Change Of Plans Pt 01 1

This is based on a true story from many years ago when I admit, I was young, dumb and extremely horny on the regular. For background, I was a 19 year old male, fit and athletic, who was obsessed with crossdressing and bondage. I used to hire hotel rooms or motels to spend the night dressing up and tying myself up.

One of my favourite things to do was to post an ad up on Craigslist asking what people would like to do with me if I left he door unlocked and they found me bound and gagged in lingerie. I'd post a racy photo of myself all dolled up and wait for the replies to come in. Just the fantasy of acting out some of the replies was more than enough to get me off and to have a fun night by myself.

This time, I did my usual and booked a hotel room for the night in the city centre. Packed all of my lingerie, a latex hood and a brand new pair of stilettos. All in black. When I checked I was met by a stunning brunette at the main desk, white blouse, black skirt and black heels. She had piercing green eyes and a dark shade of red lipstick that shone in the dim light. I could have sworn she was wearing nude pantyhose, but I couldn't get a closer look without her noticing my staring. What I wouldn't do for her to find me in a predicament in my room. Well, I can at least fantasise about it! I always leave a second card at the desk and leave instructions that a friend will be by to pick it up, and that they can call me on the intercom to confirm. Literally never gets used, and I think I leave it there just to fuel my fantasies and leave a little door open. She pointed towards the lift and set me on my way, giving me a quick smile and a sideways glance at my suitcase I had next to me.

Once I'd gotten in the room, I immediately dumped the suitcase on the bed and got to work on myself. I was always so excited to get the first pieces of lingerie on. I stripped down to nothing and pulled on a pair of lacy black panties and matching bra. I was clean-shaven across my whole body, so the black lace slid over my skin to easily. Being a thinner build, I really could pull of the feminine look quite well. I just hadn't mastered makeup yet. To solve this I had a really nice latex hood, the one with the ponytail extension coming from the top. It fit so snug and smooth, with perfect shaped eye holes that allowed me to just put on some eye shadow and mascara. Once I'd put all this together it was time for my favourite part, putting on the garter and stockings. I LOVED the feeling of nylon stockings on my legs, and felt I look really hot in them. Sometimes even hotter than the ladies I fantasised about! I slowly pulled them up and relished every second of the nylon creeping up my legs. Completing my look with the black stilettos and I was looking hotter than ever. If only the lady at the front could see me now! I took a few sexy photos and selfies in the mirror, making sure the pile of rope, tape and ball gag were visible, and got to work on uploading my personal ad on Craigslist.

"Male, 19, spending the night all dolled up, lonely in a Hotel room longing to be bound and gagged. What would you do with me?"

Even writing it was making me so hard, I was seriously bulging through my panties at the thought of all the people online reading this and seeing my photos. I spent a good 20 minutes just lying on the bed, touching myself and edging myself to the replies that were coming in. Most of them were the usual, people just want to fuck me, ignoring all of the bondage gear which was a shame. Finally one came in and was much more like what I was looking for!

"That pile of gear needs to be put to use on a hot sissy like you. I'd have you tied up very tightly, legs together, arms together behind you, hogtied as tightly as you will bend. With that big red ball gag stuffed in your mouth. Then after that I'll be taking those heels off you and playing with your stocking feet. I want to lube them up and fuck them, leaving them covered in cum. Then I want milk you dry and leave you in your own mess."

God the sounded so hot. I'd never thought of a scenario like that, it sounded so good. I got harder than ever as I was reading it and couldn't help but touch myself just thinking of being hogtied on the bed I was lying on. Something like 2 minutes later, I got a another message from the same person, this time saying that they were in the same city as me and could be there in 10 minutes. Thats odd? How do they know I was in this specific city? Maybe something in the photo? Something about it was really peaking my interest more than ever. Imagine if I actually went through with one for once. I could actually be tied up and gagged properly, and within the next half hour too! It was so tempting, and I'm not going to lie, my dick was taking over the function of my brain. I started to reply to them. At this point I was still just fantasising, and wasn't seriously considering going through with anything. We exchanged a few messages over the next 10-20 minutes and suddenly I found myself typing the address for my hotel and the room number back to them. I was going to do this. Just the thought of that Hogtie was sending me wild. The final message I got was simply "I'll be there in 10 minutes, make sure you're ready for me."

I checked myself in the mirror over and over again. I was trembling all over, but my hard on just would not go away. It was stretching my panties as far as they would go. What felt like a few minutes when past but suddenly the intercom went off and startled the hell out of me. The concierge was calling. "Hi! Your friend has just arrived and was I'm just confirming that I can hand over the keycard and send them up?." I hesitated for a second, stumbling over my words slightly and said back "Yes please, and thank you." She hung up and I waited nervously at the door. It felt like ages, but there was a knock at the door. Here we go I thought, this is actually it, what am I doing?! I opened the front door, and a man in full black with a baseball cap smiled and surveyed me standing at the door. He walked in to the centre of the room and beckoned me to close the door behind me and lock it. I was now stood there, fully dolled up with a raging hard on behind my lacy panties. I felt so exposed, and I kind of loved it, but I had immediately gotten quite shy. He ordered me to turn around and put my hand behind my back.

The first piece of rope tied my wrists together and was the first piece of my bondage. It was the first time I'd ever been tied up without an escape. It was so small to start with, but from that moment I knew I couldn't get out of this now. With my wrists tied I expected him to start on the rest of my arms, but instead I felt him grab me from behind, with one hand clamped over my mouth tightly, and the other reaching around to grab my cock and start stroking it. It felt so good, It was all such a daze what was happening. He let me go just in time because I was already so ready to explode. Next second I felt my big red trainer ball gag being jammed into my mouth. This filled my mouth entirely, and all the straps going around my head were tightly strapped in place. It was totally silencing, and combined with my latex hood, I felt very trapped already. He spent the next 5 minutes tying my arms together and upper body, with multiple coils going around them. He really wasn't joking when he said I would be tied tightly! I could hardly move an inch, but I was still so turned on that I was just riding the wave of my sudden and anonymous bondage.

He then started tying my legs together, and placed what must have been about 6 or 7 coils of rope going all he way from my ankles to my upper thighs. I was absolutely bound tighter than I'd ever been, and all I could do at this point was balance on the spot as best I could. He stood back and looked at me for a moment, admiring his work and hopefully admiring me too. I must have been a hell of a site bound and gagged like this! He made me hop into the corner of the room when the mirror was and told me to face him. He started taking photos of me! Some on his own camera and then some on my phone too. I didn't know what to do, I was so tightly bound, all I could do was try and stand, slightly whimpering into my ball gag.

From here he pulled me over to the bed and threw me face down, swinging my legs around onto the bed. Must be time for my hogtie I was thinking. This was the bit I was so excited for. I loved hogties so much, but obviously there's only so much you can do to yourself. He started looping some rope around my ankles, and I could feel him fiddling with the rope on my arms for a while. Suddenly he pulled the rope and I felt my feet being drawn further and further towards my back, arching me as much as I could possibly go. God it was tight! I really couldn't move an inch, and then he did something I really didn't expect, and finished the tie off by looping it through the gags D-ring, pulling my head back towards my feet too! It was at this point I got a sudden pull back to reality and realised that I was now completely hogtied and ball gagged, fully dressed in lingerie, in a hotel room by a stranger off the internet. I couldn't believe I'd let this happen. It was a mix between pure panic and arousal beyond anything I'd ever experienced. I was completely helpless, and was a literal prisoner in this hotel room.