Ollie: “Yo Ollie, just chill. Be cool, my guy. Just a cute lil’ stallion with a kind little face.  
OH SHIT, HE’S LOOKING RIGHT AT ME. TRY TO BE CALM, MY DUDE.”  
Ollie: H-h-h-hhhi?  
Systole: Hi handsome. [Stops and faces Ollie]  
Ollie: “AAAAAAAAAAAAAAAAAAHHHHHHHHHHH NO. HE’S TOO CUTE. CELESTIA KILL ME!”  
Ollie: Um. I’M SORRY BUT YOU’RE EXTREMELY CUTE!! I LOVE YOUR HAIR IT’S SUPER PRETTY!!  
Systole: Awww thank you! You’ve got a rather trendy hairstyle yourself. Reminds me of someone I know…. If you’re not busy, I’m absolutely parched! Care to join me for a lemonade?  
Ollie: HELL YES! I mean…yes I’d like…that..
 
Systole gently caresses Ollie’s chin with his tail.
 
Systole: Then it’s a date~
 
—————————————————––  
TWO POSTS IN ONE DAY?! WTF??  
But yes. I LOVE MY BOI OLLIE EVEN THOUGH HE’S TRASH. Also I didn’t feel like drawing cutiemarks.
 
Ollie met Systole in Canterlot and he did begin dating him.  
They met when Ollie was trying to get away from a life of crime. He had been very lonely so he was surprised when this pretty posh socialite gave him a second glance.  
However, Ollie’s old employer saw an opportunity when the two started dating and promised him honest work. Or at least a front for his less savory occupation. Ollie was submissive and dumb enough to manipulate and having as many allies in power is just another tool for his boss Manechiavelli.  
He even helped Ollie get some counseling so he’d stop picking at his stupid cutiemark.
 
So for now…Ollie is happy with his pretty boyfriend~!