I never thought that I will get to have a cuckold experience, as a bull, especially since I am neither young, nor endowed, but it happened.

She is my, lets say friend, I have known for over 20 years. I had a serious crush on her in our 20's, but she was too good for me back then, and that is fair, even now, she is way out of my league. But, in our 30's, we became FWB, but not on a regular basis, only when she would feel it, so, sometimes, 10 times in a month, and sometimes once or twice a year. I was her spare, I got that, but I didn't mind.

She got in a serious relationship some five years ago, and we kind of stopped seeing each other, in any capacity, and, well, it had to happen at some point, so I didn't give it much thought. But, maybe a month ago, she called me, to grab a cup of coffee, and well, I thought here we go again, but no, it was awkward, it seemed like she was with holding something from me, and when I asked her if she would come to my place, she said no, and rushed off. Two days later, the exact same coffee date...

I was puzzled, so I did something we agreed never to do, I started texting her. It took some time, a few days, and I guess it was easier for her to tell me over text, than eye to eye. She mentioned her fiance, is into cuckolding. I understood, immediately, what was up, so I was the one to encourage it, so the three of us met, at dinner.

He looked like he is about to faint, and he looked like someone who would love to see his woman fucked by another man - a total fucking wimp. She was talking, how they thought of it, how it would be easier with someone she feels comfortable with, etc. I was the one lightening the mood, joking, and she joined me, but when we parted ways, I thought, no way in hell this is happening, he looked like he regretted thinking of it. Two days later, she called, and set up a date night at their place.

The look, size and location of his place, answered all of my questions on why she is engaged to him.

I thought it would be awkward, but as soon as me and her started kissing, it was like he wasn't even there. They didn't ask for a condom, and I didn't bring one, hoping that we can do raw, and we did. He didn't jerk off, he just watched, fully dressed. It was amazing, better than it ever was, she came, loudly, and in the end, we did it in the pile driver position, and when I was about to cum, I pulled out, and did something I did many times before, with her, came all over her pussy, because, she has the fattest pussy lips I ever saw.

I was still tossing the last drops out of my cock, when he got up, almost ran up to us, I pulled back, thinking, he is about to hit me, but no, he got on his knees, and started licking my cum off of her pussy.

I am far from a moral idol, but that felt sick, so I got into the shower.

We are meeting again, next weekend, when he gets back from his work trip. I feel conflicted, but I guess that my cock will do my thinking, like it always did, and that I will continue this ordeal, even though, I felt pretty pathetic after that night, me, the guy who always thought sex is everything. I think I found my boundary, but I want to see if I can push through it.

Having a sexual relationship with family members can
get started in just about any variety of situations,
some because one or more member has the definite hots
for the other, and some because of circumstances that
arise almost out of nowhere. Mine arose simply because
of my sister, and what she did with her birthday
present.

Darla got a small, hand-held video camera for her
birthday. It was pretty neat, and she went around
videotaping everyone in the house. I didn't know that
she had videotaped herself, too, and what she was doing
while she taped herself.

"Come on, Gary, let me show you my tape," she said.

"I've seen your tapes all day," I said. Mom and Dad had
gone to bed, and it was late, and I was tired. It was
past midnight.

"No, you haven't seen this one. I guarantee, you'll
like it."

I followed her to her room, where she hooked up the
small camera to her TV set.

The tape began in her room, with her just standing
there smiling. She sat next to me on her bed, and then
she nudged me. "Here's the good part,Gary."

She was laying on the bed, her legs spread, her fingers
moving up and down her pussy lips. I could feel my cock
suddenly grow, and I knew that my face was getting red.
The room suddenly felt stuffy.

She writhed around on the bed, rubbing her pussy,
lifting her skirt higher andhigher. Then, the tape
showed a close-up of her red, swollen pussy lips. Her
fingers moved to her cunt, and she pulled her lips
apart, rubbing her clitoris.

"Do you like that, Gary?"

I didn't know what to say. "Yeah," I said. My voice was
choked.

I squirmed, trying to adjust my hard-on in my pants. I
had never imagined that my sister looked so good. I
mean I knew that she had a nice body and all, but to
see it on display like this was giving me all sorts of
ideas.

She reached over and put her hand in my lap. Pressing
downward, and looked at me. She pulled my hand from my
side and put it on her knee, then pushed it up higher.
I could feel her smooth thighs and the warmth of her
crotch as she pressed my hand up under her bath robe
against her pubic bush.

I gently moved my finger against her pussy, feeling the
downy hairs beneath my fingers. At the same time, she
was rubbing the outline of my hard cock through my
pants. I felt her fingers on my zipper.

"Take off your clothes, Gary," she murmured. "I want to
take some more videos."

I knew that what I was doing was probably wrong, but I
had no choice, my hormones were raging at this point so
I stood and took off my shirt. She reached up and
unsnapped my pants, pulling them down to the floor. I
stepped out of them as my hard throbbing cock jutted
out over the band of my briefs.

My sister gasped audibly. "Damn, Gary,
you've got a big one!"

She reached up and grabbed my cock and pulled me toward
her.

She held it in her hand, examining it closely. With her
other hand, she tugged at the band of my briefs, and
pulled them down. As the elastic band passed over my
hard cock and set it free, it popped back up in the
air, reaching all the way up and slapping me in the
belly below my navel.

She stood and pulled off her robe. She wasn't wearing a
bra. Her tits bounced provocatively as she sat again
and pulled my cock to her face.

I watched with fascination as my sexy sister put her
lips around the shaft of cock. She ran her lips up the
length of it all the way to the head. Her tongue darted
out, flicking out and swiping across the purple head of
my rigid dick.

She then slowly moved her mouth down again, licking my
cock all the way to the base of it, holding my balls in
her hand. She pulled my heavy balls to her mouth and
licked, then sucked one of my swollen orbs into her
mouth. I couldn't believe that she was doing this, it
was like a dream.

I pulled away from her. "Lay on the bed," I said.

She lay back and spread her legs. "Please, Gary, fuck
me," she whispered. I didn't need to be asked twice. I
climbed on top of my sister, sucking on her erect
nipples as I positioned my cock against her hot, wet
pussy. I felt her reach down and guide my cock, wiping
the head of it against her juicy pussy.

I pressed gently, pushing my cock inside her a little
and she moaned. I thrustall the way into her, feeling
the warm, moist tightness of her cunt. I could feel my
balls pressing against her ass and she moaned again. I
began to thrust in and out of her with a rhythm she
seemed to like.

She tightened her legs around my ass, as her legs began
to tremble and shake. She moaned, and I could feel
spasms in her body as she pressed against me. Then she
came, just as I felt my balls tighten. I shot my cum
deep inside her, filling her hot box with my own
sticky, hot juices. I couldn't have held back if I'd
wanted to. It was like she was sucking it out of me.

After a few minutes, I pulled out of her and lay beside
her on the bed, dragging my cock across her legs,
leaving a sticky trail of cum and cunt juices.

"Why the hell did you tape yourself, anyway?" I asked.

"I wanted to see what it looked like."

"Looked pretty damn good to me," I said.

"I wanna see what you look like, jacking off, or
something."

It was that "something" that we taped.

I once ran naked through a sports field in the middle of the night, a great rush AND turn on...

Suggest you try it (dont carry your clothes, takes away the full feeling... hide them in a bush) =]

Here's a little story that I've only told a couple times in my life. You know it's true because there's basically no climax. It's almost boring, actually.

I live in Japan. A couple years ago, I lived on the 2nd floor of an apartment building that had a house right behind it. A family lived there, and from the 2nd floor hallway of my building, you could see through the house's glass back-door into their living room.

To make a long story short, I happened to look in one day to see the roughly six year old girl that lived their making out with one of her older siblings. I think the older one was also a girl. And that's it. They did it for a couple minutes, then the little one ran off while the older one slept on the couch.

It was hard for me to believe. I once visited my cousins in Florida, and while playing with the youngest one, we did the touch-foreheads-together-and-make-funny-faces game. My much older cousin later said that when she saw us doing that, she thought we were kissing at first. Here in Japan, I asked myself if I could be confused like she was. It's definitely possible. However, it really looked like they were making out.

I never saw anything else like that happen again at their house. I moved away a few months later.

I confess yesterday I had my wife dress like a slut in a miniskirt and tight low cut top that showed her big titties and hard nipples of, no panties or bra. I took her to an adult theater where she let 4 guys dump their load in her pussy. Afterward we went to a fast food joint and set on the patio eating with her facing so anyone in the drive through could see her pussy. One guy was staring up her skirt and I told her to put a finger deep inside, scoop up some cum and suck it clean. The guy almost ran into the car in front of him. It was fucking funny. She loves walking around in stores with her thighs slick and shiny so everyone can know she has cum leaking from her pussy.