orders in front of him, and set them down on the counter. When he did, I prodded Annie from behind, and she quickly stepped forward and lifted her shirt up. The man was given a full view of her tits, and she even held it there for a few seconds longer than I expected her too.

The man was a bit shocked, but once he could speak again all he said was, "Can I see those again?". Annie was annoyed, but lifted her shirt back up. "Can I touch them?" he asked, looking at me. "Sure, she'll suck your dick too if you want." I replied. "Really?" "Yea, she feels bad about being such a bitch the other day, and wants to make it up to you."

The guy didn't know what to say, but he looked around and then ran to the front door of the store. He flipped the open sign to closed and then quickly ran back. The customer in the corner of the room was wearing thick headphones and watching something on his phone so he didn't seem to even notice what was going on. "Yes please. What do I gotta do?" he asked.

I chuckled at his eagerness, but assured him that all he had to do was sit back and film her doing it. Annie would do all the actual work, he just needed to make sure he captured it. "Okay." he said, before reaching across the counter and grabbing ahold of Annie's left breast.

I took Annie's phone out and started the recording before handing it to him. He took it and then started playing with her again. After a bit, he motioned for her to come around the counter. She looked at me, but when I didn't say anything, she continued.

He took her behind the counter and pushed her to her knees. He sat his ass on the counter and Annie got the message. With her head inches from his cock, she started sucking while he filmed her. I looked over to the corner to see if the old man had noticed yet.

He had, but he had a big grin across his face as he watched the action. I smiled to myself, and thought "What a perv" before I took both of our coffees and went and sat down. From a nearby table, I enjoyed the sounds of Annie being humiliated.

The man wasn't gentle like I was. He kept forcing her to deepthroat him and Annie was constantly left choking. He was good about making sure she didn't go without air for too long though. No more than ten seconds before letting her take another breath.

When he finally blew his load, he pulled out of her mouth and coated her forehead. After that, he shoved his cock back into her mouth and told her to clean it. She did, but when she was done she took the phone from him and headed back over to me. She handed me the phone and pulled her shirt back down.

I handed her a spoon and told her to clean herself off. She looked at me with disgust, "You want me to eat all of that guy's cum too?" The words dripped with venom. I smiled and noted how she spoke. I would punish her for it later, but I didn't want the guys to think there was something off.

"Yes" was all I said. I held her phone up and the recording was still going. She took it angrily, and used it to spoon off all the cum on her face. She pretended to enjoy it at first and even mockingly asked the audience if they liked what they were watching.

After the first few spoonful's though, she noticed the old man watching her from the corner and something changed in her. She got shy and started using her finger to gather the last of the man's cum.

Each time her finger left her mouth though, she would sensually suck on it while looking over at the old guy. "Do you want to offer him your services too?" I asked. Making sure the camera got her reaction.

She blushed, but shook her head. "Cock Holes had enough please, sir". I patted her head before turning the camera off and offering her a napkin. Annie took it and wiped her face clean of the man's spunk. The barista disappeared into a back room with the biggest smile ever plastered across his face.

We finished our coffees and then I made her say a special goodbye to the man in the corner. She walked over to him, turned around, and offered him her ass. The old man took the opportunity to grope her and even found his way into her panties. She moaned before pulling away. He gave her a cheeky smile and then tipped his cap to me as we left.

Outside, Annie grabbed my arm and stopped me, "I want to go back home". I looked around and noticed there wasn't anyone nearby, so I pulled her phone from my pocket and went to make the account public. She saw what I was doing and quickly changed her tune, "Wait, wait, wait... Cock Hole is sorry, sir. Cock Hole just lost her nerve for a minute."

"Oh so you do remember your place, you were just choosing to be defiant." I said to her angrily. She gave me a sheepish look, "Please sir, there's no need to make that public. Cock Hole will be good." Annie gave me her best puppy dog eyes while waiting for me to respond. I knew her game, but it worked well with mine.

"Okay, but the next place we're going is to the mall." Her eyes lit up as the words left my mouth. "Sir, everyone will see Cock Hole's messy pants and know what a slut she is!" I nodded my head. "That's right, they will. You shouldn't have told the audience what you were going to do if that was a concern though."

She looked at me with wild eyes, and for a second seemed to even consider running away. Then she remembered the phone, and reluctantly agreed. I did take a little pity on her and let her lean into me as we walked. She managed to hide herself from quite a few of the people passing by.

When we arrived at the strip mall, she quickly hurried inside. I followed after her, and watched her snake her way through the mall trying to avoid groups of people the whole way. Finally, she arrived at lingerie store and went in.

This little slut was actually nuts. She could have lied and gotten anything else, but she chose to go inside this store of all places? I almost felt cheated, she was clearly way more into this than she let on.

I followed her into the shop, and found her checking out some silk panties in the back. She picked them up and even modelled them for me a bit over her clothes before taking them up to the counter and placing them on top.

The woman who worked there was older, maybe mid fifties. She had a refined look to her with a smart suit jacket, and pressed black slacks. While Annie was making her purchase, I couldn't help but pull my phone from my pocket and open up the vibrator app.

I waited until it looked like she was almost done, and then turned them up to a high setting.

Annie struggled to finish the interaction without moaning, and the woman seemed to notice something was off with her. She gave her a stern look as Annie hurried over to grab my arm and pull me from the store. Outside, she leaned in close and started to shudder.

"Please not here. I'll actually die of embarrassment if you make me cum here." I looked at her pleading face, and took a bit of pity. I turned them back down and put my phone away. I led her back outside and back to her building.

I made her greet the desk girl again, and then we headed upstairs to her apartment. When I took her inside, she immediately ran to her couch, plopped her ass down on it, and slid her pants away from her crotch.

Wasting no time, her fingers greedily buried themselves insider her snatch and she worked herself to another orgasm within a few minutes. I got her phone out and recorded the whole thing. Annie sat there breathing heavily after she was done, and I walked over to show her the video.

Watching herself act like such an animal made her face beet red. "I'm not like that, you just vibed me for an hour with no release. No one could take that". She realized what she had done, but tried to ignore it.

I sat down beside her and drapped my arm over her shoulder. "Your ass is too bruised for me to want to smack it anymore, so go to the other room, go into that toy bag, and find the long, thin cane and the nipple clamps. Bring them back here and take your shirt off."

Annie reluctantly got to her feet and walked down the hall. She came back a few minutes later with the items I asked for and put them on the table in front of me. Then she took her shirt off and tossed it onto the floor by the end of the couch.

She stood in front of me with her arms crossed behind her back, and her tits out. "Good girl." I told her. Standing to my feet, I picked the rattan cane up and whipped the air beside her head. She shut her eyes in anticipation of the blow, so I took the opporunity to give her what she wanted. A little bit of punishment. "Count them out and thank me for each one slut."

I let loose and the cane came down on the top of her right breast. Fresh tears appeared in her eyes, and she started the count "One sir, thank you sir."

The second strike hit in the middle, across both of her breasts and caused her to lose her balance for a moment. "Two sir, thank you sir."

The next three hits, she received well.

She took them without complaint or noise, and thanked me perfectly for each one.

The sixth hit is where Annie started to struggle. There were red lines forming across her skin and when the crop came down near them she stumbled and cried out. "Cock Hole is so sorry, sir. She didn't mean to". I was satisfied with her apology and let her return to position in silence.

She struggled to get through the last four hits, almost forgetting to thank me on the ninth one, but eventually she made it through. She was tear stricken, and top of her tits were red from her punishment. I grabbed hold of her right nipple and worked it between my fingers until it was nice and hard.

I then took one of the clamps from the table and let it close on her. She groaned and even tried pleading at me with her eyes. I ignored it and did the same thing to the other side. Once she was fully decorated, I gave her the next orders, "You're going go get ready for your stream.

Wash yourself, doll yourself up, do whatever you need to do to get ready. Then you're going to find the other plug in my bag and bring it to me". She gave me an understanding nod and then left to complete her tasks. I headed into her living room to edit the videos and photos before uploading them to her new account.

An hour and a half later, Annie came walking out of her room with full confidence. She was dressed in an expensive looking red dress that showed off her cleavage and clung tight to her curves. The clamps were visible underneath her bra, bulging through the dress.

She walked right up to me and gently set the anal plug down on the table beside me before moving into position in beside me. "How does Cock Hole look, sir?" she asked with a proud smile on her face. "Good", I replied. I reached under her dress, and into her bra and found the two clamps. I slowly released them to gasps from Annie. After the clamps were off she gently rubbed her chest. Annie tucked her breasts back into her dress and resettled everything to her satisfaction.

"Bend over the table" I ordered. She quickly bent over the middle of it, to my left. I looked at her ass and saw black panties hugging her thighs. I pulled them down and picked the plug up. I reconsidered for a moment and then ordered her to go get the lube.

She shuffled to her room and back, her panties still around her knees as she went. Once Annie was back over the table with the lube beside her, I picked up the bottle and undid the top. Starting with just a little, I poured the lube on the plug. I got it nice and slick before recapping the bottle and setting it back down.

Then I held the plug up, "spread your cheeks Cock Hole." I told her. She put a hand on each and pulled them apart. I pressed it against her ass and started pushing it into her. This time I didn't afford her any mercy. Just a single straight shot inside. She couldn't help but slap the table and groan.

"Get up." You have an audience to entertain. " I slapped her ass as I stood, and then walked through her apartment to her streaming room. Behind me, she pulled her panties up and began following me around. I took her to her streaming room and ordered her to get set up. She turned her computer on, started up all of her programs and ran through all of her pre-stream checks.

I sat down in her chair and waited for her to finish. Once she was done, she presented herself in front of me with her arms crossed behind her. "That plug in your ass is special", I told her while loading up the vibration app on my phone. "It hooks into the app just like the others, and I can control it from anywhere as long it has batteries.

" I turned the settings up and Annie grabbed at her ass while trying to stifle a groan. "Please sir, Cock Hole won't be able to stream with this much pleasure. " She said quietly.

I lowered the setting and her breathing returned to normal. "You're going to do your stream like normal. Only this time, you're going lose the panties and the bra." She looked at me with giant eyes, but before she could speak I held a finger to her lips.

"When you go to write their names on the board, I'll be watching you, and if you start bending over too much I'll turn on the vibe." He turned it up all the way for just a second and Annie was quickly brought to her knees. She clenched her fists and shut her eyes tight.

When I lowered the vibrations, she looked up at me with a crazed look. "Sir, Cock Hole will die if you turn that setting on when she's on stream. I'll cum right away and everyone will know what I am." She was dead serious as she stared into my eyes. "Then you better be careful then, huh?" was all I said.

I stood up and walked behind her. Putting my hands on her shoulders, I pushed her toward the chair, and down into the seat. Then I flicked the settings up to max one more time, and left the room. I heard the little slut moaning loudly as she came. I went and sat in the living room, and then yelled out for her to begin.

Within ten minutes her live stream was up and Annie was talking to her audience as if nothing was wrong. She sat in her chair and made up stories about the day. She told them all about her run, and how hot it was out today. Then she told them about the cafe and how the guy behind the counter finally flirted with her.

Every few minutes I'd turn the vibes up a little and watch as her face flushed while she struggled to maintain her composure. Even on a low setting, Annie was having a hard time concentrating.

About ten minutes in, she got her first donation. It was a ten dollar message which was big enough to get the person's name on the board. She twisted in her chair for a minute looking nervous but carefully slid her ass off the seat and plodded over to the white board.

Annie started at the top of it, reaching up above her head to write. Her dress pulled up a little and her ass cheeks could faintly be seen, but Annie finished quickly and returned to the chair.

More and more donations rolled in after that, and Annie tried her best to write small on the board. I realized what she was doing and sent a message in her chat, "Hey she's jipping the dono's, they paid for their name on the WHITE board, not their name on the ANT board. Make the writing bigger!".

Her chat room turned on her a bit, and others started calling her out too. Annie frowned and then went back to the board. She spent a few minutes re-writing the names bigger, and now she was running out of space.

She was starting to have to bend over to write them and as she did, her ass would peak out from behind the dress. The chat noticed, and went wild. They started giving her more donations to try and force her to bend over completely.

Thirty minutes in was when she finally did it. She held her legs together tightly as she bent over but the audience could still see parts of her pussy lips showing. I hit the max settings, and Annie collapsed to the ground on stream holding her mouth. She was hoping to silence her moans and control herself, but it was obvious what was happening.

One hand was glued to the floor trying to steady herself and the other was self gagging. The comments called her all kinds of nasty names and laughed about what an easy slut she was. I thought she'd finally break and turn the stream off, but she didn't.

Annie sat there on the ground until I turned the settings back down. Then she composed herself, got back up and finished writing the names on the board like nothing happened.

She went back to her seat, and pretended everything was normal there too. Her chat was confused, but quickly realized it was a kind of game and kept playing. They flooded her chat with all kinds of dirty talk while watching her run back and forth between the board.

After the third time I turned the vibe to max settings, Annie ended up cumming all over the floor in the middle of the room. Luckily her back was to the camera so they didn't see her juices squirting out, but they did see her back tremble and shake. She tried desperately not to make any noise. While she sat there on the floor, the biggest donation she'd ever had rolled in.

Ten thousand dollars from a random chatter. The message with it read, "Stand up, turn your back to the camera and bend over". Annie read it and rather than being upset by the clearl sexual intention, she was turned on. She did as she was told, and this time her pussy and plugged ass were on full display for just a second.

Then she righted herself, reajusted her dress to cover back up, and sat back down. Her chat lost their damn minds. Now the donations were flooding in so fast, Annie didn't even have time to read them all.

I got up and walked to the door of her room, and opened it. I looked inside, and Annie was turning to look up at me. I motioned for her to come, and she did. She muted her microphone and then stood up and walked over to me. Annie stood there in front of me, soaking wet, and presenting herself.

I reached down to her pussy and gathered some of her juice and then held my fingers to her lips. She took my fingers into her mouth and then sucked them clean. She made sure to never break eye contact with me while she did it. I wanted to just grab her and take her to the bedroom right now, but I had other plans. "You're going to offer them your body as a whiteboard for the rest of the stream."