I love wearing a pair of thin tights and humping my big teddy bear. I slide right over him because of the thin fabric I'm wearing and it feels divine

https://imgur.com/oti1gUs

Kind of a natural thing to do when I first wake up... :-)

Since a lot of us started out with this method and most agree it feels fantastic, better than other ways I wonder why most of us graduate to using our boring hands. I never thought about it.... it is interesting.

I did it a lot when young but not for many tears

It's my favorite way to masturbate. I love the fact I can do it hands free and I love to put a pair of sexy panties on my pillow and pound those panties until I cum all over them. Great exercise when I'm edging lol. I like to slide a dildo in my tight asshole right when I'm ready to explode on my panties. The orgasms are intense

Makes me laugh thinking about all the mattresses, pillows, and other household implements (vacuums, food items, fur coats, etc) that I "violated" over the years

I, too, used pillows and mattresses back in the earlier years of jacking. Not as much anymore, but definitely look back upon that time with fondness. I had several methods that I routinely used. One, I'd find a pillow cushion with a removable cover and some inner foam. Cut a tight hole in the foam and squirt some lube in it. Set it up so I could lie on the cushion or mount it, and fuck away Two, lie face down on a couch and slide my cock between two of the seat cushions. For a better feel, I'd put plastic wrap and some lube between the cushions. Third (and one of the most fun), I'd use that same plastic wrap and lube method, but would place it between a bed mattress and box spring. It usually worked out perfectly for me to kneel next to the bed and slide in my cock. Could control the tightness by adding pressure to top of the mattress, compressing my cock between the mattress and box spring.

Ahh, the good 'ol days

I loved doing this at 13 - the fuck motion is a basic act programmed in our dna. What cracks me up is to think - "why hasn't a gender about being turned on by pillows been isolated."

Both men and women do it!

https://www.xnxx.com/video-5jrr781/horny_teen_pillow_humping_orgasm

https://www.xnxx.com/video-ogotf24/horny_humping_night

Learnt to masturbate this way!

I did the mattress, pillows, and assorted upholstered furniture a lot. I especially liked to fuck the crack in the sofa cushions. The hip thrusts into the sofa cushion crack was great training for fucking missionary.

I started in my late teens with fairly realistic-feeling sex dolls made of a couple of pillows sandwiched together. Balled up sweat socks stood in for boobs, and another sock wedged between the pillows was a vagina of sorts. Construction varied according to whichever of my female friends was making my dick twitch that day. I'd hump "her" until I couldn't hold out any more, then ejaculate into the sock.

Hey, I was a kid, what did I know?

As time passed, I would get more sophisticated. For example, I found that it felt much better if I dusted the inside of a party balloon with cornstarch powder and used that as a "condom". It felt much smoother than a sock, and I'd come quicker and more intensely.

Not sure if this counts, but my grandparents had this really fluffy rug next to their bathtub. When I was young and we'd visit my grandparents, I'd sometimes go in the bathroom, pull my pants down, lie face down on that shaggy rug, and hump it like crazy.

As a young lad I used to put my mums bra on a couple of pillows fill the cups out with her knickers and then fuck the pillows