You can also put something under the pillow to raise it and make it a bit firmer, you control the pressure while grinding. For the mess, I have used saran wrap, condoms, a soft cloth that doesn’t irritate the skin to rub on. Still had cum on myself but it was easy to clean up. Those sessions gave me great orgasms I would love a woman to be able to reproduce, it gives sensations only the pressure on the penis can give me. But women, I still would choose to receive your loving attention anytime!
As a youth, humping the pillow or mattress was nearly my exclusive method of masturbation. Mostly I humped the fitted sheet covering my mattress, occasionally laying the pillow under my belly and inserting myself between the pillow and the bed. The reason for the habit is that mattress-humping was what I was doing (while reading an erotic book) the very first time I jizzed at age 12. That first time reward was so intense I believe it conditioned me to preferring to masturbate that way for the next 17 years. On many days I’d do it that way four or more times. And despite the what the “traumatic masturbation syndrome” crowd says, i did no apparent damage to myself, and was quite able to achieve orgasm when the time came to have sex with a partner (indeed it would have behooved me if Mr. Happy had been a bit less eager to spill his load in those early days). And did it make a mess? Absolutely. My bedsheet was stained with big patches of orange. It soaked through to the mattress pad, where it hardened into patch that was stiff as plywood. Of course my Mom must have known all to well what was going on, since she changed my bedsheets each week. I’m sure that on some occasions, if she stripped the bed in the morning, she must have seen the wet spot I had left relieving my morning wood before dressing for school. But my Mom, bless her, never said a word about it to me.
Mom got to launder my semen stained undies too. That’s where my quickies happened. The bedsheet was reserved for long edging sessions that resulted in voluminous emissions. Unless you did your own laundry when you were a teen, I’m sure your Mom could see and smell what you’d been busy with in your briefs.
I use to hump pillows way before I even realized what was going on, just knew it felt good. I would have a dry orgasm before I hit puberty. When I started shooting loads I would just shoot into what ever I was wearing to bed. Then once I was able to get my hands on some condoms, I would just wear one while pillow humping.
I started off young masturbating this way and it felt great,on pillows and sometimes the floor/bed but I soon graduated to stroking while laying on my back and liked it better, not knocking it because some adults still do and enjoy this, if you're a male be sure your dick it pointed upward and I wouldn't recommend this method all the time but for an occasional switch up, it's ok ...be creative and safe.
I have used a pillow but found it too soft. I DID use a blanket, folded in half with my sheet over it. Sometimes it is would just be rubbing on my bottom sheet but that is a little too hers hence towel. This started before video porn so I could use both hands to get to the ideal image. When I got older I bought silk underwear- boxers that would feel fantastic during the day then at night I could jump anything and it would contain the mess and would also help reduce the friction. I found this to be a great way to come as it would also develop my technique for being with a women.
my first days of masturbating was to fold a pillow in half & fuck the gap until one night I went to lay on it & it was wet, lol, my first wet orgasm
From the crib its been great. As a infant humping the mattress moved to pillows and eventually teddy bear. At I think 7ish someone bought me one of those giant bears life size. Mom LOL said "He will love that" Boy did I! Moved onto body pillows. Once I was Cumming it was too ruff too use. Great for edging then rolled off to jack off. In my teens I cut a pussy in the bear then tried various things none seemed to really work perfectly but at that age it doesn't take much at all!
Only once I tried it, the night before my first wedding. I wanted to practice thrusting to be ready for the next night. Why, I don't know. I had not had sex for years and I suppose it was a way of getting into the moment and preparing my self-confidence. I just put a folded towel between two pillows and got on top and thrust for 20 minutes or so. The feeling was nothing like real sex. If I had a fleshlight thing it would have worked. I ended up pulling off while imagining it.
Nice! I have also been masturbating since I was just a little tyke in my crib. I guess I was born to be a 'bater! One of my earliest (and fondest) memories is the first time I've masturbated. I remember using a blanket, and it went on for quite a long time... I was hooked immediately! I humped a pillow on a few later occasions, but I quickly learned that I can get what I want with just my own two hands. I've never used a teddy bear - it's a shame really, but maybe there's still a chance...
Yes, I fucked a pillow when I was a teenager. I was pulling down my jeans and humping the pillow through my boxers. Then sticky and wet I went to do my homework
You should try it with a body pillow. My lady had gotten us body pillows and the first night I had mine, I woke up screwing the shit out of it and in time to bust a nut... all in my underwear. I don't use my body pillow all that often but when I do, at the least, I can count on it giving me major wood from being all wrapped up with it between my legs...
I've never been into it but my wife would often masturbate to her climax. As she orgasmed, whe would sometimes put a pillow between her legs and then close her legs and sqeeze the pillow so that she could rock her pussy on it. It did get a little messy but she said that sqeezing her legs together and having the pillow between them helped her climax. Almost like climaxing with a man between your legs while getting fucked. Whatever works if fine with me.
I've been a pillow humper pretty much since I hit puberty. One of my favorite ways of masturbating! I'm in my 40's now, and still pull out the pillow for a rousing hump session every so often.