This one contains no gay sex. It does contain water sports and a little scat. It's tangentially related to the main story trying to relate how Mike ended up under Jessie. It's also my longest story so far and kinda deals with the relationship between Mike and Jessie.
So if none of that sounds like a turn-on or a good time then don't read it.
But if you have enjoyed any of my previous stories then please do give this one a go.
And please, please comment either way.
Mike's story
It wasn't easy being the younger brother of the high school football star.
Seemed like whatever I achieved, Max had already done and done better.
Even when I knew for a fact that Max never played guitar (which I did and did well) people would always tell me that my performance was good but it wasn't as good as that one time Max played the same song.
Or when a painting of mine was exhibited in the local gallery, it was good but not as good as that one drawing Max did. Even though I knew for a fact the only time he picked up a pencil was for a test.
Seemed like there were three choices open to the second son when your older brother is a star at school.
1.) Rebel. Smoke, drink, drugs and hang out a bad crowd. As fun as this choice looked it got shut down for me by Max's best friend Zak. Zak was already the school's hot, rebel without a cause and being my brother's best friend he kept a close enough eye on me so any bad influences knew to keep their distance. Or Zak, Max and half the football team would be paying them a swift, painful visit.
2.) Follow in big brother's foot steps. Join the football team, date a cheerleader, do well in school and be popular. Boring. And worse, forever in Max's shadow. Plus the constant accusations of all my success being down to big brother's influence.
3.) Walk my own path. Rebel in a socially acceptable way. Pursue my own interests free from the pressure of trying to live up to the expectations people had because of who my brother was.
I chose path number three. I followed my own interests, hence guitar, painting, swimming and dance.
I know. I know. Sounds like little brother is a closet case. But the truth is that to my teenage mind these were the perfect way to meet girls that either hated the type of jock my brother represented or had no interest in popularity by association.
So no fear of being judged by his standards.
And I was good at what I chose to do.
Swimming gave me good tone, definition and stamina. Guitar gave me good discipline and finger dexterity, not to mention the attention a lead guitarist gets.
And all the girls love a guy who can dance.
Life was one big win. I was carving my own path and looking good doing it. Big brother was busy being a jock so I was free to do what I wanted with no expectations.
Then Max started dating Jessie.
I had seen Jessie around, given that she was a cheerleader and big brother Max was star quarterback.
I had also seen her at some of my shows.
Short tartan skirt, torn stockings, cleavage proudly on display giving all the guys on stage the 'come fuck me stare'.
Safe to say some of my wilder fantasies involved Jessie.
Now she was dating my older brother.
Not ideal.
Especially after she started staying over.
Listening to your big brother having sex is awkward. Listening to him having sex with a girl you kinda fancied turned the awkwardness way past eleven.
Her moans were so fucking hot though.
Like barely had to touch my cock before exploding hot.
And soon I started jerking off listening to her moans as she had sex with my brother.
Fuck, she sounded like such a fucking hot fuck.
Then next morning she'd come down stairs in one of Max's football jerseys, even half asleep she had sexy 'come hither' eyes.
The fact that the jersey barely covered her delicious ass, she always seemed to smell like sex, like the way the too big top always ended up looking like an off-the-shoulder number exposing her slender and oh so kissable neck and shoulder.
Even the too cute way she tucked her hair behind her ear drove me crazy.
The way her nipples always poked out lewdly no matter what she was wearing was an undeniable plus.
Needless to say I was developing quite a serious crush on Jessie.
Besotted you might say.
Soon the only time I jerked off was when I was listening to Jessie moaning during sex.
It got to the point where I started to get a bit shaky and snappy with everyone if I hadn't listened to her moaning for a week or two.
I didn't think to record her moans, that felt too perverse, too creepy.
Better to listen to the real thing, it felt more respectful that way.
Even though I was a total asshole if I went for more than a week without it.
After their first big fight I moved heaven and earth to get them back together.
Why didn't you just start dating her yourself I hear you ask? Despite my increasing infatuation with her, she was dating my brother and I wasn't about to go piss on his parade especially with how heartbroken he was.
After I helped them get back together, something seemed to change.
Jessie still stayed over most Friday and Saturday nights, but the weeknight sessions stopped. Meaning I had to make the most of the Friday and Saturday night moans.
To compound my problem, the volume and frequency of her moans decreased as well.
Before the big fight it sounded like she was having the most incredible, toe-curling, brain-melting sex imaginable.
Now her moans were softer, quieter and usually just before the tell-tale sound of Max grunting hard and rolling off her.
Now that most of the band (myself included) were 18 we could play more of the bars around town and being pretty good we often picked up Friday and Saturday night bookings.
This was both a blessing and a curse.
Those weekend gigs were a total blast to play! They paid far better than the weeknight or opening slots we had been slogging through. The crowds were way more into it and the after parties could get pretty wild too!
Downside was no Jessie fix. Which meant that while I got my share of pussy (lead guitarist privilege) none of it turned me on as much as hearing Jessie's moans as she got fucked.
Which left me weirdly frustrated, I was having enough success with the girls so it took the edge off but I never got what I really wanted.
What I really needed.