## Prisoners of the Flood (m/m, self-m, crossdressing)

Post by gagged-cowboy » Mon Jan 27, 2014 11:22 am

Part 1: The Visitor
I always loved rainy days. There was something dark, passionate, mysterious and romantic about the sound of water falling heavily from the sky, dusky clouds and humid fresh air that makes you feel alive. All of these things always calmed me down and deprived me of feelings of guilt for not being outside doing some sports because I was a very lazy person. However, the rains which came this summer were a little too much. Especially, since it was my first holiday after a very long time.
My girlfriend and I arranged a vacation together at my family’s cottage which was situated on one of the many islands several miles off the east coast. We planned on spending a week there, but none of us could predict what would happen.
On Friday afternoon I arrived alone by a small motorboat which I had rented because I wanted to prepare the cottage which hadn’t been used for a year or two. Kate was working night-shifts during the weekend and I was supposed to pick her up on the mainland in the port on Monday morning.
By Saturday the small cottage was cleaned, the wood was prepared and I was sitting on the terrace, enjoying an ice tea and reading a book when it happened. Suddenly the sky got dark and in one hour the rain started, slowly at first, however after ten or twenty minutes it was pouring. I went inside, thought nothing of it and continued reading.
When I woke up the other day it was still raining. I went outside to watch the sea. It was really wild and the water level rose a bit. However the cottage was up on the hill so I wasn’t in any danger.
On my mobile phone I found a message from Kate: “Honey, I hope you are OK. The city is under water, the port is closed, I won’t be able to come. We are all safe and out of danger. Love you.”
What a holiday, I thought. There was no chance of getting back to the city to her. At least she was okay but I was definitely stuck on this island until the sea calms down. It could be days.
I spent the whole day inside reading. I was lucky to finish the book before the night went down because the electricity was disconnected. The flood must have struck hard in the city. I only hoped Kate and my family were still okay. I lit some candles which I found and got bored. I regretted not bringing my bondage stuff with me because I had thought I wouldn’t be able to use it up here since my girlfriend wasn’t into it. She allowed me to tie her up a little from time to time because she loved me and wanted to make me happy but it didn’t fulfill my desires very much. She let me tie her hands in front of her, her ankles as well and sometimes I persuaded her to be blindfolded with a scarf. The bondage, however, wasn’t very tight because she was always complaining and she didn’t want to be gagged. She had tied me up twice as well but she wasn’t very good at it. Now I would give everything for a pile of ropes and some scarves to tie myself up with. I imagined myself blindfolded, gagged and squirming hogtied on the floor, making loud helpless moans through the scarf stuffed in my mouth and it made me hard. Unfortunately my thoughts were interrupted by a knock on the door.
Who could it be? Somebody from a neighboring cottage, who is stuck on the island with me, I guess. I could use a company.
I got up and opened the door. There was a young man wearing a black rubber coat and a hat.
“How can I help you?”
“Hi, my name is Morgan. Sorry to disturb you but you’re the only one on the island. I was wondering if you could spare a cigarette or two.”
“Sure, come inside. I’m Tommy, by the way.”
“Nice to meet you, Tommy.”
He stepped in and put away his coat and hat. He was probably as old and as tall as me but little more muscular and quite handsome. His rather long red hair was a little wet. He was wearing a blue and black plaid flannel shirt, white T-shirt and a pair of tight blue jeans.
I took him to the living room and we sat down. I offered him a cigarette and we both lit it and smoked.
“So Tommy, are you here alone?”
“Yes,” I replied and told him the whole story about my holiday with my girlfriend.
“Too bad, I’m alone here as well. I could use a girl. I haven’t been with one for a while. My girlfriend left me like two months ago and I went up here to my mom’s cottage to forget her.”
“Why did she leave you?”
“Well, … “ he hesitated for a while. “Let’s say that we were quite different. But I don’t mind. I have everything I need up here, except for the electricity now.”
“Some food would be great too,” I replied because I remembered that my amount of food was getting smaller and I had no possibility of buying more.
“You have no food?”
“I do but only a little. My girlfriend was supposed to do the shopping before coming here.”
“Oh dear, do you wanna come to my place? I have made some sandwiches and I am afraid I can’t eat them all.”
“Sounds like a great idea but I have no raincoat. I’ll be terribly wet.”
“Don’t worry, you can have some of my clothes until yours are dry.”
And so it happened that I became a guest of Morgan’s cottage. The house was much bigger than mine. It had two floors and an attic.
We were sitting in the dining room and eating sandwiches by the candlelight. The room was being lit with maybe thirty candles of different sizes, colors and smells. They were creating a very mysterious atmosphere suitable for the weather outside. I was dressed in Morgan’s blue jeans, white T-shirt and red and black flannel shirt and I was drying my long red hair with a towel.
It was really fun to talk to Morgan. We were chatting about everything – our relationships, years at school, our families, hobbies and so on and so on. He was studying history at university. His mother Diana was a very rich widow living in Paris. The cottage belonged to her and her sister Christine who was a wife of an American ambassador in Japan and his twin sister Lucy was a star of a TV sitcom which I had never heard about. Whole family was very successful and interesting however there was something else that got my attention even more. During the dinner I noticed two red lines on each of Morgan’s wrists. I could have been mistaken of course but my sense of a skilled bondage enthusiast alerted me that the only other person on the island was also into bondage. Was it an incredible coincidence or was I only imagining things? I had to find out immediately. But how? It was again my romantic passion for rain which gave me the right idea.
“Well, it’s funny that we are the only two people on this island, don’t you think?”
“Yeah, it’s a strange feeling.”
“Aren’t you afraid there might be somebody else as well?”
“Like the inhabitants of other cottages?”
“No, I meant some criminals or escaped convicts who are trying to hide from the law.”
“Don’t be ridiculous. We are not in the pictures.”
“These things happen. What if there is someone like that on the island? He might break into your cottage, tie us up and gag us and I don’t know hold us hostages and things like that.”
His eyes sparkled.
“Are you trying to scare me? You almost sound as if you wanted to be bound and gagged.”
“Well …” I hesitated. “It is a scary thought but thrilling as well.”
He smiled. “Okay, so you are into bondage like me?”
“Yeah, I noticed your rope marks.”
“I revealed them on purpose and was hoping you would see them. If you hadn’t I would have tried a similar talk about being tied up and gagged by criminals.”
We started to laugh and suddenly we started to talk about our love for bondage and about our experience with it. I told him all about me and my girlfriend who isn’t too fond of it and he told me that his last girlfriend broke up with him because she caught him during his self-bondage game in their apartment and found it too kinky.
“So do you want me to tie you up, Tommy?” he asked finally and it is not hard to guess what my answer was.
It was the most delightful and intense bondage experience of my life. Morgan tied my ankles and knees, secured my wrists behind my back and added some more rope around my chest. Then he cleave-gagged me with a red bandanna and put a black scarf over my eyes.
“Struggle as if I was a real kidnapper and you were in peril.”
I started to roll over the carpet, wiggle and scream through my gag. It was amazing. Needless to say I got a boner.
“Good, good but you are not utterly helpless,” he said and hogtied me.
My struggle continued for a while. I tried to call for help though my gag. It silenced me a little but I wasn’t really muffled.
“I think that you are still too loud. We cannot have that.” He smiled deviously and remove the bandanna but before I could say anything he stuffed a handkerchief inside my mouth and cleave-gagged me again, this tight pulling the ends of the bandanna even tighter.
“Now try to scream for help.”
I did. The hankie in my mouth changed all my words into unintelligible moaning.
“Good, now let me have a cigarette and I want to see you try to free yourself.”
I was left bound and gagged there for half an hour before he released me. I must admit I had never enjoyed bondage so much before. It was incredible and the best part was that now it was my time to pay back.
I suggested a little role-play. I tied a dark-green bandanna over my face and pretended to be a robber while Morgan pretended to be my helpless victim.
“Okay, boy, hands up and don’t do anything stupid.”
“Please, don’t hurt me,” said my new friend in frightened voice.
“I won’t if you cooperate. Now sit on this chair. I am gonna tie you up.”
“Oh, now please don’t. I don’t wanna be tied up. Take anything you want and leave, please.”
I clamped my hand over his mouth and said: “I am tired of you boy. You need to be gagged for your own good.”
I stuffed a smaller-sized pink bandanna in his mouth.
“Don’t spit it out. Is that clear?”
He nodded.
“Good.” I replied and took another bandanna and made a double knot in the middle. The knot was pushed between his lips and the gag was secured by tying a triple knot on the back of his head.
“Now you can talk all you want and you won’t make me angry, boy. Now let’s tie you up.”
The gag in his mouth broke his will to protest and he put his hands behind his back. I tied them together and then securely bound his upper-body to the chair as well as his legs.
He struggled and moaned and pretended he didn’t like it but soon his fake resist was overcome by excitement. He looked really great and his muffled groans of pleasure sounded very sexy. I enjoyed my view as much as he enjoyed his predicament.
I let him in bondage for approximately 45 minutes and then untied him.
We sat down at the table and had a glass of cola and a cigarette.
“Do you know what I’ve always wanted to try but never have?” he asked me with a smile.
“No. What is it?”
“Well, being tied up and gagged with somebody else. It could be pretty awesome.”
“Yeah, it sounds great. But how could we do it? I mean I could tie myself up but it wouldn’t be as tight and inescapable as it should be.”
“I’ve got some handcuffs. We could tie our legs, put the gags on and handcuff our wrists behind our backs. The keys would be hidden somewhere in the room and we would have to discover them while blindfolded.”
“Sounds cool to me.”
“Okay. It’s three a.m. Do you want to do it now or in the morning?”
“Definitely now. I am not sleepy.”
“Me neither.”
Twenty minutes later we were sitting on the floor and I was tying Morgan’s ankles and knees. Mine were already bound by him. We had already hidden three keys from handcuffs into a large pile of clothes, scarves, bandannas and ropes on the opposite side of the room. One of them belonged to my handcuffs, another one to his and the last one was there just to confuse us.
“So, the one who frees himself first is the winner,” said Morgan.
“Yeah. And what is the price for the winner?”
“The winner can suggest any kind of bondage role-play for tomorrow.”
“Really anything?”
“Yeah. But don’t worry, I’ll be the winner.”
“We will see,” I said and stuffed two handkerchiefs in my mouth and secured them with a bandanna. He did the same and then we blindfolded ourselves with black scarves.
The last important part was to put on the handcuffs. After we heard the characteristic click we started to slowly move on the floor toward the keys. It was fun. We tried to obstruct each other with our bodies, jokingly cursed each other through our gags and very slowly approached our destination.
I think I got to the pile of clothes a little earlier than Morgan did. With my hands restrained behind my back I started to search it for the key. I found one pretty quickly but it didn’t fit. I dropped it and looked for the right one. I threw some scarves and shirts aside and found another key. Could this be the right one?
It was. Soon my hands were free and I took off the blindfold. Morgan was still searching and I had a slight suspicion that he wasn’t even trying very hard. It didn’t matter. I untied my legs, pulled off my gag and said: “I’m the winner.”
Then I helped him find the key and released him.
“So what about that roleplay?” he asked immediately after his mouth was free.
“I’ll have to think about it. I want to do something special. Let’s go to bed and continue tomorrow.”
“Okay, sounds great.”
He let me sleep in his sister’s bedroom. It was a big room with a big wooden bed and a couple of wardrobes. I lit some candle and decided to take a look. Previously when I was confessing to my interest in bondage, I forgot to mention or rather held back on purpose my interest in crossdressing. I started to dress in women’s underwear and clothes when I was fourteen and loved it ever since. I wore my mother’s old clothes and when I moved to my own apartment I began to buy my own clothes. I never got dressed in my girlfriend’s clothes. I was afraid she would find out.
The saying is “curiosity killed the cat” and so I decided to open Lucy’s wardrobe to find out what beautiful clothes the young lady had. Some T-shirts, some jeans, some denim skirts, even a pair of leather pants and one very beautiful black leather skirt but most of all Lucy loved to wear shirts. There were at least twenty of them – white shirts, denim shirts and several very beautiful plaid flannel shirts (ladies’ and mens’). Panties, bras and stockings were in a smaller wardrobe right next to the first one. I was totally astonished and I couldn’t help getting undressed and started to try Lucy’s clothes. Fortunately she was of the same size as myself.
After an hour I put all of her clothes back and went to sleep. Daybreak was slowly coming and it was still heavily raining. I was really tired but I got a great idea for the roleplay.

### Re: Prisoners of the Flood (m/m, self-m, crossdressing)

Post by gagged-cowboy » Mon Jan 27, 2014 11:23 am

Part 2: The Key
I woke up after some five or six hours of sleep. It wasn’t much but I wasn’t even tired because I was too excited. I put on Morgan’s flannel shirt and jeans that I wore the day before and went downstairs. My new bondage friend was already up and he was sitting at the table, dressed in the same clothes as yesterday, with candles all around him. Even though it was noon, the room would have been pretty dark without them. The storm was still raging outside.
Morgan was smoking a cigarette, drinking cola and reading a newspaper which was ten days old.
“So what’s the weather forecast?” I said jokingly.
“Sunshine with almost tropical heat … oh wait, that was ten days ago.”
We laughed.
“No seriously, when do you think the rains are gonna stop?”
“I don’t know. A couple of days perhaps.”
“Okay. If you ask me the rains could go on for even couple of weeks. I like being bound and gagged here with you.”
“Well me too. I love it. But we would have a problem with food by then,” said Morgan and laughed even though we both knew he was right.
I poured myself a glass of cola.
“Are you hungry?” asked he.
“No, not now. I am never hungry when I wake up at noon. It will come later.”
“Okay, so what about the roleplay?”
“I have something very special on my mind. I hope you’ll be okay with it.”
“Well, I said anything, didn’t I? Don’t worry. I am a lot kinkier than I look.”
“So am I, so am I.” For a couple of minutes we sat there drinking cola and smoking and then I said: “I guess it is time to start with the roleplay.”
“Okay. What is it?” What do you have in mind?”
“It’s a surprise, you know.” I got up and gathered some ropes, handcuffs and scarves for gags.
“Oh, come on. Tell me, please.”
“Basically the story is this – you come home from your work and you discover me bound and gagged in my room.”
“Sounds nice, what is the catch?”
“You’ll see. Give me thirty minutes and then come to Lucy’s bedroom but not sooner.”
“Okay.”
Upstairs I started to get ready. I took off my clothes, threw it away and opened Lucy’s wardrobe. First I put on her stockings, panties and bra. I stuffed the bra with socks. After that I put on a very tight blue denim skirt, a quite tight blue T-shirt and a very sexy girl’s flannel shirt with a green and black pattern. The finishing touch was a red bandanna tied loosely around my neck.
And now the only thing left to do was the selfbondage part. I got on the bed and tied my ankles and knees with ropes. Then I put a pair of Lucy’s panties in my mouth because it was my favorite mouth stuffing and tightly tied a blue bandanna between my lips. Finally I handcuffed my wrists above my head to the solid metal bedpost. I was completely helpless, I couldn’t reach the key, which was on the floor. There were still five minutes left so I decided to get into my character. I tested my bonds a little and started to struggle on the bed. I didn’t have many possibilities to move. My gag was quite effective and all I could do was to moan.
I didn’t know whether the time was up or whether Morgan was alerted by my whimpering and came sooner however the door opened and he stood there.
“What the …?” He stopped in the middle of the sentence and didn’t even bother to close his mouth. In his eyes I saw shock, surprise, amazement and even excitement, which was the main reason why I didn’t blindfold myself.
After two minutes of his silence and my moaning he finally overcame his surprise and got the idea of my role-play scenario.
“Oh my god, Darby, what happened to you?” he shouted and jumped on the bed next to me.
I was a little surprised by the name, Darby. I expected him to call me Lucy, since it was her room and obviously her clothes but it didn’t matter that much. Instead of brother and tied up sister scenario we would improvise anything else.
He moved closer to me, caressed my cheek and asked: “My darling, what happened to you?”
Darling? Really? So was I supposed to be his girlfriend? Wait a minute it was my roleplay not his. On the other hand why not? We both were a lot kinkier than we might have seemed.
“Who did this to you, honey?”
My muffled groans suggested him to take off my gag. He untied the bandanna and removed the panties.
I decided to play his game.
“Oh Morgan, my dear, I’m so glad you’re home,” I was pretending I was sobbing. “That man he came into the house, overpowered me, tied me up, handcuffed me and then gagged me with my own panties and took all the money and jewels.”
“Did he hurt you?”
“No.”
“Did he do anything else to you?”
“Oh no, I was only terribly frightened. That’s all.”
“I!m so glad that you are okay.”
“Please untie me, honey.” Actually I didn’t want to be untied. I only wanted to quit this conversation and see where he would take the role-play and he reacted exactly as I expected.
“Do you know what Darby? I think I will leave you tied up a little longer. I have always wanted to tie you up and gag you. Let’s stuff these panties in your mouth again.”
“No, please don’t, I don’t want to be tied up and gagged with my panties.”
“Yes, you do,” he laughed and silenced me with the panties again. After that I was cleave-gagged but this time he upgraded the bandanna with a knot in the middle and the knot was put between my teeth.
“That terrible mean burglar forgot one thing. Do you know what is it, love?”
I didn’t say anything.
“Yes, the blindfold. You are right.”
And so I was blindfolded with a silk scarf of his sister’s.
“Wait here honey, don’t go anywhere,” he said laughing. “I have something interesting I have wanted to show you for ages. I think you are going to like it.”
I wasn’t going anywhere (I always liked this sort of bondage jokes) and I was really thrilled to see his surprise.
“I am back darling. Did you miss me?” he said after fifteen minutes when he returned to the room.
I mumbled yes through my gag.
“Oh, I’m so glad,” he said and I felt his body moving to me on the bed and then his fingers pulled down my silk blindfold.
What I saw I was expecting a little. I saw my friend Morgan wearing his sister’s clothes – black leather high-heel boots, black pantyhose, a pair of denim Daisy-Duke shorts, a white T-shirt, a knotted blue and black plaid flannel shirt and a bandanna around his neck. He also had a long red wig on.
“Are you happy to see your sexy wife Lucy dressed like this, Darby?”
I mumbled and nodded yes.
“Oh, I’m so glad that you like me, honey.”
I must admit that he was really hot. I was rock hard in my panties. Suddenly he put his hand between my legs and felt my excitement.
“Oh honey, I have a feeling that you are as horny as I am.”
I nodded truthfully. He started to caress my crotch and I began to moan loudly through the panties in my mouth.
“Do you want me to continue, Darby?”
I silently moaned yes blushing slightly. Suddenly I wished he gave me a hand-job or a blow-job – a favor which I would certainly return. I wanted Darby and Lucy to be lesbian lovers. My imagination went wild at that moment. What would my girlfriend think if she saw this? Forget her. Don’t get me wrong I was happy in my relationship but this was something I had always wished for. This wasn’t cheating, only my darkest fantasies coming true and they wouldn’t come true again after we leave the island. Or so I thought.
He continued groping my crotch. I moaned louder and louder and I had a feeling that the climax would happen in any second when he stopped.
“Darby I don’t want to cum, not yet. I want to prolong your pleasure and delay your orgasm for a while.”
Then he uncuffed my hands from the bedpost and tied them with a rope behind my back.
“We will play a little game. Wait,” he smiled and put a blindfold over my eyes again.
I was waiting patiently what would happen while he started to explain the situation: “I’m going to tie myself up, put a gag in my mouth and a pair of handcuffs on my hands behind my back. The key to those cuffs is hidden in my panties under a condom which is taped tightly to my member. You have to get to it and take off my cuffs. If you do, I’ll give you the best blow-job you have ever got.”
That sounded exciting and scary as well. What if I wouldn’t be able to get to the key? What if I would and would lose it before reaching his wrists? There were at least a thousand possibilities of what could go wrong but I couldn’t protest and I wouldn’t even if I could because the thought of getting a blow-job was too hot. However I was hoping he had a second plan in case I would mess things up.
After a while I heard his moaning through the gag and felt his body lying next to me. We were leaning and clinging against each other, whining with pleasure through our tight gags and I started to caress his body to find his crotch. It didn’t take me long. He must have taken off his shorts because I felt his satin panties almost immediately. I touched the big bulge and pulled his panties down a little.
The hardest part was still before me.
All my attempts to find the end of the duct tape and peel it off were really clumsy and pitiful. There was no way I could do it with my hands tied behind my back and with my eyes blindfolded. I tried to rub off and shake off the scarf tied over my eyes but I didn’t manage to remove it either. What now? As I was slowly exploring my friend’s duct-taped penis with my bound hands I noticed that every single touch I did made him moan. What if I jerked him off? Maybe then the condom would slide off and the key with it. Since there was no better option I decided to give it a try. Maybe it was the purpose of this role-play after all. I grabbed his penis as tightly as my bonds allowed me and started to masturbate him. Almost immediately he reacted and his whining got louder and more intense. I was stroking him as quickly as I could. Soon my tied hands started to hurt but I decided not to rest.
It really took a long time before he had an orgasm. Fifteen minutes? Maybe twenty? Or maybe more? But it was no wonder. Even though he must have been horny as I was, the condom on his penis and the thick layer of duct tape around it minimized the effects of my “feminine” touch.
His moans of pleasure, excited panting and short abrupt moves of his tied up body told me that he just had an orgasm. This was my chance. As his movements became slower and his loud moaning changed into a deep silent whiny sounds of satisfaction I slowly slid off the tape and condom covering his penis and the keys to our freedom.
The duct-tape cocoon was off but I still had to find the key. At first I laid my hands on his still hard penis just in case the key was stuck to it. No luck. I got my fingers dirty from his cum but the key wasn’t there. So I went on exploring the bed-sheets underneath him. The key wasn’t there either. Only more of his sticky fluid. I admit it was a little strange to touch other guy’s cum but since my female ego wanted to get a blow-job I didn’t care. Without any hesitation I dug into the place where I hadn’t looked before and … bingo. I found that sticky key and after a while I managed to take it out.
He turned his body so that I could reach his hand-cuffed wrists and I put the key into the hole and unlocked it. Then I lay down on the bed and rested while he was probably removing the rest of his bonds.
I heard him leaving the room and coming back again in a short while and then I heard his voice: “Okay Darby, I’m sorry to have kept you waiting but I was quite thirsty. You are really clever, honey and you certainly did a great job. Now you deserve a reward.”
I felt him pulling up my skirt and putting down my panties. As his wet tongue started to touch the tip of my penis I closed my eyes even though I was blindfolded, made a loud excited moan and wished this flood could continue forever.
However it didn’t. We spent delightful four days together playing with ropes and his sister’s clothes and then I had to go back to the city to my girlfriend, my studies and my ordinary life. We didn’t arrange another meeting, just exchanged numbers and he told me to call him anytime. I know it won’t be so easy to meet again because I spend quite a lot of time with Kate but from time to time when I am alone and get horny while watching pictures of tied up people on the internet, I always think of calling him and going back to that island. Maybe one day when it starts to rain again.
The End

### Re: Prisoners of the Flood (m/m, self-m, crossdressing)

Post by tiednw » Mon Jan 27, 2014 4:01 pm

Nice story! Would love to hear more about what happened on the island!

### Re: Prisoners of the Flood (m/m, self-m, crossdressing)

Post by gagged-cowboy » Thu Jan 30, 2014 1:12 pm

Thank you. I am glad that you liked it. I don't know if I continue writing this story with more details from the island. More likely I am going to concentrate on a new one