As a traveling consultant, I have found fun ways to indulge my fetishes while on the road. Because I stay at the same hotel for 12-18 months at a time I can leave a bag there with my favorite clothes and toys which means I don't have to take them through airport security every week or risk my wife finding them. Although my fetishes are not that wild, she has virtually no interest in them. I love pretending that a mistress is making me dress in women's clothes, suck on her strap-on and then take it up the ass. There are many variations that involve wearing a chastity device, butt toys, panties, corsets, waist cinchers, stockings, high heels and restraints, all of which are easy to enjoy in a hotel room. Make-up and wigs are not part of my normal indulgences but I have thought about them.
One fun thing to do is sneak a pair of my wife's dirty panties into my suitcase and then cum in them twice a day in the hotel. After a couple of days, they are crusty with dried cum when I put them on and I've thought about using them as a gag the last time I jack off before I go home when they are at their dirtiest, but never done it. I do however leave them out to dry each day. I also don't worry about packing everything up during the stay because, when I check in I always decline housekeeping for my stay and I put the "do not disturb" sign on the door each morning.
All of this was working well, as usual, up until a month ago. One Wednesday evening when I returned to my room I noticed that some things seemed to have been moved around. The message light was blinking on my phone so I dialed the voice mail system. The voice was letting me know that they had come in my room to change out the coffee pot for a more efficient model and that they hoped I enjoyed it. That seemed odd, but feasible.
I had been wearing my cock cage and butt plug all day so I took off my work clothes, pulled out the plug and gave myself an enema. Next, I greased up a larger plug and inserted it, then put on my cloverleaf nipple clamps, tightest waist cancer, fishnet stockings and six-inch heels. Bright red lipstick seemed like a good idea so I carefully applied it and then admired myself in the full-length mirror. I pulled the cummy panties on and sat down carefully at the desk feeling the ball-shaped handle on the plug push it deeper. I pulled up one of my favorite porn video sites and searched for "caught in panties." There were two new ones so I clicked on the first, reached for my key and lube, shifted in my chair to make the plug press harder on my prostate and got ready for a little tease and denial. My plan was to watch the entire first video, then take my cage off and masturbate into the dirty panties during the second one.
About ten minutes into the first video I was in pain from my cock pressing on the cage and I was leaking precum onto the towel underneath me when someone knocked at my door. I quickly turned the volume all the way down and froze thinking that they had the wrong room and would go away if I was quiet and didn't answer. Then there was a second and third knock and then a note came sliding under the door that read, "We know that you are in there and we have pictures of your toys and dress-up clothes Ed, or should we call you Edith? Now open the door in the next 30 seconds or we'll send the pictures to your wife! We might even post some around the hotel so everyone here knows your dirty little secrets too!"
It only took a few seconds for me to realize that I would have to open the door in all my crossdressing glory. I opened the deadbolt and slowly pulled the door open to see two women in housekeeper scrubs standing there smiling. The one closest to me held up her phone with a picture of the two toys that I had just put to use a few minutes ago sitting on top of my monogrammed suitcase. The second was holding a gym bag in one hand and videoing with her phone in the other. She told me to shut my mouth and backup. When they pushed past me they flicked their fingers across my nipple clamps and laughed when I jumped back and moaned.
I asked them what they wanted and they just smiled and said that they wanted a crossdressing slave to amuse them and I had been chosen. They both snapped pictures of me and then one pulled my hands behind my back and locked cuffs around my wrist while the other one pulled painfully on my nipple clamps. When I started protesting one of them pulled a head harness out of her pocket and with practiced ease had it quickly locked in place with the attached penis gag crammed into my mouth. Then they pushed me down to the floor on my stomach and began tightening the waist cincher until I could only take small, shallow breaths. With the cincher tied tighter than I could believe, one sat on my butt facing my feet while the other one attached an adjustable spreader bar with cuffs to my ankles spreading my legs so wide I thought they were going to split me in two. They were so efficient and prepared that I knew this was not their first time. Then they stood on each side of me and picked me up by my arms making me stand precariously on the heels with my feet wide apart.
The next order was to walk over to the bed, which was followed by a hard swat to my ass and a yank on my painfully sore nipples. As I shuffled over to the end of the bed one stayed in front pulling on the nipple clamps while the other walked behind me slapping my ass and pushing and pulling on the butt plug handle. When I reached the bed they both took off their uniforms, threw them on the dresser and stood in front of me in matching white nylon bras and panties. They pulled me around until my knees were against the foot end of the mattress and then gave me a shove sending me crashing onto the bed, landing painfully on the nipple clamps and cock cage. I tried to cry out but the penis gag turned the sound into more of a muffled moan. They hopped onto the bed, unhooked my wrists, flipped me onto my back, pulled the spreader bar up and towards my head and then reattached my wrists to hooks close to my ankles in very short order.