Baby koala
He was an Executive at a very famous company.
I called him Aussie.
A name I gave him because he was the first white man I added to my IG. An Australian man I met on Ashley Madison (AM), a cheating site where married couples and singles looking for more mature men and women went to get a fuck.
There wasn’t any subtlety to it. AM made Tinder look like a place where teenagers hung out. On AM, these adults were horny for a quickie and more. To explain why I was on AM is long and exciting, which I’d get to after this story about peggers is done. Being new in the world of flippant sex, I, baby cougar, one of my third-persona, had lots to learn.
Aussie.
Now, he was a veteran. He knew the cheating landscape well and coated his niceness with ease and friendship. Unlike many of the rude, horny white guys on AM, Aussie was a gentleman, and perhaps because he was a foreigner just as I was and wasn’t so in-your-face about his Asian fetish because he liked all types of women, that smoothed the path. This smart guy got past my gate when I specifically said I’d only date East Asian men from 25-35.
Good old Aussie was neither East Asian nor young. At forty-eight, he was also older than I, which meant he failed to make the mark. But, he was charming, funny, and horny with his ‘movies,’ which were mostly him jacking off. Aussie had some hot videos of Asian women he banged to share, and that was a thumbs up in H’s books.
It was a slow warm-up. First, he began by asking for my advice. Aussie said he’d taken some pics of himself and wanted a woman’s opinion on which type of pic was attractive to other women, since I wasn't interested in him. That led up to his fetish for heels and my story about a guy I spoke to who had a hot, Latin FWB who only had sex with her stilettos on.
A few days of sex tales and vid exchanges, and then the billion-dollar question came.
“Would you peg me?" he asked it so casually. Like, did you bring your umbrella? It’s about to rain.
“It would be so hot if you peg me with heels. I’ll buy you some.” And as he was searching for the red heels to match whatever he thought I’d do for him.
“Peg?” I spoke out loud. I’m thinking the only peg I knew was the one you used for hanging clothes. I turned to H, sitting on his side of the bed and watching his show on his iPad.
“Do you know what pegging is?”
H dropped his laptop. “What? Who said that?”
“Aussie is asking me to peg him.”
“Holy fuck.” He laughed. “You sure he said that?”
“Yes, holy serious.” I shook my head, and before I could say more, Aussie sent over a pic of black knee-high boots.
“This would look good on you. Wear the boots and that black corset.”
“No.” I messaged back. “I can’t wear heels. Sorry. I’d fall…” By this time, I’d already googled the word and my face was burning.
“Come on…Yuki. This is my bucket list. My one wish.”
“Dude….I just googled pegging. Are you crazy? I’m not gonna do it.”
“With a strap on. I’d be on my fours…”
And he sent a pic. A hot Asian Dom woman with a black patent leather strap-on and whip. A large white guy on his fours. A medium-sized dick hanging from her pelvis. An abomination of nature, and I wouldn’t care what people wore other than the image of me wearing it, which made me sick.
I had to close my eyes. “I’m not going to do that.”
“You can…” Aussie dropped a smiley and a naughty face. “I’ve decided. You are that hot and sexy woman who’d do it for me.”
“And I decided. There is no way. Absolutely no way, I’m not wearing that fucking strap-on.”
And so it began. Aussie’s wooing. The quest to make me the baby koala he’d always wanted. That’s what I called the action I’d take if push came to shove and he couldn’t find another woman to take my place.
Baby Koala. I wasn’t going to hump him from the top. A slide in may work if I could get past my uncertainty. I’m the baby and guy’s the mommy. You get the point.
Months later…
“I found her?" he was excited. I grinned. Aussie’s sexcapades were what kept us talking. His and his morning boners and the movies he’d always asked me to share. He was going on his Asian trip soon for work and was lining up his girls like joining the dots.
“A Japanese woman. She is a Dom and she said she’d peg me.”
“Woah…really?” I was surprised that our friend was getting his bucket list met faster than I was.
“That’s awesome, dude! So, how did you meet her?”
“Tinder. She said we’ll go shopping for a toy together.” Though he was texting, I could hear his excitement.
“Is she gonna wear those heels? Damn. She’s gonna deflower you.”
“Yeah. Yeah…”
“I’m happy for you. Don’t forget to take some pics.”
“I’ll make a movie for you.”
Perverts unite. That’s what we all were. We were from Ashley Madison, where I first met him. Those seeking to cheat and desperate for sex were the most pervs of them all. Perhaps age had to do with it. Or the pool of finding someone who was sexually active over thirty was harder.
I really was happy for him—an Aussie whose goal was to be pegged before he got to fifty. I’d want to get all my bucket lists checked off by then, too. I'm not saying I was ready for the grim, but it was good to know I’d have a new list to make after achieving my first.
Time passed.
“We had sex. We bought the toy…”
“But you didn’t do it?” I asked. “Bummer.”
“Yeah. But I had five in a week…”
“That’s a buffet, dude.” I was expecting more. The movies he shared left much to be desired, but it was a feat for him to nail five women in three Asian countries. Again, it showed white dudes getting all the luck, which H was having a hard time nailing one to meet.
To peg or not to peg?
Aussie wasn’t the only one who wanted my help. He was the first but wasn’t the last. In the year since I started my journey, I’ve been approached more than ten times by different guys, of different ages and professions. To everyone’s surprise, these men were straight. They were not closeted. They didn’t like men. These were their reasons:
Top five reasons for pegging:
The feeling of dominance in a woman
Male orgasm
New sexual experience
Closeness of a lover
Playing with sexual toys
I believed that talking about sex opened doors to a person’s innermost character and secrets they’d not share with anyone. I am privileged to be part of each one of their feelings, thoughts, and passions. I did not judge. I did not laugh. I embraced their words and shared my feelings and thoughts too. If we were of the same mind and perversion, I was more than happy to play along. Although I realized after chatting with many of them, I’d begun to learn what my preferences were. If I couldn’t help them in this way, I wished them the best of luck and that they’d find the happiness and release they were looking for.
“I bought these two…” He sent me a pic of two dildos — a white and a black. Both larger than the average Asian dick.
“Have you used them?” I asked, surprised because I was expecting this.
“I want you to use it on me.”
I blinked. “Isn’t this fast?” I asked. Again, I found myself reading a guy wrong. It went to show that you never know the sexual preferences of a person by just a look.
Recently, I’d met several guys who turned out to be subs. As I said before, I didn’t judge. Being a Milf attracted many types of guys. Discounting my look,s which attracted another group of guys. Guys who liked Milfs were mostly in two categories — wanting to dominate an older, married woman or to be a sub to an older woman.
“I can’t do that,” I said. “I’m not into pegging…and those dildos…don’t they look too big?”
“You don’t like me?”
“No. It’s not that,” I replied. “I’m not a Femdom. Plus, I’m not attracted to doing this.”
Rejection was hard, especially if the other person felt insecure.
There was a limit to which I could help. And pegging was one of them.