Author's Note: Its not fully a true story but some part of it are. Rest are my fantasy I wish to come true some day. Also since I am not a native English speaking person, please pardon language mistakes. Comment below if you like my writing. It will encourage me to write next chapter.

Chapter 1

It all started with a friendship on a social networking site.. Years of search later I finally found someone who is genuine and straight about his fantasy. And also the one whom I can trust and fulfil my ultimate fantasy of dressed as complete girl. Tied helplessly for a certain or undecided period of time. Without getting disgraced or trapped or ultimate nightmare of getting abused by blackmailing.

I am 27 year old Indian cross-dresser living in suburban locality. 5 feet 7 inches tall and slim figured having 28 inch waist and considerably soft skinned unlike other guys of my age.. Not so fair but light whetish skin tone. Ryan is my pseudo name I like and Diana is the name of my alter ego of a woman.

I don't remember exactly but around the time of my puberty, I started to like the touch of women clothes in an unusual way. Seeing a sexily dressed girl, instead of getting aroused fantasizing her, I used to turn on fantasizing her outfit on my body. Eventually I started to try my mom's clothes or whenever I get chance to get into someone else's wardrobe. Internet was a new thing at that time around. So I researched, experimented and mastered the skill of cross-dressing. After starting to earn and living on my own, I even gained my own wardrobe of various types of women outfits, innerwear, wigs, makeup, shoes and everything I dreamt of. I also love bondage. And it was my ultimate fantasy of being damsel in distress. But since I did not have any partner, I used to tie myself. Some times soft bondage with scarves and sometime withe ropes. Learning from online videos and pictures I even tried inescapable bondage having scissor or knife as my escape after satisfaction. Life was complete and a living dream for a while.

But eventually I started to feel something is missing. I felt unable to achieve that completeness of a woman without an admirer and helplessness without being on someone else's mercy to get free or to stay restrained. I started searching on social networking sites or other online communities. Failing or interacting some perverts and fake people online it was started to become useless exercise. And just when I was about to give up, I found him- Alex. He was gay and was natural in conversation compare to average conservative homosexual. Non hesitant to talk about fantasy and non allergic to the "unconventional" sexual desires of individuals. I felt confident about him and secure moving ahead with the practice of my-our secret life. He to was living solo, so after taking to each other for a month approx, we moved together in my apartment which was more safe and undisturbed by the neighbourhood. Since I was not gay, which most of the world thinks about the cross-dresser, I was of no use for sex to him. But he used to enjoy tying me up and teasing, body play or kissing my body. For sex he was free to call his friends home. If I am home at any of that time, he used to tie me in other room or in the same room in various positions. Gag me so that I can not protest or disturb, which I loved most. I was tied in every possible way, position or place we can use in the house. Hog tie, frog tie, reverse prayer, spread eagle in the middle of room, collared to bead post for a night or to the shower in the bathroom for a day. Mummified and what not. We even bought few pairs of handcuffs, monosleev, collars, corsets and kinky high heels. And my most favourite, gags. We got multiple sized and coloured ball gags, a ring gag, and leather muzzle gag. Sometimes i used to wear a ball gag or muzzle gag for entire day even when I am not tied and doing just regular chores of the house dressed as a girl. Or when it was his turn to do chores and mine of watching tv all day, he uses to tie my hands in mittens or tapped so I can not remove the gag until he wishes.

But as it happens to every love story, it started to get boring. We both knew it. So we discussed and planned an adventure. Something which can test limits and 'race the heartbeat loud enough to reach the ears'. Feeling of ultimate fear and pleasure to be present at the same moment. The plot was set and it was Wednesday so we decided to execute it on Saturday night. Days between them were spent imaging it with frequent smiles irrelevant to the place and work..

I woke up on Saturday morning with the same smile. I went to work which was only excited with the thoughts of the evening we had planned. He was going to be late at work and so we planned to be back having dinner by ourselves. Finishing it I returned home, threw my bag and went straight to bathroom and to get rid off little remaining hair from my body. Touching my own body after taking nice shower, I felt excitement running through me. I have so many bras, all padded and extra cushioned to give D cup breast look. I chose light green, paired with same coloured hipster panty. Buckling it behind my back and pulling up the panty sent exotic sensations all over me and unknowingly making me moan in low voice. I wanted a natural scene so instead of wearing an exotic western dress, I planned to go Indian this time. I took out a bottle green kurti top which was knee length but long cut at both sides till waistline. And a light green legging. The top.was snug fit hugging every inch of my upper body displaying my curves and a bit of my waist at both side from the cut. Walking in high heels most of time of last year at house had grown my ass in desirable shape so my legging was visible from top to bottom presenting complete shape of my legs and thighs sexy enough to make real woman jealous. I wore my favourite black wig with shoulder length hair. Did light make up to give a bit of glow to my face, black kajal to my eyes to make them more pointy and seductive. And finally chocolate brown lipsticks. Then came the the sandals which were dark brown and 5 inch high with only two straps, one over feet and another around ankle like an anklet. All set and I saw a gorgeous woman figure in the mirror most women envies. All I had as a company was wait for him to arrive and get ready. And by next hour it was done and he was already waiting for me outside with the car at 10.30 pm. When I was running to collect the equipments which I totally forgot to pack in excitement when I was waiting for him.

And we were on the highway to heaven in just few minutes. Driving for 5-10 minutes out of the city, he turned left to take more deserted countryside road. Which was having closer and denser tree line at both side and no source of lights except headlights of frequently passion cars. Approximately 10 kilometres later we decided its enough far and deserted. He stopped the car and looked at me with a crooked smile. I returned the same smile with a question "It's time?". He said "it's time". I turned to face towards window of the car and my back facing him, and put my hands behind for him to tie them. He took out a bundle of red cotton rope and started coiling my hands together. My breathing increased as the touch of ropes and cinching my palms together sent waves of pleasure in my body. I looked into dark window glass met with the reflection of a seduced woman with full breast and lusty lips. Finishing with my wrist binding he took another bundle of rope and tied my hands at elbows sealing them together. With hands tied at two place at my back I was now unable to protest against most of manhandling. And depending for almost anything to do by myself except walking, listening, seeing and SPEAKING. Well not for so long untill he took out the muzzle gag with built in 3 inch dildo inside to prevent any kind of alarming noise wearer can make. It was harness type with straps at both side and one over head all meeting and buckled at the back of head and can be adjusted to tighten preventing removal possibilities of the intruder in mouth. He took full advantage of the device adding a small padlock so now only possibility of removing it was the key bearer himself. The reflection in the window glass just got sexier.

"Its done" he said, and I turned towards him. He put his hand on my thigh and pressed a bit. I moaned in my gag in bliss. What other choice I had regarding words. His eyes changed their emotions and in soft voice he asked "are you sure about this?". I replied nodding my head in affirmative. He kissed my forehead and by the time he was back on his position, the crooked smile was back on his face. He got out of the car, arriving at my side, he opened the door for me to get out of the car. With hands tied behind it was bit awkward but he helped holding my arm.

We were standing facing each other in that dark night. The blinking of indicator lights were only source to see anything around. It was like typical romantic scene but this was different. I was a cross-dresser with hands immobilized and ability to speak restrained. My eyes followed him when he walked back into the car and untill he drove off, the tail lights of the car disappearing in the distant dark of the night. I think I was trying to hold back the situation until it was possible.

And a second later the reality struck me like a whip, waking me up from my trance. I was out under the sky with only a half moon to lit the sense in me what I have gotten into. Dressed as a complete and brutally desirable girl. And if someone really want to abuse me, unable to do anything due to tightly tied hands behind and gagged with 3" dildo in my mouth muzzled with padlocked straps. Only option I had left with was to move ahead with the plan. So with the ultimate fear and excitement of my life I started walking towards the direction we arrive from. Few minutes later the fear was subside and I begun to enjoy myself as a tied up damsel in distress stranded on a deserted road at midnight. Suddenly I felt my shadow darkening in front, that means a vehicle was coming from behind. We had discussed earlier that when he will be back to pick me up, he will keep indicator lights on so that I don't hide thinking it someone else's car and miss my chance of survival. For the rest I ll have to hide or I can't imagine what could be happen. So seeing the lights I ran awkwardly in my 5 inch heels and tied hands, towards the tree ahead. While hiding I tried to see for the indicator lights but they were not blinking so I stayed hidden untill it passed. Breathing in relief I analyse myself and the situation. I was excited like hell. Adrenal running through the core of my veins. I smiled with pleasure and feared wit throbbing heart. Gaining some conscious from this drug I begun walking again. Every step i was taking was a deep sensation of having a real orgasm. The sound made by my heels was echoing like whole surrounding entity was listening. I was looking in every direction while maintaining my balance with paced walk and with the feeling that someone is watching me and at any given moment will appear beside me. The gag started to hurt my jaws and made my mouth dry. In attempt to wet my mouth I was unknowingly and somewhat unwilling sucking the rubber dildo in my mouth. This ordeal made me breathless and need to stop for a while to take a breath, took me over. Which was satisfied by a milestone. I sat on it testing my binds. But they were firm killing any thought of escaping from them by myself. Neither my gag gave any compensation. I looked down upon my boobs and breathed in the air to feel the fabric on every inch of my upper body. I was so happy. I wished for the full length mirror right here. I started imaging various scenario about what if someone caught me like this. He will help me, he will not untie me and instead call the police. What if police take me with them just like this and abuse me in lockup. What if someone abduct me and take me as his permanent slave never again releasing me from my binds. Thoughts stream till I saw another light moving towards me from the same direction the previous one came, from the direction my saviour will come. I ran towards another tree nearby and voila, this time the indicators were blinking. A mixture of feeling raised through me like thank God he is back and shit it's over. I came out from behind the tree on the side of the road so that he can see and stop. Luckily he did as I sense the car slowing down and coming directly towards me. Finally it stopped few metres away.

My heart skipped a beat or two I think and a megaton of weight fell on the bottom my stomach. I couldn't make out who was in the driving seat because of headlights but the car surely was different. Fear gripped me so strong that i didn't move a muscle or blink. The door opened and a guy came out of the car. I can be sure from the shadow only that it wasn't Alex. The guy didn't speak a word and started moving towards me with careful steps. I thought of running but it was making no sense. So the only option I was left was waiting for him to act first. He just came to me and grabbed me from my arm and started to walk back towards the car and I followed because I still was not sure what to do. But when we passed both the doors of the car I felt something wrong and by the time we reached to the back, the car beeped and I saw trunk door flung open. Realising the motif of this stranger I protested and tried to run. But he tighten his grip on my arm and pulled me back towards him. Now he was holding both of my arms and I was facing him. He was at least 5 inches taller than me with square face and pointy nose. Darkness hid his clear face from me till the time. I struggled with all my might but with hands tied at my back and high heels making me imbalanced restricted my attempts. With his leg he flung opened the trunk door and threw me in. Luckily my head didn't hit anywhere in the car trunk. But now the only things i was using as a protest was my legs which was waving like they wanted to get out of the water or to have a grip of something firm beneath them. He grabbed them both in his arm and with another hand he grabbed the rope already was inside the trunk behind me. In a jiffy he looped my legs carelessly but tightly untill they were one and were not much of use now.

I was losing trail Of thoughts in fear and trying to convey the protest with every possibly moveable part of my body. Binding my legs, he tied them with my hands rendering me in a hog tie but not so tight. By time i was tired and was not moving much in protest and benefiting from that he looped few coils of rope around my knees and sealing them together he extended the rope up behind my neck and again back to my knees, then he pulled the rope indicating i should bring my knees as close to my breast as possible to avoid harm. Finally when he finished knotting me, I found myself in a ball tie. Hands were already tied at two places-at wrists and at elbows, ankles were now tied together and to wrists also. Tight enough to push the rope between my ass chicks a bit, knees joined with 3 loops and 4th including my neck to bring them closer as possible and my legs pushing my boobs in this position. And I was gagged. And when I thought I can't be more restrained, he took out a black scarf and blindfold me. And with the sound of trunk door shut, A chill ran through my spine. This was not a kinky game anymore for me and I was in real situation and in wrenching fear of an unknown fate.

I felt the car started and in a while it was running at pace. Since the road was smooth I did not have to save myself from bumping and hurting myself to the interior of car trunk which anyway I was unable in the position I was tied. The car stopped few minutes later but in my condition, every passing second felt like n eternity. The car moved only to stop again, covering few meters only. And finally the engine died, trunk door opened. Though I wasn't able to see anything due to the blindfold, I struggles hard to get free like opening of the trunk door would have opened the door to my freedom. I tried to protest with words but all that came out was muffle veiling from gagged mouth. I felt the rope connecting my knees to my neck being cut and now I was free from ball tie but I still was hog-tied. And two strong hands lifted me out of the car trunk when I was still struggling with the little discounted movement I was now able to make. Shouting in my gag for help but the little voice coming out was I don't think enough to draw attention of someone standing even few meters away. My captor walked, climbed some stairs. Walked and climbed some more stair before finally putting me down on a cold floor. Getting some ground to push on I rolled and struggled and did what I could to get free. Making sounds whatever I was able to make with mouth. He grabbed the rope which kept me hogtied, and cut it loose to. But before I could make any move he grabbed me from my shoulders and made me stand upright. In another move and moment he grabbed my tied wrists pulling them upwards making me bend forward to avoid my shoulders from pain. And attached to the rope hanging from the ceiling or whatever was above tying my wrist rope to it.

Now I was in standing position bent forward with hands tied behind and to a ceiling forcing me to stay in this position. Legs tied together from ankles and knees. Then he undid the ropes holding my knees only to tie them again in a proper way and satisfactory tightness for him. He repeated the same with my ankles. And also add bondage to my thighs closing them further. Thoughts of getting ass fucked started to come in my mind as I was in "ideal" position for that. The thoughts were making me uncomfortable taking someone from behind because I was not gay. I was waiting but nothing happened.

Instead I felt the padlock of my gag was being removed, the strap of it got unbuckled. And the dildo preventing the movement of my tongue and closing of my jaws was being removed. But before I flex my jaw muscles to relief more than once or twice and try to speak anything, they were again parted with some kind of metal ring inserted behind my teeth and the same straps running around and over my head were buckled and locked with the same padlock. Since now even my mouth was also opened for the possible intruder in it, my nightmares got worse. Now I was in perfect position which can be abducted in both ways easily without being able to protest. It was just matter of time that I was either gonna get ass fucked or forced to give blow job to this stranger. I was struggling constantly, but there wasn't much I can do as my legs tied from three places. Hands tied from wrist and elbows ant to the ceiling. I was gagged with ring harness gag. He presses my boobs and slapped my ass chicks making me squirm and off balance in my 5 inch heels which my bondage prevented from a fall but giving me sharp pain at shoulders. Than he tied a rope to the O ring attached to my gag harness at the top of my head and pulled hard making my head tilt upwards and another end of the rope was tied to the same place my wrists were being held. That confirmed that I am going to give a blow job to my captor for sure as my gagged mouth was now facing straight at front.

He stroked my upper lips with his thumb, played and pressed my boobs. Traced his hand from my breast to my butt and thighs making me shiver in fear and excited at the same time. Then all the touch removed for a minute or so leaving me with my struggles and moans in this vulnerable condition. And then my upper lip felt the touch of a skin it never felt of. Circulating over full length of my upper and lower lips once, it moved ahead to be felt by my tongue. It was happening. I was being mouth fucked and unable to close mouth due to the ring firmly seated behind my teeth. It went full inside till it touched the back of my mouth making me cough and went back. The first pump was slow and following was bit in pace but not much compare to the first one. But eventually he increased the speed. I tried with all my might to get away or get free form my bondage and this position but it was so strict of bondage, made every attempt futile. He grabbed my head for stability and after pumping for a while he stopped when his penis was fully in my mouth and ejecuted his sperm in my mouth making me cough uncontrollably. The warm fluid was all over inside my mouth and dripping from my lower lip. The gag making it impossible to swallow or to spit it out.

I was left in this state for a while. I dint move because it also made me exhausted and breathless. After some time the rope holding me to the ceiling was removed and at the same time I felt two hands holding me to prevent the fall to the ground. He slowly lay me down on the floor. I still didn't move or struggle. I was in shock as well as in ecstasy. The rubbery dildo which I was previously gagged with came back with the buckling of straps but this time over the ring gag I was already wearing. Then I was lifted again and back to the stairs this time downwards till the place in car trunk and it was shut. The car started again and move out of the parking and on the road. It drove to the exact amount of time I think and stopped. The trunk opened and I was again lifted out of the car putting my legs down on the ground. Confirming that I was balanced and standing straight, he removed my blindfold. Adjusting my eyes I tried to see but darkness hid him from recognizing. I looked around and felt it was the same road I was kidnapped from. He walked back to his car and drove off without exchanging a word or gesturing any clue. I was again in that deserted road with only the darkness as my companion. But this time unable to walk as my legs were tied. And that scared me more. Hopping in the heels may make me fall hard on the asphalt road and injure me gravely. So when I saw another headlights of a car coming closer, I didn't move. It was also hope of being rescued. The car neared and stopped right next to me and I instantly recognize it. It was Alex. I cried both in joy and in pain. He came out near me and stroked his hand to my chick. Lifted me and put me in front seat of the car. He unbuckled my gag. Unlocked the ring gag and removed it. But i didn't speak. Instead kept crying. Turning me he undid the ropes holding my hands and gestured towards the ropes binding my legs but I nodded to drive. We came home. Shutting of the engine he came to my side and lifted me out of the car to the home. Put me on the bed in our bedroom and begun to gently undone the ropes of my legs. He hugged me tight and I closed my wet eye and a smile on my face.


Chapter 2 (added: 2017/11/11)

The next morning when I woke up, Alex was sitting next to me on my bed.. He handed me the tea and asked, "feeling better now?"

I node yes.

"What if you don't go to office for few days uninformed?"

I replied,"nothing much except some delay in office work. Why?

"I was wondering if you would like a surprise session like last night." He said

I lowered my eyes smiling in approval.

He laughed,"are you blushing?"

"ok then" he said.."take rest today. I will give you instructions for tomorrow. And yeh, take leave from office for few days."

He left for his work. I went to take bath mesmerizing over last night's happenings. Got dressed in my male office clothes and left for the work. Entire first half of the day my mind was not willing to get over the beautiful memories. So I informed my boss that I am sick and taking half leave for today. And may not come to office for next few days.

I was overpowered by the woman inside so much that the journey from office to home became unbearable. Parking my car I literally ran to my apartment. Straight to my bedroom. Opening my wardrobe I picked my favourite traditional Indian outfit. A black semi sleeved blouse with golden embroidered border. It was backless in a shape of a huge drop. A matching full length black skirt and transparent golden duaptta(scarf). Removing my clothes I took nice shower and returned to my feminine self lying on the bed. I wore black silk panty. And wore my blouse. The moment I put my D cup silicon brests in my blouse, a feeling of fulfilment satisfied me. The full size mirror was witnessing the birth of woman. And when I finally wore my skirt he gasped in awe. My shoulder length wet hair was draping half of my face. Slender necked waist looked great. Just when I reached to the bottom of my reflection, I saw another male pair of feet behind me. Shocked I returned my gaze up to find Alex standing behind me. And it made me realize that I had forgotten to close the main door when I rushed in to get dressed.

He gently grabbed my shoulders with both of his hands, kissed on my back and holding my hand he led me to bed.

"You are transforming more and more into perfect woman." He complimented.

"I have arranged for the next adventure if you are up for it."

"As excited as I can ever be"

And then he narrates me the plan. Which made me more restless. The plan is, I would dress and gag myself with my muzzle gag which has built in 3 inch dildo. Veil myself so that no one can see me gagged as I am going to walk out in public till nearby city bus stand. Then I would take a direct bus from where national express way starts. Then I would wait at the starting point where a royal blue BMW X3 will arrive to pick me up. No further instructions are given after Iget inside the car.

I am going to leave in the evening and by the time I reach it will be dark. So I took bath. And got ready in ultra tight jeans. Black padded bra and grey full sleeve t shirt. Then knee length 5 inch heeled boots. Put a red ball gag, ring gag ain my shoulder bag. Then I took dildo muzzle gag and gagged myself with it. Locked its buckle with a little padlock. Put its key in my purse. Standing beside full length mirror I veiled my head with a scarf which cover my head and face. I was instructed not to take house keys with me. So taking my purse I left home locking the door behind. Now I was out dressed and gagged behind veil locked outside my apartment. There is no way I can go back without Alex who have another key of the house. The lobby was deserted but my heart started to pump rapidly as I was dressed outside on bright day. I was confident about my look but walking in the city dressed as girl in broad daylight was different thing. Walking out of the building I reached main road which was full of people. I sensed people starting at me because of tight clothes and boots. Trying to ignore them I started walking towards the city bus stand which was approximately half a mile away from home. Reaching the bus stand I swiped my smart card. Buying a ticket was not an option while gagged so I had made provision for that in advance. The stand was crowded and few boys waiting for the bus were looking at me with hungry eyes.

When the bus arrived my heart almost stopped in fear as it was full. While getting inside the bus some people even bruised my body. Finding a seat next to a lady I sat down. The bus ride was about 45 minutes long. And meanwhile I became victim of many onlookers. My worst fear was that of getting caught that I am not a woman. If that would have happened, I was in no condition to explain myself as I was gagged. Reaching my destination I got of the bus and walked down to the assigned place where I would be picked up. 15 minutes passed but there was no sign of blue BMW. I was dying with fear because people around were staring at me while they pass near me. Few of cars stopped to offer me lift thinking I am a slut waiting for a customer. I was gagged so couldn't curse or talk to them. So I just ignored them. Finally the blue BMW appeared and stopped right beside me. I opened the front door and climbed in. I did not recognize the guy on the driver seat. But he was of same height and from his jawline I was sure that he is the same guy who kidnapped me on previous day.

But this time I was not afraid as I knew he is friend of Alex.

He said nothing or did not even gave me a glance. He just paced the car on the express way. Paying for the toll he drove for few more miles. Then he stopped the car. Since it was highway there were no people except cars passing by in speed.

He grabbed the bundle of rope from the back seat of the car which I did not noticed before. Then he gestured me to turn around. I understood that he is going to tie my hands at my back. I obeyed and turned towards the window. He tide my wrists then elbows together. He was efficient with ropes so I assume he has experience with ropes. I was now with a stranger in his car, gagged with 3 inch dido gag. Hands tied behind. This account of my situation gave me butterflies in my stomach. I was both excited for an unknown adventure and scared too. Anticipation of what's next excited me. I thought he would start driving again but he got off the car instead. Walking towards my side he opened my door and gestured me to come out. A bolt of lightning struck me thinking that if he going to leave me here? But instead he grabbed my arm and led me to the back of the car. Opening the trunk he lifted me and put me in the trunk. Removed the scarf covering my face. Then rolling me on my stomach he tied my feet at ankles then my knees. Then he hog tied me and blindfold me and shuts the car trunk. This was getting worse. But the recent experience of being more restrained in a car trunk a day ago gave me some courage. Also this time it was planned and consensual. I sensed the car started again and moving. I lost track of time in this condition of being hogtied, gagged and blindfolded in a car trunk which was pacing on the express highway to an unknown destination and adventure.