Mandeleter

In my apartment

As a lot of strange encounters begin, I'm playing on the internet in all the wrong places. A guy emails me to tell me likes a few of my stories I post here and there. He says he's read my profile and seen my profile picture and would like me to wear some panties for him. He says it makes him horny watching guys in panties jerk off for him on Snapchat. Well, I'm not young, or cute, or sexy. I'm just a middle aged guy looking for love in all the wrong places. And, I've never worn ladies panties. I'm alone a lot and really don't have anyone to hang out with much less have sex with. This guy is fun, talks dirty to me, so I wanted to do something naughty for him. To be clear, I've only dreamed of being with another guy. Sometimes as weird and scary as the internet can be, when everyone is just screennames and anonymous persons, there is really no way things can go too far. Or so I thought.

'Mandeleter' asked me where I live. I told him Seattle. I live in Spokane. He just said 'LOL'. He sent me some pictures of panties he liked and where I could buy them. Most were just cheap Walmart things. But on the Adan and Eve site, there were some really kinky ones. These weren't ladies panties. They were pink satin sissy panties. There was a little satin tube in the front that your dingy would slip into. In the back was a one inch round hole with lace accents for easy access to your 'you know what'. Well, I'm not a sissy, I thought to myself. I took some time on my day off to shop at Walmart, then I went to the Adam and Eve store to buy them anyway. Strangely enough, as soon as I was in the store, my phone buzzed notifying me I have a text. 'Mandeleter' had an additional request. He told me to find, and also purchase, an item called the 'Violator'. My eyes widened when I saw it. The cute 20 year old girl clerk just laughed. I shyly picked it off the rack and quickly check out, walking fast to my car. This was odd, I thought. I was glad he asked me to add to the list while I was still in the store, as it's a long way from home. His timing was lucky for me. 

In the safety of my apartment, I opened the packages I'd purchased. In the plastic shopping bag from Walmart were 5 pairs of panties. Two were thong back, one black lace and one white lace. Two more were full coverage granny types. A two pack, so both beige. The last was a Playtex hipster, I guess you'd call it. It will tightly cover most of my bottom half. The fabric is rubbery. The lower panel is wide and thick. It will be tight and support my little dick and balls snuggly under there. The top will go up hugging my hips well. My butt should look tight and round in them, like the lady in the picture on the package. I took them out of the bag and held them up in front of me. They might be a little tight, I thought. 

My phone buzzed again. 'Mandeleter' was back. TEXT "If you have them home, you should try some on to be sure they fit you all right."

Looking around, I felt like he was right there in the bedroom with me. But, of course, he wasn't. I texted back, TEXT "I'll try them all on tonight." I hoped that would keep him at bay until later. 

The sissy panties were the coolest! Soft and silky. The little dicky sleeve in front looked very inviting. I felt a little twinge in my shorts. My hard dick will feel really nice sliding into that, I thought. The ass access hole in the back was a little much though. But the silky fabric made me want to wear them almost right away. It was still early afternoon. I pulled the blinds, locked the front door, and in the quiet privacy of my small apartment bathroom, I stripped off my jeans and shorts. I could feel the silky panties as they slipped up my bare legs. They felt amazing! Now I can see why all those sissy guys in the trans porn videos wear this stuff! Before I could get them up around my waist, I was hard. I carefully slipped my dick inside the sleeve and slowly lifted them the rest of the way on. They were a but snug, but I liked that. The sleeve was pointing straight out, with my dick head barely peeking out the end. It was tight and felt awesome. I wanted to grab it and start rubbing one out, but I had one more thing to unwrap. 

As most of you probably know, 'The Violator' is a huge black soft rubber dildo. There is a picture of a huge black guy with a monster cock on the label. It has thick veins bulging out everywhere, a big set of black balls at the base, and a huge, nasty looking cock head. This one was the smallest 'Violator' they sold. The package says it's 10 inches long and 5 inches around. The balls are as big as apricots. The head is bigger than the girth of the shaft with a large hole in the tip of it. The package says you can squeeze it and it will suck up liquid then squirt it back out when you squeeze it again. I tried it with some water. I covered my mirror and splashed a bunch in my face the first time I tried it. I better be more careful with this thing! 

My phone buzzed. TEXT "Have you tried on any of the things you bought today? I'll bet you have."

I shyly replied, 'I had'. I pointed my phone at my erect penis in the pink satin panties and sent him a shot. My phone buzzed again. Snapchat was enabled and he wanted me to accept. I was warm and shaking a little bit. But my dick was still stiff and wanting release. TEXT "Stroke it for me, my new faggot friend." I touched the accept button and started to rub the sleeve with my fingers. Soon my fingers were tightly wrapped around my silk clad cock stroking and squeezing it. I could hear him talking, telling me what a fag I am. I wanted to mute him, but I didn't. All I could think of was jerking off. Well, it didn't take long. As a matter of fact, it was most likely the quickest orgasm I'd ever had. I came all over the sink and the floor. I gasped and was trying to catch my breath. It was more than just a little orgasm. It could have been the most intense one ever, too. 

When I'd composed myself, he was gone. I was glad. Once I had released, I was ready for a beer and a sandwich. Ha!

Later that night he was on the phone again. This time he called me. Surprisingly enough, it was just as I tried on the Playtex panties from Walmart. As I pulled them on, it seemed like they were more like a girdle. Tight and stretchy, fully covering and tightening my body under my tummy. I was naked otherwise, and back in the bathroom. I had been thinking about the earlier orgasm and wanted to try it again. With him here, I wasn't sure it would be the same, but it was. 

"You like wearing the girl's underwear, don't you, you little faggot?"

" I guess I do. You certainly could tell earlier, I suppose. But, I'm not a fag, if you wouldn't call me that again, please."

"Whatever you want to believe, my new friend. But when you dress like you want to attract a man to fuck you like a whore, and you get off doing it, you are a faggot. So accept it, bitch."

"Bitch?" I froze. My dick tingled again. It was growing quickly in the tight rubbery panties. "Why did you call me a bitch?"

"Oh, you like that, don't you?" 

I didn't speak. My hand was sliding down, over the rubbery panties, cupping my dick and balls. I was already hard and dripping cum. I was in a daze. But I jumped when my phone buzzed. 

Snapchat.

I quickly accepted his request. "Show me your face, bitch."

I bit my lip and moved the phone up to my face. "Where is 'The Violator?" I glanced to the side where the huge dildo was resting on my sink. "Pick it up and put the head in your slutty mouth, bitch."

I didn't hesitate. I was so fucking hard! One hand trying to hold the phone steady and the other holding a giant size man cock. I squeezed it. I little water was still inside. it spurt in my face. I heard 'Mandeleter' laugh. His voice was deep, manly and stern. I tried not to notice him. But couldn't turn the phone away or stop him from calling me a bitch. I opened wide, slipping it between my trembling lips. "The Violator' was wet and slippery but very big around. I had to open even wider to get inside my mouth. I heard myself let out a straining "Ahhhh...fuck!"

"Good little bitch! Set the phone on the silk so I can see you sucking that cock. You are going to jerk off onto your phone for me. Let me see you cum, you fucking bitch!"

He was so forceful! I loved it! I did everything he told me. Not because I was his to order around, but because I was alone, safe in my home. And whatever play this was, it was working for me too. I pushed the huge cock inside my mouth, sucking and choking on it, like it was a real cock to be serviced. He was calling me a bitch and cock sucker and telling me how hard he was going to fuck me when he gets me alone someday. I'd pulled the panties down in front, exposing my dick so I could work it. I was vigorously jerking off. It was amazing! Having the huge cock filling my mouth made me feel helpless like I was gagged from screaming or begging for this to to stop. I felt like a kidnap victim being abused by the captors. I kept stroking. I gave the cock a good hard squeeze as I shoved it in even deeper. Some water squirted out of the tip again, into my throat. When that happened, surprising me, I choked and came at the same time. I was choking and gasping for air again. Water and saliva were spewing from my mouth. Cum was all over my phone and the floor too. "Oh, my fucking God!" This was nuts!

'Mandeleter' was gone. I was exhausted, barely able to stand. My breathing was deep and fast. I was laughing. This was a crazy, sexy, naughty way to pleasure myself. But I was all in now.

I waited for the call. He wasn't following up. A few days went by. Maybe that was it? I was very disappointed. I'd found a jerk off buddy and I liked it. All sorts of emotions were flowing through me. I didn't like him abandoning me. I was sad. I wore the panties and sucked the dildo a few more times. But it wasn't the same at all. Soon they found their way to the back of my closet, a distant memory. 

 Then, one day after work, there was a package on my doorstep. It hadn't been mailed or shipped to me. There was no label. But my name was nicely printed on the top. I took it inside and quickly opened it. I knew it was from him. But, wait. This just got really creepy. I took more time pulling the tape off the package and opening it. My mind was racing as I opened the top of the box. I was so excited! Does he want me back? Geees, I'm all giddy like a schoolgirl having her first crush!

The note in the box was nice. He missed me. He wanted us to have more fun. He has some ways to step up our time together. Some ways to stimulate our relationship even more. I was confused until I pulled off the packing paper and examined the gifts he had left there on my porch for me. 

Right on top was a iphone stand so you can make your own home movies. A little tripod and a clamp for my phone. But under that was more of a surprise.

I've never seen these sorts of toys before. I guess I've missed these areas in the porn sites somehow. There were a few items including some really weird nipple clamps, a mouth gag of some kind and a cock and balls strap to wear when I jerk off for him. His note said the pain of the nipple clamps, the distraction the plug will provide, and the cock strap will extend my pleasure for a longer time, and his too. This was getting serious. But I missed him too. And mostly, I missed the crazy orgasms I'd experienced. I wanted more. Lot's more. And here it is, looking me right in the face.

The nipple clamps weren't little clips. They were big pink rubber suction cups. They were as big around as a hockey puck. Inside the cup was a long, wide slit that opened like a mouth when you squeezed it. It would take in much more than just my small nipple when applied. I carefully pressed the sides of one, watching the deep, wide mouth open. I could put 3 fingers inside. When I released it, it grabbed my fingers, sucked them deeper into the cup, and wouldn't let them go. It hurt and left a red mark on them. This was going to be fucking bad!

The cock and balls strap is two thick silicone rubber rings set together. One very wide one will wrap around the base of my dick and the other wraps up under my balls. It feels like they will fit so tight my balls and the shaft of my dick will be sore, and purple in a very short time. I could barely get two fingers inside the cock ring. My dick isn't very big, but this will be a tight squeeze. 

The last item is a cock gag. I'm not sure why he want's me to try this, but I did get pretty horny when the 'Violator' was gagging me before. This time there will be no question about what the purpose of the cock in my mouth is for. I'll be making naughty 'Mummph' noises. He said he liked that when I was sucking the 'Violator'. The note continued. All of this was to stimulate me, control me and make me very uncomfortable. I shouldn't cum for quite some time. Or, if he was right, I'll be so horny I'll cum before we even get started. The note ended, 'Let's see if it's going to work'.

No sooner did I have these items unwrapped did my phone buzz. Another phone call. He wants to speak with me again. I looked over the weird stuff on the counter, shaking a little. I slowly lifted the phone and pressed OK. "Hello. I got your package."

Fucking me like a whore.

It was Sunday morning. I was alone again, as usual. He told me to set up my phone and put on the sissy panties again. I closed up the apartment. I was getting horny just hearing his voice again. I was excited he still liked me. 

"So, has my little bitch been a good girl while I've been away?"

My voice was trembling as I replied. I was embarrassed. "Yes... Yes sir. I've been good."

"Get that phone set up, bitch. I don't have all day. Pose on your bed in the panties, then follow my orders, or I'll break in and fuck you like a whore. Got it?"

"Oh, Yes Sir!"

This game was scary but very fun and exciting. I almost felt like he was right outside ready to break in. I quickly set up my phone, accepted the Snapchat request, and sat on the bed. He told me to get on my hands and knees so he could see my ass. He asked me to play with 'The Violator' like I was jerking it off. I could tell he was taking still photos of me the entire time. But I didn't care. I loved the attention. I'd become his sissy bitch. Whatever that is.

After he had enough of my posing for him, we began to fix me up. First I strapped the cock gag into my mouth and buckled it around my head. It's a 4 inch wide vinyl band that wraps all the way around covering my mouth. It presses tight around my cheeks and head. Attached to the inside of the strap is a dildo to fill my mouth. The strap holds it in. The part covering my mouth extends from just under my nose down to the bottom of my chin. It's really wide and tight. The part touching my skin is a little sticky, securing it in place. The cock part is a fat rubber dildo even bigger around than 'The Violator'. It was about 5 inches long, just deep enough to fill my mouth but not quite deep enough to gag my throat. I had to open really extra wide for it to slide in between my lips and teeth. My cheeks puffed out when it went in. This thing is really fat! I hoped it wasn't too long to give me any trouble throat gagging me. It seemed just barely short enough. But when I finished buckling it tight, the tip of the dildo touched the back of my throat, tickling it just a bit. It was really nasty. Once again, I mumbled an uncomfortable, "Ahhh... fuck!"

I posed for him as I secured it and when it was finally in place. He liked me looking like a little bitch bondage model, he said. I blushed. The gag was really uncomfortable. My mouth was extra wide open and stuffed full, and I couldn't push the fat dildo out. But the feeling of the sticky wide vinyl strap wrapped tightly around my face got me dreaming of being his bitch, helpless and vulnerable. I got hard. 

"Well, now that you are ready for the straps, let's get those on next." 'Mandeleter' ordered. He must have noticed my dick was poking straight out in the silk panty sleeve. This took some doing. I was tugging and stretching the straps to make them fit. He laughed when I finally got the one around my dick. "I'll bet that hurts." I nodded. 

The ball strap was easy compared to the cock one. It was tight but my balls slipped through it, then bulged as it squeezed them tight. I shoed him the results. He said I was a good little bitch. 

I waited quietly as he was doing something on his end. Jerking off a little was my guess. I was trying to put off pinching my nipples. But he quickly began to order me to continue. He said he picked those out special for me. "When I first hear you gagging and trying to speak with that big dildo in your mouth, I wanted to hear you more and more. Those things are going to give me what I want. Put them on then I have one more order for you before we begin."

Looking shyly down at the plastic package, I slowly took the first cup, squeezing it to open the sucking, biting mouth. "Put them on, bitch!"

"Oh my fucking God!" Well, I didn't know they would hurt this much. With just the first on on I was wincing and wiggling in pain. The first one grabbed a big chunk of my chest including my sore, tender nipple. I actually started to cry, dripping tears. I could tell my face was flushed and red looking in my bedroom wall mirror. "Mummphhh! Oh Fuck! Mummphh! Mummphh!"

'Mandeleter' scolded me for taking too much time to complete the task. "Put the other one on and let's get this over with, bitch!" 

I grimaced, closing my eyes, as I let the second one grab my nipple and suck into it's grasp. "Ohhhhhh! Fuck! Mummphhhhhhhhhhhhhhh!"

I look into my phone praying for his approval. Now I want this over before it even starts. I'm trying to speak, begging for mercy. I want him to have his fun quickly, and let me get back to a more normal experience. But he isn't done with me. I'm ordered to pose, pulling at the nipple clamps and rubbing my dick. It's still rock hard. The strap is doing it's job well. But I can't feel it. I can't feel my balls either. The good news is my nipples are also getting numb with every passing moment. But they still hurt like fuck!

The fay cock strapped in my mouth touches the back of my throat. The sensation of being gagged like a slave and tortured like a victim sets in, I might cum after all. After a long session of rubbing and jerking my bound up dick, wrapped in the silky girly panties, I feel like there might be a chance. 'Mandeleter' is telling me how much of a pathetic slut I am. All I can do is mumble cries for mercy through the mouth filling gag and stroke my dick as fast and as hard as I can, hoping for completion, But it doesn't happen. His tricks are working. Suddenly he changes his tone.

"It's time to finish this you slut. Bitches like you need to be fucked like whores. Like the whore you really are. I have one more task for you. You'll do it now. You'll do it because you want to be my bitch. My whore. Can you do that, bitch?"

I'm sweating and crying like a little schoolgirl. My face is covered with my tears. I want this. I want to cum. But I want it over very soon too. What does he have in mind to get this done? I quickly nod and try to scream 'Fuck, Yes!'

I'm directed to relax and stop trying to cum. I stand in the room in front of the phone for him. I'm shaking and exhausted. I try not to move too much as the nipple clamps might twist and cause even more pain. I can feel the tears running over my cheeks. I'm blowing snot out my nose. I'm a mess. So, why am I still here, obeying him? What a slut I am, I think to myself. But I must like it.

"Take a necktie from you closet and tie it like you're going to wear it. Do it quickly. Do it now."

I look into the phone. What the fuck?

"Do it, bitch!"

I snap out of my daze and take a tie from my tie rack. I don't wear then often, but i do know how to tie one. I quickly tie a nice Windsor and show him. My silky clad and strapped up dick still waving in the wind in front of me. 

"Very good, my bitch. Tie the long end to the headboard there. Tie it twice."

I quickly wrap the long end through a hole in my headboard and secure it with two knots. He approves. 

"Very good. You want to cum, don't you?" I nod again. Place your wrists in the loop and pull it back, tight around them."

I'm hesitant. If I tie my wrists together like that, I might not get loose. But he insists. 

I slip my wrist into the neck hole and pull back. The loop slowly tightens around them until it it as tight as it will go. My wrists are pinned together with me tethered to my headboard. "What now?"

"Pull one more time, bitch. Once you're really secure, I'll help you finish." I mumble a muffled "OK".

I lean into it and snap the tie one more time. "Oh fuck! Mummph!" That's too tight. That hurt my wrists a lot. The tie isn't loosening anytime soon either. The nipple clamps twisted and pinched me really hard again. The ring around my balls feels tighter. My dick is swollen purple and screaming to be released. I blow a little more snot out of my nose. This is crazy. How am I going to do anything now? This is fucked! I slide down on my knees, my face on the side of my bed, my arms stretched up over my head tied to the headboard. I'm done. This sucks. 

My front door closes. I try to get up but I can't.

Footsteps. A man's voice. "Hello my little bitch!" It's fucking HIM!

My bedroom door isn't closed all the way. He walks right in. I look over my shoulder at him. He has a mask on. A nasty rubber Halloween mask like a Walking Dead Zombie. He's wearing black rubber gloves. That's all I can see before a thin nylon black hood slips over my head. I'm blinded. I'm fucked.

"Mummph!"

My fear is I'll be killed. Or worse. Tortured and killed. But he assures me right away that isn't happening.

"I'm here to be your lover, by sweet little bitch. You and I will have a nice time. Then, I'll leave you alone. You can contact me again if you like, or we can be done after today. But I'm going to do my best to please you, as you're going please me."

His hands are under my crotch, gently rubbing my balls and cock. His face, now free from the mask, is rubbing against my neck. He kisses my neck, my shoulders, my hooded cheek. A slippery finger slides up between my ass cheeks. He doesn't wait. A long finger slides in. He whispers to me.

"You're going to be my fuck toy, my friend. I'm going to use you like  a whore. I want you to tell me you'll be my bitch. I want you to tell me now."

A hand slips up to one of the nipple clamps. He moves it. I jump and cry out. "Tell me, baby. Tell me you'll be my bitch."

I try to reply. "Mummph!" "Yes, fuck yes! I'll be your bitch!" Mummph!

"Good bitch."

I'm hoisted up onto the bed. Face down, hands still bound to the headboard. He spreads my legs and shoves another finger in my ass. Two now. I wiggle and moan. "You're going to love this, baby."

I'm rolled on my side where he can get a good grip on my dick. I hear a snap from under me. The cock and balls strap falls aside. "Oh my God! Thank you!" I mumble.

His fingers up my ass are replaced by a long hard cock. It's slippery and slides right in. "You're a good girl, sweetie." I couldn't resist anyway, even if I wanted to. I was much to worn down by then. 

Having a cock in my ass wasn't as bad as I thought it might be. With enough lube it slid right in. Soon he was pounding away easily. Having him inside me was a very erotic experience. He was jerking my dick while he pumped in and out. His hips slapping against my wet, slippery ass cheeks. I was gasping out with every thrust. Breathing in as he slipped back. He removed the nipple clamps. I almost cried again. He touched my sore nipples then started pinching and grabbing them himself. I moaned in pleasure. I liked it. He kept fucking his bitch. After a few minutes of raunchy fucking, he groaned, grabbed me tight, and thrust on last deep one. I could feel him filling me. It was like nothing else I'd ever felt. When we had a moment, I realized I'd cum all over his hand and and my bead spread. He slipped his cum dripping hand under the hood and smeared it on my face. Then he whispered the future to me. "I see your future, my little bitch. Before I leave, before you go back to your pathetic life, you're going to know what it's like to suck a real man's cock, and taste his cum in your mouth, and as it slides down your slutty throat."

An hour later I'm on my knees in my bathroom. The hood is gone but my hands are tied behind my back. I'm in the white Playtex panties and a cotton training bra he brought for me. The gag is out but it's been replaced with this guys long hard hairy cock. He has put the mask back on, which was very disturbing. His chubby hairy body is rubbing against me. I'm doing my best to please him. I want this all to be over and making him cum soon will be the best way, I'm pretty sure. I'm his cunt, his bitch, his whore and a slut. He keeps talking to me, which is a bit distracting. Finally, finally he cums. After he blew his load in my ass, it took a long, long time for this to happen. He pulled my hair and shoved his cock in my throat when he exploded. I choked and blew cum everywhere. He waited for me to catch my breath, waiting for me to finish his last drops out of his cock. He had a few more spurts to give me. He was breathing like he had just finished a marathon. Slowly recovering. And then, he was gone. 

He took a piss, my hands were untied, his things were collected and he left my life just as quickly as he he had entered it. On my kitchen table was a note saying 'thank you', and a number. The note said something like this:

You were fun. But I can tell you want more. When you're ready, call this number. I'll be waiting. But I won't wait long. So make up your mind. Make it up for your future. Remember your future? I told you what your future is. Have a great day, bitch.  Mandeleter.

Bill