I waited patiently for Jenny to finally come downstairs so we could get to the
restaurant before it got mobbed. I could hardly believe she and I had been
together one full year; it seemed like only two months.
When she came downstairs, I thought I would burst. Jenny slid her perfect size
six ass into a tight pair of leather pants: black with a long, thin zipper on
the right hip. She also had on a black leather jacket and red pumps. “So, how
do I look?” she asked, putting her hands on her sexy hips.
“Incredible? Orgasmic? How about slutty?” I said, not trying to hide my
“Well, let’s get going,” Jenny added. “We want to beat traffic, right?”
“Shit, in that outfit you’ll stop traffic.”
She smiled and intertwined her arm in mine. What a hot looking lady I had on
my arm that night.
We made it to the restaurant and upon walking in, all eyes were glued to
Jenny. How often is it that a 20-year old woman walks around dressed head to
toe in painted-on leather? Jenny slipped off her jacket and sat down. We got
our customary water and place settings, and I couldn’t help but notice the bus
boy looking at Jenny. I’m telling you, all eyes were on Jenny.
Our waiter came over, and he took an immediate interest in Jenny. He was an
18-year old Mexican kid who seemed to hang on Jenny’s every word. Jenny
flipped her long blond hair over her right eye, giving her that “slutty” look
that only complimented her outfit for the evening. After ordering, he said it
would be about 20 minutes before our food came, to which I said fine.
“Jesus Christ,” I said after he left, “do you think he’s gonna go jerk off?”
Jenny laughed. “He might. See, everyone likes this outfit as much as I do.”
“Well, it doesn’t hurt that you’re gorgeous, you know?”
Before she could reply, the waiter came back over to the table with a basket
of chips. “Will you need anything else while you’re waiting?” he asked.
Jenny looked at me and smiled. I just shook my head. “No, not right now, hon,”
“I’m sorry,” he began, “I just have to tell you how much I like that suit.”
“Thank you,” Jenny said blushing.
She looked at me as if to say, “Don’t hit him!”, but quite the contrary…I
was getting horny watching this guy squirm looking at her.
“My ex-girlfriend had leather pants, but nowhere near as nice as yours,” the
“Really? Where did she get them?” Jenny asked. I couldn’t believe I was
actually getting a hard-on.
“Uh, Bermans, I think. About four years ago.”
With that, he excused himself and went to the back room. Jenny ran her hands
up and down her legs. “He’s so horny, it’s not even funny!” Jenny giggled.
Dinner came, our over-attentive waiter made a few more unnecessary trips to
our table, we ate, then started talking.
“You’re not mad at me, are you?” Jenny asked.
“You know,” I began, “I’ve never been so turned on in my life. You must think
he’s cute to keep flirting the way you do.”
“Yeah, he’s cute, but he’s a kid.”
“Oh, well, you’re not too much older than him, Mrs. Smith,” I laughed.
We stated finishing off the chips. I thought long and hard about the question
weighing heavily on my mind, then decided not to even ask. It was absurd! It
was the heat of the moment, and nothing more! I was losing my inner battle….
“Would you suck his dick?”
Jenny looked up at me, smiling ever-so-slightly. “Are you serious?”
“Maybe…ah, forget it. I’m just being stupid.”
“Where would I do it anyway?” she added quickly.
“I have no idea,” I said. “What about the bathroom?”
“No way! Someone might come in. I’m an exhibitionist, sweetie, but not that
much of one,” she laughed.
We just dropped it. I chalked it up to my being overly-horny. It wasn’t like
Jenny and I had never done any “sharing” before; we just entertained the
thought here because it was impossible to pull it off before reason set in on
Just then, our waiter came over with the check. “You have a good night, okay?”
“Do you have a break soon?” Jenny asked.
I looked at her and thought, “What the fuck are you doing?”
“Um…yeah…in like, ten minutes or so. Why?”
“Do me a favor? Meet me out in back in ten minutes?” she said quietly.
“Is everything okay?” he asked.
“Sure,” she added. “I just want to talk to you for a minute or so. Okay?”
“Uh…yeah, I guess so,” he said, a little taken aback. “Ten minutes, okay?”
When he left, I looked at her, smiling. “You’re gonna blow him in the alley?”
“I might just jerk him off,” she said, slipping on her jacket. “We’ll see.”
After our ten minute interim, I paid the check, while Jenny checked her
lipstick. I looked at her standing there in those black leather pants and
pumps and my dick started to ache! We left and went around the side to the
back of the building. “Are you sure about this?” I asked her, hoping to God
she would say yes.
“Sure. Why not?”
When we made it to the back door, our waiter was standing there. “Okay,” he
said, “did I do something wrong?”
“Oh, quite the opposite,” Jenny said, placing her hand on his crotch. “I want
to thank you personally.”
“You’re kidding, right?” he stammered. He looked at me and added, “Are you
okay with this?”
“Sure,” I replied. “When Jenny wants something, she takes it.”
“Do you really like my leather outfit?” Jenny asked, masturbating him through
“Oh yeah. It’s hot!”
“Unzip your pants,” she said quietly.
The kid hurriedly fumbled with his zipper, and pulled out a semi-hard cock
that didn’t look too big at first, but when Jenny gave it a few light tugs, it
stiffened to about seven inches. He began to breathe heavily as she rubbed
“Want a blow job?” Jenny asked.
“Yeah, sure,” he replied. It sounded so dumb, but I don’t think he noticed.
Jenny slid to her knees and started sucking him off right in the alley, the
busy street just 200-feet away. The kid kept looking down at Jenny’s leather
pants and gripping the shoulders of her leather jacket, saying, “Man, no one
is gonna believe me.”
The blow job lasted about six or seven minutes, with me keeping a moderate
lookout the entire time. When the kid started to breathe really heavy, I knew
what was coming…literally! In fact, he came all over Jenny’s jacket. When it
was all over, Jenny stood up to the squeaking of her leather pants and said,
“Thanks,” the kid said through short breaths. “I hope to see you”