Gert’s Stockings

Guided Masturbation Stories

Gert’s Stockings, 1996

Excerpt from a dead man’s sexual diary, purchased at an estate sale–the late Bill W. Childhood Memories of Gert’s Stockings and Garters It is August, 1955. I am 12 and on vacation with my parents and another couple at a lake cottage in northern Wisconsin. I am in the only private place in the tiny cottage–the bathroom–jerking off with the door locked–or so I think.

My bloated young prick sticks rigidly out of my lap as I sit on the toilet, massaging my exquisitely sensitive foreskin, savoring the itchy, tingly feeling radiating through my balls. My ass twitches and squirms on the toilet seat as my newly discovered pastime causes muscles and nerves to twitch involuntarily in my crotch and legs. I stare at my hand in its vertical dance, wondering dazedly that I can give myself so much pleasure. The feeling is so good, yet at the same time somehow dirty and lewd, which makes it all the better.  Continue reading

His brilliant cum

a masturbator said:

I just gotta tell everyone about the way I came during my jack off
session on Friday, it was so hot.
I’ve always shot my cum a long way over my chest if I wank laying
down, or ahead of me if I’m standing up. Lots of guys have said how
cool it is to cum so hard and far but then when I see a guy’s cum
leave his penis kinda ‘gently’ I always think it would be hot to be
able to cum like that too, then I can catch it in my hand or cum in a
certain place like on a table or whatever.
Well I was having a fairly normal jack off session last Friday, I had
been showing on my open cam for about 2 hours or so, stroking my
penis slowly at times, fast and hard at others, occasionally edging
but not cumming. As I normally do during my wank sessions, I had let
go of my penis, leaving it erect and vertical, foreskin pulled back,
to write something to a guy I’d been chatting with, and something
truly brilliant happened!
My penis wasn’t in an edged state, but suddenly while typing I could
feel I was starting to cum! I looked down at my penis and a stream of
thick juicy cum just helped itself slowly out of the top of my penis,
trickled down over my glans, down my shaft, over my balls, down over
my thigh, and into a pool on my chair! This was so HOT! It went on
for about 20 seconds I guess, and as well as ending up with cum on my
penis, balls, and thigh, there was a pool of cum about 3 inches in
diameter on the chair! It is totally true that I have Never cum like
this before! It was unbelievable to see my cum like this, but also
the feeling inside while it was happening was brilliant! Even better
yet was that it did not have the effect of a normal orgasm and be an
end to my wank, so I was able to carry on masturbating, with the
bonus of having all that cum there to rub into my penis, balls and
I would be so happy to be able to cum like this again whenever I
like, but I am really not sure what I did differently to make it
happen in the first place! I gotta go now to have another try!!!
See ya soon :-)


Something similar happens to me if I masturbate right up to the edge, then
let go of my penis as soon as I feel ejaculation start. Some people call
that a “ruined” or “minimized” orgasm. But it feels good, and I can start
right away building to a new one. I can do this 2-3 times before I have to
squirt a final complete release.


I know what you’re saying. The difference to what you describe
Richard, is that I hadn’t actually masturbated to the point of
feeling the ejaculation about to start in this case. There was no way
of knowing that this was about to happen. Thinking about it a bit
more, a few other differences with what happened to me and cumming
because of ‘passing the point of no return’ were:
the time between last touching my penis and when the cum started
to ‘cum’ – which was much longer, maybe about 30 seconds or so, and
also that I didn’t really feel that much pumping from my balls, if
any, like you would have in a normal ejaculation.
In a way, cumming after not touching my penis for so long could be a
case of ‘cumming without touching my penis’, [which I’ve sadly never
been able to do], but if that was what happened, then wouldn’t I have
felt something in my balls, and wouldn’t it have ‘ruined’ my eventual
orgasm, rather than extending and enhancing it!?
I dunno about that but what I ‘do’ know is it was excellent!!
One other thing is that in my original post I mentioned other guys
cumming and seeing me cum etc, well I hope that hasn’t offended the
females here because I am happy to discuss my jack off sessions with
anyone! It’s just that I copied and pasted the post direct from my
masturbation blog and forgot to change certain words.