I have humped pillows and bed sheets for years. It still gives me the longest hardest cums of any masturbation method. Sometimes the orgasms are so intense I cannot catch my breath or move for a while.

Don't know about humping pillows but I do so love getting caught by the maid, especially if yiu know its going to be a pretty young thing.

I love humping bedclothes and pillows and shooting cum all over. I did that with my own bed growing up and still do it today. When I was a kid on vacation with my family, I would hump the bed and pillows and leave my cum in the beds in the hotel rooms. It was kind of my secret of leaving my cum behind in hotels.

Also when I was younger I would go to vending machines and things in just my underwear hoping to get caught half dressed. In more recent days I have had room service waiters catch me in underwear, often hard from jacking.

Tightie whities can give the service waiter a good view...just have some pre staining at the tip of your dong

I love pillow/bed humping, A LOT.....it is very intense

Yep, I usually have some obvious pre-cum on my briefs!

I first started jacking on pillows when I was in grade school. I jacked everywhere -- at home, in neighbors houses I was taking care of while they were on vacation. I even kept oit up when I started fucking for real. I only graduated to cumming on cam a few years ago.
some of my most intense cums were with pillows

I've been humping pillows since I was a kid, and I still love it so much to this day. Arguably my favorite way to get off, pillow humping always makes me cum so hard.

I travel a lot as well and while I have humped pillows and mattresses, fucked the bed by sliding my cock between mattress and box spring or under sofa cushion in a suite, I really just masturbate non stop until its late and I can walk out on the balcony late and shoot cum over the rail...

Neat to see other hotel humpers. When I used to travel, I'd get a stroke mag or 2 and immediately hump on one or both beds as soon as I got in. It's the ONLY way I can get off alone. Been doing it since way before I could even cum.

I am a regular hotel pillow humper!

As I mentioned in another post, I once had something of a ritual when I did a lot of business traveling. I needed to touch my cock and try to leave a bit of pre-cum on *every* piece of furniture in every hotel room that I stayed in.

I especially liked leaving imprints of my wet cock on dressing mirrors, and other mirrors (if possible). Then I would always travel with mens magazines and leave them open with pictures of girls with their legs spread for the cleaning staff. I would normally leave 2 to 3 magazines out like this.

I wanted the staff to know what I was enjoying myself in the room, and I always hoped they would see my cock imprints on the mirrors.

What I failed to mention was that I also liked to leave a bit of cum on my pillows.

I have only ever done it once but I really enjoyed it.

About 16 years ago I was moving cross country back to the East Coast, driving my pick up truck and trailer. Shortly after I crossed the Ohio state line I realized that I had to stop for the night to get some rest. I checked into a motel just off the interstate, and noticed that the movie theater next door was showing Casino Royale. I decided to catch the last show.

The theater was almost empty and that was fortunate, because I got so hot for Eva Green that I had to get out my cock and edge to her for the last hour.

As I walked back to my room with a raging hard-on, I knew I had to masturbate before I would be able to get any sleep.

Double locking the door, I turned up the heat, stripped naked, and used a technique I had used since my teen years.

Sandwiching two pillows together, I stuffed them into a pillowcase. Then I inverted a thermal sock which I wedged between the pillows. I named it Lauren after my favorite TV actress. That sock felt so good up and down the length of my dick, and for the next couple of hours Lauren and fucked each other silly.

Finally I rolled over on my back, spent, and fell asleep.

Next morning, after coffee, eggs, bacon, and grits, we drove off into the dawn on the last leg of our journey.

yup definitely have. Count me in for the spot between the mattress and box spring too!

Best for that is lying naked on bed with headphones on but no music playing so you can hear the knock on the door but pretend you didn't. Maid will come in and see you fully erect for her!

In Asia years ago, maids always came in your room about 6 AM to resupply the hot water thermos. I always made sure I was naked and aroused when they entered. The catch was you had to pretend to be asleep or they would flee.

As a foreigner, they were always very curious of course, and Western penises are usually much bigger than Asian penises. Their quiet, secretive curiosity always produced a very hard result.