Date: Sat, 31 May 2003 08:10:18 -0700 (PDT)
From: Will Anderson <big69will42@yahoo.com>
Subject: Will's Jack Off Hournal - Chapter 30

Chapter 30 - The Ultimate Handjob

I met Diana 3 years ago, when she was in her early 30's.  She was an
ex-student of my bi-friend Jake, before he retired as a high school
history teacher. The day we met, she had been staying with Jake, and
he had encouraged me to drop by to see what might develop.  He intimated
that she just might be ready for a three-way.  I got to his place
mid-morning and was introduced.  She was cute as hell and very friendly.
In the living room, she sat in a recliner and I was on the couch
opposite. As we chatted, she'd shift periodically and give me a good peek
up her dress at her underpants (I didn't find out until later that it
wasn't inadvertant).

Somehow we got on the subject of sex, and during the conversation I made
the observation that I'd never performed oral sex on a woman. She seemed
to find that fascinating, and commented that I'd really been missing out.
As I got up to leave, she suggested that I come back that evening for
dinner. Needless to say, I accepted.....and did return - but not for
dinner, as it turned out.

I arrived with wine in hand later that evening, and I remember clearly
that she was dressed in a light blue sliky kimono. At her suggestion we
adjourned quickly to the bedroom, where Jake removed his clothes, and
suggested I do the same, which I did. Diana was propped up on pillows
watching with great interest as we undressed. She said that she loved the
sight of a man's erect penis. Then Jake had me lay down, and started
sucking me off. As I lay there face up, she slid over, leaned down and
kissed me, gently at first, then with her entire tongue in my mouth
keeping her eye on Herman as he licked up and down on my penis below.
God, it was hot!  After a few minutes of that, I reached my hand into her
robe and started gently massaging her tits as we kissed. They were very
nicely shaped, and her nipples became immediately hard. Then I shifted my
hand down her stomach to her panties. She was moaning very softly
throughout. I slipped my hand under the waistband of her pink cotton
Jockey underpants and felt her well-trimmed bush beneath. She untied her
sash and let the robe fall. As we continued to French kiss wildly, I
slowly inserted my hand inside her underpants and my finger into her
well-moistened cunt opening.  I absolutely couldn't believe my incredible
luck, as I looked into this cute teen-like face of this adorable young
girl.  I was almost old enough to be her father.

Jake wrapped up my my blow job - I hadn't cum yet, and walked around the
bed to remove Diana's panties. She was completely naked now, and
absolutely gorgeous. I started furiously finger-fucking her at this
point, and she was thrashing around a bit. She then positioned herself on
all fours, and Herman entered her from behind with me looking up from
below, giving me a bird's eye view of his cock sliding in and out of her
pussy.....what an truly erotic sight. I licked her clit for awhile while
he was fucking her. She had her first orgasm almost immediately, and
cried out and shook all over for 5 or 10 seconds.  Then Jake stopped his
humping as he pumped his load inside her.  After he withdrew, I got her
off once more as I licked the semen oozing out of her pussy.

Finally we unclinched, and she laid me back down and said that she had
never watched a guy ejaculate up close. She wiped some cum from her
bottom, and smeared it on my cock.  Then she started jacking me off as
she and Jake watched. In less than a minute, I arched my back, as her
hand continued to pump, and announced "I'm cumming". Diana cheered as she
watched my sperm spurt a good 6 or 8 inches in the air, spurt after
spurt. I can't ever remember having an ejaculation quite that intense.

 After that, we must have laid there for a good 15 minutes before anyone
moved. My God....what a session, and one that was totally unexpected in
it's intensity. We met again exactly a year later at Jake's new place,
and the action was even better.  What a find!