It's usually the first thing I do when I arrive in a hotel room is to get naked. I've usually been travelling for a few hours and just want to get out of my kit. I then usually unpack and then shower. It's in the shower that I normally start to masturbate. Helped a little by the soap.
I remember one time I was at this stage and there came a knock at the door. I grabbed a towel and went to see who it was. Only to find a member of staff already in my room. There I was with a hard on clearly visible under my towel and the guy was just looking at it. So I just let it drop giving him a good eye full. I which point he apologised for the intrusion but he'd brought my other bag up that had been left in the transfer bus. I did notice whilst he was speaking he was getting stiff himself. All the time the door to the hallway was still ajar. One of my colleagues happened to pass by at that moment and glance my way and winked. I thanked the staff member, who asked if he could do anything else for me. I just said could he shut the door. Half an hour later, he left after some very good sex and a telephone number.
when i was 28 or so i had a traveling job ,,training new hires in other cities..the company always put us up in the same hotel,expensive ones with gfitness and spa... i the guys were always nice looking,fit, and str8, ..when we got back to the room from wherever we were setup to work.. id get a pair of shorts out of my bag,,thin,mesh,lycra..and right at the bottom of my bed 4 ft from his,,id pull my shirt off,,while talking with him..ask him does he mind if i shower first..id start the shower walk back unzip and drop my pants..wearing mesh boxers my cock so visible thru them,,,,then slip them off,,letting my cock flop out,,giving him a good side view,,then walk to shower naked...leave door open shower,,which i sahved smooth every night,,id get my cock nice and hard n thick in shower,,get out wrap in towel and walk to bottom of bed,,unwrap and dry off letting the guy watch then put on whatever shorts i laid out,,,my cock on display.. and being we were strangers,,,the other guy would usually be comfy showing his cock off... if he was,,,after a few nights,,id turn on some porn and rub my cock through my shorts,,,us both watching,,,, some times wed hit up a strip club,,have a few drinks...and id strip once we got back and stroke my cock in front of him.....i did this with maybe 30 trainees...only a couple didnt join me..... lif i waere in a room solo...id leave the curtains open,,,lights on me nakwd ,,stroking,,,,id go to the fitness spa strip in locker,wear stuff showing my cock bulge,,,see thru speedo in pool,,naked in steam room,,,almost always at good hotels theres other horny biz guys doing the same
Until Covid i worked all over the world and stayed in many hotels. I always make the most of the freedom and privacy.
Unfortunately I dont often have much time so end up playing until the early hours.
In my early days I would enjoy the freedom to smoke a cigarette in my underpants on the balcony , then after dinner and drinks go back to my room for a session of masturbation. In one case of a hotel near Athens I sat on the balcony overlooking a marina, naked, in the wam night air and masturbated until I came on the balcony floor. Fast forward to more recent times and I dont smoke anymore but I spend more time edging with Estim, use cam sites to masturbate with others and more recently booked hotels with saunas and swimming pools in the hope I could meet someone to jerk with in the sauna. Some countries its not good etiquette to wear anything in the sauna. I dont always sleep or masturbate naked sometimes I wear panties and I find that really sexy.
I don't travel much anymore. But, whenever I do, I love to strip naked, turn off all the lights, throw the curtains wide open, and lay in bed or walk around the room with the TV on hoping that someone is able to see me nude. Especially if my cock is hard.