Propositioned for anal sex at 63 by older brother.
In the spring of 2001 I flew from California to the Midwest
for a family gathering without my wife; I was then 63. My
oldest brother met me at the airport, and at his insistence
I stay at his house. Although he was in his late sixties he
still fits the aggressive A-Type personality profile,
and in private he complained that his wife was only have
sex with him several times a week and that he craved more.
And that he was being 'cut off' during my stay.
One afternoon while his wife was at work he made a point of
telling me he was fucking her anally and wanted to experience
it himself before he kick off. That he tried using a rubber
dildo and didnt particularly like it. (He did have a nice
vibrator he used.)
Man, I got so heady, aroused. I confessed my wife hadnt
been interested in sex for the last four years so I masturbate
a lot. And I had used long-necked beer bottles, cucumbers,
screwdriver handles, and finally real dildos for self
stimulation over the years, and that I loved them. That
I would be willing to try fucking him.
He quickly drew the blinds in the living room. We shed our
clothes, compare 'weapons' --we were the same
length, breadth, but man, his glans was huge! He bent over
the arm of the couch, but I couldn't get 'hard'
enough to penetrate his clinched sphincter. For some unknown
reason he wasn't able to penetrate me either. We had
to give up in frustration.

Condoms, I hadn't even thought
about them, although I did later on my flight home.
Fate would have that there was a death in the family several
months later. This time I made a mad two and a half day-and-night
drive to the Midwest for the funeral. Again I stay at his
house. But this time I brought several pornographic VHS
tapes for him to add clandestinely to his personal library.
Like typical males the subject of sex was broached several
times when we were alone, but it wasn't until the day
before I was to leave that the 'timing' was right,
when his wife went back to work on the night shift. We broke
out several tapes, fast-forwarded to the juicy fuck parts;
he discussed 'trying' again.
Man, was I ever getting heady from anticipation. This time
he took me back to the guest room where I was rooming, with
its single bed elevated with 4X4s under the legs. Stripping,
he got into a Missionary position on the bed, the way he positioned
his wife when he fuck her in the ass in there. With his knees
drawn up the brown sphincter of his hairy ass made a ready
target. Although highly worked up I fail getting a condom
on, fail making myself firm enough to penetration his tight
sphincter before I pop-off and cum in my hand. What a disappointment
for him.
But he did have an erection, and what an erection this time.
I quickly trade places with him; he slip a pillow under my
rump and perch my ankles on his shoulders as he apply KY jelly
to my anus.
In my wont I forgot to insist he should use a condom.
His engorged glans pierced my throbbing sphincter and
plunge into my rectum. Highly aroused, he made up for the
earlier lost opportunity. I was in heaven, gripping his
forearms tightly as he bent over me, slammed his cock into
me. I relished the feel of his hard cock thrusting deep into
me, a pleasure I can't get with any of my dildos.
I loved that wondrous feeling, the pressure of his cock
gliding over my prostate. Feeling the breadth of his cock
massaging my sensitive sphincter, feeling it sliding
in and out of me. He continued for several minutes, fucking
me, unknowingly giving me astonishing pleasure.
And like a true exhibitionist I respond to his quickening
breaths as his rabbit-like thrusts sped up. Then the telltale
arch of his back, him gasping as he thrust his cock deep into
my bowels, crashed his loin hard against my buttocks, knowing
he was emptying his testicles into me, spewing his bodily
fluids into mine.
Seemingly too soon it was over -but his wife would soon be
home. We quickly dress, straightened things up. Play it
'straight' when she finally did, watch some TV.
Even in his late sixties he was able to spew copious amounts
of semen into my bowels, which I could attest to by the trip
to the bathroom at two in the morning --it was as if I had had
a delayed semen enema. I left for my drive back home the next
morning, knowing I had to go back to work, bills to pay, and
a wife to see.
But this time, during for first several days
of that trip I had a tingling and very satisfied feeling
in my bowels. With a memory to fantasize about, to replay
again and again in my mind.