An Instagram Nightmare

When I felt myself getting close again, I turned up the intensity on the vibrators and Annie started to roll her hips. She moaned with my cock in her mouth and couldn't help but get distracted. It didn't matter though.

Her mouth's warm embrace mixed with the gentle breeze of her breathing around my cock felt amazing. As I reached my orgasm, I took hold of her head, and forced my dick down as far as she could take it.

She gagged and tried to pull away from my dick, but her strength was no match for mine. As my salty semen filled her belly, her own orgasm hit and her eyes rolled back. Her hands and feet uselessly pulled at her bindings.

As her struggles got weaker, I pulled my cock free from her mouth. A trail of semen followed it as she collapsed onto the bed. My cockhead was still covered in pussy juice and semen so I wiped it along her cheeks while she recovered, smearing the marker from earlier.

After a minute I lifted her head up and put the camera directly in front of her. She started at it for a few seconds without reacting so I yanked on her hair and she got the message. With a little bit of hesitation, she told the camera how much Cock Hole loves having a man handle her properly, and how much Cock Hole loved the taste of Sir's cum.

She made a show of licking some off of her lips as she said it. Then she thanked the audience for watching, and wished them a good evening. She ended it with a big smile to the camera and a little giggle.

I ended the recording there and turned the vibrators up. Annie started to moan and writhe on the bed. I grabbed the panties from nearby and wiped them along her pussy lips. I soaked up all the pussy juice and semen I could. Then I pulled her jaw open and stuffed them inside.

After that I got the red ball gag from earlier and forced it into her mouth too and finished by slipping the hood over her face, encasing her in darkness. Annie began to struggle desperately. She pulled at the ropes holding her open with all her might, but couldn't budge them at all. She grunted through the gag, and even attempted to scream. Unfortunately for her, nothing but garbled quiet moans could be heard.

I leaned down beside her on the bed and whispered into her ear. "I'm going to edit the rest of those videos so I can post them on your page. You stay here and cum some more for more me. You'll do that for me, won't you cock hole?"

Her struggles stopped. Annie reach out with her head to try and make contact with me. I let her, and she ended up rubbing her leathery cheek against mine. "What, you don't want to be left alone?" I asked incredulously. She nodded her head quickly.

I thought for a moment, and then pushed her away. I spanked her fiery red ass three times in quick succession which prompted a lot of squealing and wriggling from her. Then I left the room. I went out into her apartment and into the kitchen. I leafed through the cupboards until I found cups, and poured myself some water from the sink.

I gulped down the sweet refreshing nectar, and then refilled the cup. I brought it back to her bedroom and carried it over to the bedstand. Annie was on the bed humping the sheets as her body froze up in orgasmic bliss. I watched her for a minute while she calmed down. When I moved closer to her, she seemed to notice my presence and started struggling again.

I sat near her head and she pressed her cheek into me, once more looking for contact. I undid some of the straps at the back of the hood and then partially slipped it off, uncovering her mouth.

I then ordered her to open, undid the strap behind her head and pulled the ball and panties out. She gasped, and thanked me. She quickly started begging me to remove the rest of the hood, and told me how she hates small dark spaces.

I nodded and made mental note of that for later, but simply offered her a sip of water from the glass. She sighed and accepted, greedily slurping it up as she went. I even had to slow the pour to keep her from drinking it too fast.

Once she was done, I put her panties back to her lips. "Please. Cock Hole will be good. Just please take the hood off." she said in an adorable shaking voice. "No, sluts need to be silenced until their owners are back. Now open your mouth." I was firm, and it worked.

She opened up and I stuffed her cheeks with her panties and the ball once more, retightened the strap at the back and then slipped the hood back over her mouth. I finished by tightening the hood's straps, so she had no chance of removing it. Then I got her phone out and took a few more photos of her struggling form.

I got in close on her pussy and spread her lips for the camera. I showed it her asshole in full detail and even stretched open both of her holes with my fingers. Then I went to her head and posed with her leather bound form. I set her phone down, and went back to where I found the first marker.

I didn't find another one, but I did find a white gloss that I used to write the words "IN TRAINING" across Annie's hood. I then took a couple more photos of me posing with her hooded face before heading back out of the room.

I went to the kitchen and looked through her fridge. It was practically empty with nothing but alcohol and packages of leftovers from restaurants. "Well that's just sad." I thought to myself. I opened up the different bags on the counter and found a couple of half eaten sandwiches, part of a salad that had been picked clean of certain vegetables, and a mashed potato side.

I split the food onto two plates, grabbed a fork, and took it all back to the room. Annie was still there on the bed trying to keep her sanity. I set her plate down on the bedstand and went to sit beside her on the bed. I lifted her head into my lap, and let it rest against my crotch as I ate.

Every time she turned her head I'd feel the leather rub against my dick. It felt great. I scarfed down the meal and cleaned myself up. Wiping the crumbs from my mouth onto the plate, and sweeping off any that had fallen onto the bed.

Then I set my plate down and lifted up Annie's head again. I undid the bottom straps and lifted the hood up. She was silent. Even when I undid the ball gag and slipped the panties from her mouth, Annie didn't speak. She just waited. "I brought you something to eat, Cock Hole.

We wouldn't want you passing out from hunger now would we?" I asked her. "Yes sir", she answered. I put the sandwich to her lips and she took a bite. I let her chew for a while and then offered her more. We kept this up until the sandwich was gone. While I was preparing the fork for her salad, she spoke, "Sir, can Cock Hole have another drink?"

I loved that she was falling into line so easily, so I agreed. I put the plate down, got up, and took the glass to get some water. This time I went to the bathroom sink in the ensuite. I sat back down and gave her a drink and she spoke again after licking her lips, "Sir, you said you would let Cock Hole go if she was good?".

She waited for me to answer. "Yes" was all I said in reply. She waited for me to continue, but when I didn't she spoke out, "Sir, can you tell Cock Hole how much longer she must serve you?". The question was a fair one, but I enjoyed keeping her in the dark. It was a big part of the fun.

Instead of answering her, I held the fork with some salad on it to her lips, and ordered her to open. She did, and I continued feeding her until she was done. When she was, I gagged and hooded her, but turned the vibrators off and put them away in the toy bag.

I took the dildo and plug that were laying nearby, re-lubed them with the bottle from the stand, and reinserted them back inside her. They went in much easier this time, and she groaned while they did. I used another pair of her panties from her dresser to hold them inside her and then untied her arms from the bed one at a time.

I went over to my toy bag and grabbed two leather mittens, and a jar of soothing cream. I set the items down beside her and then opened the jar. I scooped out a dollop of the cream and gently messaged her wrists where the ropes had held them. Then I set the jar down and picked up the mittens.

They were leather with straps on the outside that let you tighten them around the wearers fist. I held them over the bed and then shook them a little. Two small rubber balls pooped out of the gloves and I picked them up. I handed them to Annie, "Hold them in your palm and hold them tight".

She did as she was told and then I slipped the leather mittens over her hands. Once they were snuggly on, I tightened the straps, trapping her hands. "Try to free yourself." I said. She hesitated again. She wasn't sure what to do at first, but then awkwardly twisted around and blindly tried to paw at the ropes holding her ankles. Her hands were useless, and she couldn't get anywhere. I then pushed her back down onto the bed and went to her feet.

I got more cream from the jar and began rubbing it onto her ass cheeks. They were both red and sore, but as soon the cool cream made contact with her skin, she started to grunt and moan. I worked it into her skin for another minute before finding a towel in the bathroom to wipe my hands off.

I went back to her legs and untied each of her ankles and flipped her over. I laid her down on her back, and then got a rope and loosely rebound them. I finished by pulling the covers over her. I lifted her head and put a pillow underneath, and checked that she was breathing well through the nostril holes in her hood.

Then I went to front door of her apartment, locked it, and barricaded it with a door stop she had nearby. I guess she didn't realize you could block the door both ways. I went back to her bedroom and turned the lights off before climbing into bed with her. She squirmed beside me, as I cuddled up against her.

"You and me are going to have so much fun tomorrow.", I whispered into her ear. With that, I gave her a kiss on the side of her leathery head, and closed my eyes to go to sleep. Beside me, I could feel Annie squirming in her bonds, trying to get comfortable with the two large intruders inside her.

-------------->

When I woke up the next morning, Annie was snoring on top of me. During the night, I must have wrapped my arm around her because she was now sleeping on top of it and snuggled into my chest. I slipped out from under her and went to wash my face and use the bathroom.

When I came back, she was still sleeping so I headed out into her apartment. I went into the kitchen and looked through her fridge for something to eat. After I raided the fridge last night, there wasn't much left. I shook my head, and closed the door. I walked around her apartment for a bit, looking at the pictures and checking out her things.

Her apartment was rather lonely but neat. The pictures were lonely shots of her at different events, some at award shows, on beaches, and of course always dressed to the nines. As I looked through the place, I ended up finding her housekeys in a dish in the dining room.

I went back to her room and quietly opened the door. She was still fast asleep on the bed. I closed the door and headed to the front hall. I got my boots, put them on, and slipped out of the front door. I spent a minute trying each key in the lock until I found the right one and locked it. Then I headed down the stairs and out of the side entrance.

I went and got some breakfast sandwiches and some coffee from a cafe down the street and then headed back to the apartment. I let myself into the side door using the fob on Annie's keychain, and started toward the stairs. The young woman from yesterday was back at the front desk, and she caught my eye as I crossed the lobby.

She smiled and waved brightly at me so I returned the gesture before heading up. I entered Annie's apartment using her keys and then set the food down on the coffee table in her living room. I went back down the hall to her room, and found her where I left her. Sitting down beside her on the bed, I gently removed the covers from her body.

She startled awake when my hands made contact with her skin. I shushed her while holding her down. When she was calm, I started to roll her onto her tummy. She tried to push herself up with her mitted hands, but I pressed my palm into her lower back and kept her pinned to the bed.

She started grunting at me through the hood, so I started gave her ass a quick smack which stopped Annie in her tracks. I loosened the straps at the back of the hood, and then pulled it free from her head.

Annie's long brown hair was a complete mess, and the panties and ball gag still bulged in her cheeks. I stripped them both away, and offered her some water from the glass nearby. She gladly accepted it and gulped it down. When she was finished, I ordered her to stand up and present herself to me.

She had no idea what I meant, but rolled toward the edge of the bed, struggled to stand up, and then shuffled in front of me awkwardly. Her feet were still bound, and her holes were still filled with her toys from last night. Each little hop seemed to drive her wild as she moved.

"Cross your arms behind your back, and puff your chest out." She moved into position. I ran my fingers over her breasts while I admired them. Her skin was soft and it glowed a little in the morning light.

As I squeezed them gently, she trembled at my touch, but didn't move away. Next, I reached down to her crotch and slid the panties down a touch. I could see the dildo end sticking out of her.

I licked two fingers and moved them to her pussy. She closed her eyes as my fingers made contact. Gently tracing them over her lips caused Annie to begin shifting on her feet. When they reached her clit, I peel back the hood and touched her cute nub directly.

I poked and prodded it softly while she tried to ignore me. As I began to rub it gently between my fingers. I leaned in close and gave it a little kiss. Her hands instinctively tried to reach down to my head. I pulled back, looked up at her, and gave her a stern look. "Your hands don't ever fucking move when you're in position, slut."

"Sorry sir", she said meekly. I gave her clit a little pinch and she jumped. She quickly fixed her mistake, "Cock hole is very sorry, sir". "That's better" I told her before my tongue returned to her clit. While I circled and sucked, her breath became ragged. Taking hold of her panties, I pulled them down her legs.

The outside of her pussy and thighs were covered in her own juices and the dildo threatened to start sliding out. Grabbing it, I gently pushed it inside her, and began fucking her with it.

Her hands came forward again, and this time I felt the leather mittens make contact with my head. She tried to pull them back as soon as she realized but it was already too late. "Please sir, Cock hole didn't mean to". I had gotten up from the floor and grabbed her by the shoulders.

With her ankles tied and her hands in mittens, she had no way of balancing herself. So I was able to throw her down on the bed with ease. Using some rope from my bag, I crossed her arms behind her back and tied them together. Then I did the same to her wrists.

When I was done, I reached down and started again with the dildo. I fucked her hard and fast with the large black toy. Annie didn't even try to resist. She came hard within a few minutes, and I slipped the dildo out of her.

I held it to her mouth and she eagerly accepted it. She went straight to deepthroating it, and then suctioned off all of her flavour with her lips. When it left her mouth, it came out with an audible pop, and was clean as a whistle.

"Good girl" I told her. I put the dildo away in the toy bag, and went back to Annie. I started by untying her ankles before helping her up off the bed, out of the room, and into her living room. She looked around her apartment, but looked surprised that nothing was missing or broken.

"Sir, weren't you here to rob this Cock Hole?" she asked. I rubbed my hand over her shoulder, "No slut, I'm here for you". With that, I sat her down on the couch beside the table.

The coffee and sandwiches were still warm by the time we got there. Taking the lid off her cup, I gave her a sip and a bite of her sandwich. Then I took a bite of my own and enjoyed it. There was a television on the other side of the room across from the couch, so I looked around and found a remote buried between the seat cushions.

I turned the tv on and flipped through until I found a random drama. When I turned back to her, Annie was looking at me expectantly so I held her sandwich up for another bite.

She chewed it for a while and then swallowed before asking me a question, "Sir what kind of plans have you got for Cock Hole today?". There was a tiny hint of worry in her voice, though she was doing well to hide it.

I took another bite of my food and chewed it thoroughly while I thought. I had already used her sexually. Now I just wanted to see how far I could push her. What about a little bit of humiliation, I thought.

"You're going to go about your regular day", I told her. She looked puzzled. She opened her mouth to ask another question, but I put her sandwich to her lips to silence her. Understanding the message, she took a bite and listened. "You're going for a run in your favourite park.

Then it's off to that little coffee shop you love so much. Finally, you'll come home and do one your livestreams". If she was confused before, she was something beyond that now. She finished chewing and spoke, "You're letting Cock Hole go, sir?".

I offered her a sip of her coffee and then smiled at her without answering her question. She took it and then turned to the tv when it was clear I wouldn't answer. Annie kept glancing over at me while she ate. She couldn't help but fear what came next.

When we were done eating, I gave her some time for her tummy to settle and then told her to kneel down and suck my dick. For five minutes, she did her best to deepthroat me as much as possible. She licked my cock head, shaft, and even suckled on each of my balls. Her warm breath and moist tongue drove me wild.

I loved looking down on that angelic face as my cock parted her lips. Her giant brown eyes staring up at me with a complex look. A bit of fear with a pinch of excitement. I didn't really know what it was behind that look, but it got my cock harder than ever.

As she worked away, her tits jiggled with an enticing rhythm. All of it together was too much for me to bear, and I ended up pulling her down onto my cock as I released. Annie was forced to swallow all of my load before I would let her pull away.

While she recovered on the couch, I got up and went to her room to get my bag. I got two egg vibrators out and set them aside. Then I got the tape and her phone from the bedstand and put it next to them. Finally, I went through her dresser to try and find some clothes for her.

I found some cute little black panties for her to wear and some of her exercise clothes. A small white top and stretchy white leggings. I didn't find any socks there, but when I went into the closet I found a lot more clothes and a stash of socks with patterns on them. Little frogs holding hearts, and other animal caricatures. I got her a pair of the froggies, and put them with the pile.

I took all the supplies I'd gathered, back to the living room where I found her relaxing into the couch. I set the items down on the table and sat beside her. "Okay slut, here's the deal. I'm going to untie you, and you're going to go shower. "

"Afterward, you're going to put your makeup on, and you're going to get dressed." I pointed to the outfit I'd prepared for her. "You're also going to put those vibrators in your pussy and make sure the panties are pulled up at all times." "When you're done..." I held her phone up, "We're going to shoot the rest of that album".