Note: All the high school students at the story opening are 18 years old.
Everyone calls me Oscar. A nickname I didn't choose and can't ever seem to shake. My actual name is Patrick Myer. You might be thinking that 'Oscar' Myer (my last name is not spelled the same, but is a phonetic match) has been with me since grade school; we did take a field trip to see the Wiener Mobile.
But the moniker actually came from high school gym class. You see, I have an unusually long skinny pecker. Think of the foot long wiener that's a summer favorite--especially at the ballparks--except I'm not twelve inches.
Even though I AM an impressive seven and a half inches, my tool is so thin I'm embarrassed to be seen with my pants down.
Once the fellas got wind of it, they told all the girls.
"His penis looks like a skinny hot dog," Bart told one of the hot girls named Lisa.
SPH - Skinny Penis Humiliation
Well, apparently Lisa wanted to see it for herself and asked me to the Sadie Hawkins dance. Back at her house that night, after the dance, I thought we were going to make out. Nope.
We started playfully wrestling. The fit cheerleader proceeded to pants me before I could even get her bra off. She got a good lengthy look at my long skinny noodle and tried not to laugh, but secretly enjoyed that she'd accomplished her goal. She coaxed me into jacking off for her while she proceeded to teasingly and playfully make fun of my wiener.
"Come on, Oscar! Don't be shy. It'll be fun!" she said. "I'll take off my bra. Let's see that long skinny thing get real happy!"
It was the first kind of any 'sex' I ever had.
"I bet that pathetically skinny penis is easy to choke off. Rub out a load for Lisa's titties. Will your cummies be skinny, scrawny little losers, too?" she laughed.
This orgasm through humiliation imprinted my future sexual desires.
I've been beating off constantly to penis humiliation ever since.
Taking Matters into My Own Hands
The nickname followed me to college. I learned to embrace my skinny pecker with the fellas by having fun with the idea that my dick was longer than all my friends. But finding hot girls who liked to tease me about it and make me masturbate for them was a difficult fetish to fill.
It was like I was perpetually back in high school and I'd beat off (alone) to a hot internet girl making fun of my dick. I just couldn't get past the erotic humiliation of a hot woman putting me in my place for my 'Oscar' wiener and I attached loads of sexual excitement to this debasement. I secretly wanted to be put into inferior and submissive situations.
A Text From Lisa
On a break my freshman year, when I was home from college, Lisa texted me out of the blue.
'I'm wondering if you'd want to get together for drinks while you're in town.'
Now one thing I recall about Lisa, is that she always has a goal in mind. Maybe it's an athletic thing. Deep down, I was hoping her goal was to make me beat off, again.
Not knowing what she was after was less important than sitting across a hottie while sipping a cold one. She even offered to buy.
Another Round
Lisa looked incredible. Her tight, firm cheerleader ass is in spandex volleyball shorts. Her toned biceps and pecs magnified by a red tank top, And her perfectly proportioned 34b breast almost completely visible as she announced she was only wearing two articles of clothing. Her shiny, chestnut hair was pulled back into a single power pony tail. Her sandaled toenails were polished red, as were her fingernails. And her deep red lips left a sexy outline on her beer glass.
Damn, I'd like to kiss those lips, at least once.
Her outfit wasn't really like date clothing, but more like a gym workout ensemble.
"I'm guessing college is fun and you're getting laid all the time."
"Quite the opposite. Maybe you could help me with that," I joked nervously.
After some small chit chat and two strong IPAs, I was feeling it. The beer goggles had me feeling bold, so I just came right out and asked her what's up.
"Is there any particular reason you asked me out for drinks?"
"You'd have to come back to my place and get naked if you really wanted the answer."
Wow, what the fuck! She didn't talk like that in high school.
But then I got to thinking. She has to be up to something. I might want to be careful.
Fuck it.
"Bartender, another round, please!"
The Real Reason
I could barely walk out of the tavern.
Lisa seemed to be holding up well and arranged an Uber for us to her place.
I was so drunk that when I got inside her apartment door, I started undressing.
"Wait. You best wait. You don't know what I want to watch you do."
My heart was pumping outside my chest. Could Lisa tell? She couldn't possibly know that I actually secretly long to be sexually teased and humiliated.
So this was my drunken reply, "At this point, I'll do whatever you want."
Lisa wasn't taking off any of her clothes and seemed way more sober than I.
"Here's the thing. I've been thinking about our Sadie Hawkins' night in high school. And ever since, I have been wondering about your long skinny penis."
This can't be true. Is she teasing? She can't be thinking what I was hoping she was.
Well, she wasn't.
Yoga Plow Position
"Lay down on your back and stroke your skinny little penis and get it real hard for me," she started out.
That took me all of fifteen seconds.
"Now keep in mind, you agreed to whatever you are going to do, right? I need to hear you say you want to show off for me."
"Yes. Yes, please, I mean," answering pathetically without still knowing what a weird twist was about to happen in just moments.
"Do you do yoga?" Lisa asked.
What a weird question to ask, I was thinking.
"Yes, I do."
"Then you are familiar with the plow position."
It wasn't a question. It was a statement. And in that moment, she grabbed my legs and gently, yet forcefully, guided them up over my head until my knees were resting next to my ears.
"Open your mouth," Lisa said firmly. "I want to see you suck your dick!"
Mathematical Calculations
Somehow and at some time, Lisa had done the math. She knew my skinny penis was long enough for me to fully mouth it and her goal was to prove it in person.
Lisa had correctly figured out that a person with a dick as long as mine who is thin and fairly flexible, can in fact, suck their own dick.
Truth was, I don't do yoga. But in my oblivious sexual tension, I lied.
And now, the tip of my skinny penis head was resting on my tongue. The little mushroom head was pulsing with the excitement of being cradled by a warm mouth. Mine.
"Take your hand off. No more monkey spanking; you're only sucking dick now. I didn't buy you all that booze to be disappointed. Now get busy."
Shit, she was serious.
This was the single most humiliating sexual moment ever. But deep down, I knew it would be all I'd be thinking about tomorrow.
Blow Job 101: Lips Go Over Teeth