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Caribbean Dream
by Joe A Abernathy (joeaabernathy@yahoo.com)

***

A man and his prudish wife visit the islands. Passing a 
nude couple on the beach, the man gets overheated and 
dreams of some of what he's never gotten at home. (MF, 
nc, anal)

***

This story is a fantasy... safe sex, respect for your 
spouse, etc, etc. I believe in all those things, that's 
why I keep them in story form.

***

My ex-wife and I had a pretty tepid sex life for the 
most part. She came when I ate her, but didn’t seem to 
care whether or not I did eat her. She hated swallowing 
cum, so the blowjobs were infrequent and far from 
perfect. Fucking was not really of much interest to 
her.

She did have nice tits which she would let me fuck. She 
would hold them together with my cock in between. The 
pre-cum from my cock has always flowed plentifully, and 
that was all the lube I needed. When I came I would 
shove forward as far as I could, the way you do when 
you cum into a cunt, pressing hard to bury it deep. The 
head of my cock would appear between the top of her 
tits and my cum would splash on the underside of her 
chin, pooling in the crease of throat and shoulders, 
overflowing around the sides of her neck as my cock 
softened between her full tits.

Her cunt was tight, I’ll say that. I could barely 
squeeze it all the way in before I was ready to shoot 
my load. My cock is about average length, but pretty 
thick. I could always hit bottom with her, and could 
feel the tip of my cock pushing into the folds of her 
cervix. 

Partly because of my cock’s girth and partly because of 
the same Catholic inhibitions that kept her from 
swallowing, she wouldn’t consider anal. For years, I 
tried everything to talk her into it. One time, though, 
I squeezed into her ass. This is the story of that 
occasion.

We were on vacation in the Caribbean. There were lots 
of hot women in small suits on the beaches. I was 
constantly overheated and on the verge of springing an 
embarrassing boner while we strolled along the beach. 

One afternoon we were walking along the edge of the 
beach and passed a couple lying naked on a blanket. The 
woman had long black hair and a smooth, tanned back. 
Her waist was narrow and her legs long and slim. She 
was on her stomach, with her legs together. You 
couldn’t really see much, except her heart-shaped ass 
and the sides of her tits. He was on his back, fully 
exposed to the sun, sleeping. His cock was more than 
half erect, long and thin, with a foreskin that 
partially covered the head. 

I quietly indicated their exposure to my wife, who 
tried to ignore the sight. As we passed I whispered 
about them, verbalizing the fantasies in my own head. I 
suggested that the state of his cock looked like they 
might have just had sex or might be about to. She 
seemed somewhat receptive to my idle speculation, so I 
kept going. I had a hard-on, thinking about the two of 
them fucking. 

I surmised that if he rolled over he might roll on top 
of her and that his cock might slide into her ass 
before she even knew it was happening. I noted that his 
cock was thin and might fit just fine. She laughed and 
told me I was crazy, but I glanced back over my 
shoulder, half expecting to see him sodomizing her on 
the beach. 

We had dinner and a few drinks that night and went to 
bed at a reasonable hour. My wife slept naked, which 
drove me crazy when I was horny, as I was that night. I 
fell asleep with a hard-on and my sleep was occupied 
with sex dreams.

I dreamt about the couple on the beach. I was that guy. 
The dream was really vivid. I was lying next to the 
naked woman with the long dark hair and I was half 
asleep. My earlier fantasy of him rolling over and 
fucking her in the ass was a real possibility in my 
dream. In my dream I knew that my fantasy partner 
wouldn’t mind. All that afternoon, I had imagined that 
the two of them had done that many times and that she 
liked his cock in her ass.

So, in my dream, I rolled over so that my cock nudged 
between the buttocks of my dream babe. I pushed forward 
and hit solid flesh. I dreamt of sliding my cock 
between the sun-lotioned cheeks of her ass until it was 
pointed at her tight opening. I got it squared to the 
hole and then slid forward. I dreamt of the taut 
muscles stretching open. 

My black-haired beauty squirmed and protested a little 
as I pushed forward. The head popped past the sphincter 
and she squealed and then lay still. I fucked the head 
of my cock through the ring. The tightness was 
exquisite on the head of my cock. I didn’t go very deep 
before my cock started pumping jizz into her skintight 
ass. Two, three, close to ten spurts fired into her 
hot, snug butt before my dream cock wilted and I rolled 
back onto the beach in a contented sleep. 

When I woke up in the morning I noticed that my cock 
was sore and that there was dried cum on my stomach. I 
figured I’d had a nocturnal emission. I remembered my 
dream and how vivid it was. My cock started hardening. 
I reached over and touched my wife’s naked ass. As I 
did, she said, somewhat curtly, "You did a number on 
that last night."

I thought about my dream, it had seemed so real. Had I?

I told her about my dream and she said, "That wasn’t a 
dream. I tried to stop you but you just kept going." 

I was stunned; I had cum in my wife’s ass and had slept 
through it. My cock was hard as a rock as I reached 
between her ass cheeks and felt the distinctive texture 
of cum on the tight opening of her ass. 

"Are you okay," I asked. 

"I was pretty pissed off at first, but it wasn’t so bad 
since you didn’t go in very far and you didn’t last 
very long." 

I rolled over on top of her, my cock nestling between 
her ass cheeks.

"What the hell do you think you’re doing?" she asked.

"I want to try it again, while I’m awake," I said. I 
slid the tip of my cock, already dripping with pre-cum, 
against the tiny opening of her ass. 

"I don’t think you..." she managed to say before I slid 
my cock forward and started to stretch her opening a 
little. 

I pressed harder, but my cock didn’t slide in, it only 
indented the flesh of around her anus. My cock oozed 
pre-cum which spread out over the tip of my cock and 
into the pore of her asshole. 

"Seriously, Joe, stop it."

I was hard as a rock, remembering the feeling of her 
asshole, stretched like a doubled-over rubber band 
around the head of my cock. I was horny to the 
exclusion of all else. I kept pressing and the ring 
started stretching over the spongy wet tip of my dick.

She started to squirm and to grunt in outrage. I 
pressed a little harder and her wiggling twisted her 
ass-ring over the tip of my dick, the pre-cum and last 
night’s jizz helping my cock slide in just a bit. 

She screamed and struggled again, this time her 
movements were enough so that the head of my cock 
wedged open her hole. The swollen head of my cock 
popped all the way in, her anal ring stretched over the 
crown and ended up clamped behind the corona of my 
cock.

She froze and groaned. I held still. I was near 
shooting my load already. She moaned, "Get it over 
with" in resignation. I was happy to accept that half-
serious invitation.

I slid back slightly, pulling some pre-cum and jizm 
along with me. With that extra lube on the outside of 
her hole I was able to push forward a little further on 
the in-stroke. I was now about an inch past the crown 
and about a third of my cock was in her ass. 

This was as far as I’d gotten in my dream. In the dream 
I’d ridden the sensitive part of my cock in and out of 
the super tight opening of her ass which brought my 
anxious cock to a fast ejaculation. I wanted to see 
what it was like in deep while I had the chance, so I 
pushed my luck.

I slowly wiggled my cock in and out, bringing cum from 
last night further up my shaft so that more and more of 
my cock could squeeze through the opening. Pre-cum was 
pouring out of the tip of my cock, providing ample lube 
for my cock head to push forward as the pumping wet 
more of the shaft of my cock with last night’s fountain 
of jizm. 

I wiggled my dick forward an eighth inch at a time. She 
groaned as I slowly slid my cock two inches, three 
inches, four inches into her ass. I felt the ring of 
her anus approach my pubes a little at a time as the 
head of my cock explored the hot, soft insides of her 
ass. Finally, I felt her lower ass-cheeks squashed 
against my balls as the ring of her ass pinched the 
base of my cock. 

I had almost come when I was driving into her asshole, 
but the inner depths weren’t as tight around my cock-
head. They felt loose and hot while her asshole acted 
like a cock-ring around the base of my cock, causing it 
to swell to painful hardness and size deep in her ass.

I began to fuck her in short, one-inch strokes. The 
light friction of her loose inner ass, slick from last 
night’s huge load and my free flowing pre-cum were 
enough to keep me on the edge without triggering my 
spasms. 

I kept a slow in-out rhythm, lengthening my strokes. 
She whimpered and occasionally said "ouch, oh, Jesus" 
as I fucked her. My strokes lengthened to the point 
where the flange of my cock grabbed her anal ring and 
pulled it back on the outstroke. On the in strokes I 
could feel the hotness of her inner ass on my cock-head 
as her asshole pressed against my pubic hair and my 
balls which were retracting in preparation for delivery 
of another record cum load.

I was getting near the point of no return. I continued 
the long slow strokes. Once I pulled back too far and 
the flange of my cock went past her sphincter. The 
slickness squeezed my cock-head out of her ass for a 
second before I slowly slid it back through the ring of 
her ass. It wasn’t quite as hard to slide in now, but 
it was still dammed tight. 

I sped up my fucking until I could feel my climax 
start, I slid into her ass as far as I could go as my 
cock swelled with a first dry spasm and my balls 
tightened to delivery the first wad of jizz. 

My cock-head must have really swelled up because she 
exclaimed "Ouch," with each spurt of my cock. In spite 
of my load the night before, I pumped a pint of sperm 
up her ass. Ten times my cock swelled and fired deep 
into her butt. Ten times she squeaked, "Ow," as the 
cock-head stretched her rectum and squirted hard spurts 
of cream deep into her colon. 

I lay on top of her as my cock shrunk, slimy with two 
loads of jizz. Her ass was still tight, in spite of the 
stretching, and spit my cock out as it lost all its 
hardness, completely sated. 

END

I would appreciate your comments on this story. I 
realize that I’ve now submitted two stories here and 
both have involved anal rape. I’ve got a boatload of 
stories in progress, mostly on a bi- or multiple 
partner theme. Happy to hear what you like. Write: 
JoeAAbernathy@yahoo.com

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. You only have one body per lifetime,
so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 33