Elio had been lounging around the house for a couple hours before he heard Oliver descend down the stairs. Elio looked expectantly at the landing as the man made a B-line for the front door, but stopped when he saw Elio, one leg still raised, about to take a step away.
"What are you up to?", Oliver asked, peering at him comically. Elio loved the way Oliver made him feel naughty, like he had to have someone keep his eyes on him lest he get in to trouble. Elio merely gave a grin and a shrug in response. Oliver grinned back and sidled up to the lounge Elio was laying on, making his stomach lurch with excitement and an ounce of fear. Suddenly, Oliver's hand was at Elio's waist, grabbing his jeans and rolling him on to his stomach. The dark red polo did all the work: the white waistband with his backwards name was exposed to Oliver.
"And I didn't think you could do any worse..." Oliver muttered to himself, hooking his fingers underneath the waistband and pulling them back. They stretched about ten inches away from Elio's pale skin before Oliver let them go and they snapped against his back. Elio whined and sunk his face in to the pillow, clearly not objecting to being played with. "Just why do you have your name on the back of these?" Oliver asked, gripping the waistband again and toying with it as if Elio wasn't there.
"I dunno..." Elio replied, face half in the pillow, half looking up at Oliver.
"I think you do", Oliver replied. "Cause you're still a little boy in little white underpants". He was close to Elio's ear and his tone was making Elio go crazy. It was a combination of condescension and casualness, as if he didn't care about a guy that would still be seen in tighty whities amnyway. Like Elio had missed his chance with Oliver, thanks to his embarrassing underwear. Oliver took Elio's head in his hands and gripped so he couldn't look away.
"Isn't that right?"
"Y-yes" Elio mumbled, as he dared to look Oliver in the eye for half a second. Without warning, Oliver dug his hands in to the back of Elio's jeans and pulled hard, resulting in a wedgie that almost reached his shoulders. He let go, but Oliver's strength helped to make the wedgie stay snugly between Elio's cheeks. He wrapped an arm around his chest, his hand underneath his armpit and his other hand pinching Elio's cheek.
"Look at you, little wedgie boy. Been a while since you had one of these?" He sneered. Elio only whined and struggled against him in response, making Oliver smirk. "No I'm sure you haven't missed many wedgies if you're still wearing these adorable little underpants"
He wasn't wrong: Elio had endured some friendly wedgies within the last year, all for his love of tighty whites. But what he had really wanted was someone to wedgie and humiliate him without mercy, and he was getting his wish. Oliver grabbed the waistband again and pulled harder, his other hand on Elio's shoulder. He could feel his underwear creeping over his shoulders and then, without warning, the waistband was snapped on to his forehead.
"We call that an atomic wedgie in the States", Oliver said, grinning at Elio's discomfort and embarrassment. He took a couple steps in no discernible direction as he dealt with the pain, his underwear had been pulled so tight that it wasn't only felt in his ass but his forehead as well.
"Alright, I think the little dweeb's had enough", Oliver sighed and plucked the underwear off Elio's head with one finger, it gave an audible "twang" sound as it was undone. Then, he pantsed him, Elio now had his jeans around his ankles. He reached down and roughly pulled out the wedgie and rearranged Elio's underwear as best he could: it had been stretched to seemingly double the size. Now, it hung almost halfway down his thighs and the waistband was puckered and loose around his small waist. He looked bashful and awkward, standing in front of Oliver in some now very ill-fitting underwear.
"Aw, what's wrong? Did I ruin your little underpants?" Oliver asked, sidling up to him and tugging on the white waistband. Elio smiled and squirmed in response, he liked Oliver acting like a bully but it was also overwhelming. He buried his face in Oliver's chest and instinctively, Oliver put his hand behind Elio's head. Then, he planted his tongue on the side of his face and trailed it up to his hairline, making Elio let out a rickety moan. Then, Oliver started kissing the side of his face as Elio collapsed in to his body.
With an arm supporting him, Oliver led the younger boy out of the lounge room and up the stairs, as Elio fumbled trying to hold up his underpants. Without a word, they both retired to Elio's room.
