Boyfriend Wedgie Novels & Stories

At first, it was only meant as a small prank. I had tilted my head and asked who he was in the most foolish tone imaginable. I never expected him to say he was my boyfriend. The moment those words left his mouth, my heart began to race, followed by an overwhelming rush of joy. I immediately abandoned the idea of pranking him. Instead, I pretended to believe him and obediently went home with him. I didn't know why Jason had claimed to be my boyfriend that day, nor why he spent that summer acting like the perfect partner, staying by my side through everything I loved.

Wendy's head jerked to the side, and the rims of her eyes went red. Something pulled me back into the past. Wendy, Summer, and I were childhood friends. Summer and Wendy were pro skiers, and they put their lives on the line to marry me. Both women leaped off a 300-foot-tall platform and nearly died. I refused to see them getting into another life-threatening case. So, I cruelly rebuffed Wendy's advances and got engaged to Summer. I even gave her my kidney so she could live. … The day before our wedding, I saw her cheating with the underprivileged student I sponsored. Joe gripped Summer's waist and grinned at me, saying, "You don't last as long as I do in bed. That's what she said."

“Until you’re actually married, I’m not stopping. Come on, Jo. You think better after you get some release, and as your best friend, I’m always gonna make sure that happens one way or another.” I walked into the walk-in closet still half-wet, pulled on a clean black button-up and a pair of dark jeans that felt right for the day. When I came back out, fixing my sleeves, I shot him a look. “Then I guess our friendship is on hold till after the wedding. Or at least I’m done grabbing drinks with you for a while.” “Don’t even say stuff like that,” Jeffrey frowned, his whole face dropping, eyebrows pulling together. “Who knows? Maybe Gigi’s got some cool friends hanging around. I could hit it off

"And you, my dear, would be lucky to be on her arm." Chuckling, I pulled my chair back. "That’s very flattering, but I’m straight, and I have a boyfriend." Wendy scoffed, arching her perfectly lined brows. "A werewolf boyfriend? Compared to her? Come on, you can do better." "Okay, that’s enough," Justine interjected. "I can speak for myself." The entire thing felt like an elaborate joke—Wendy trying to push her best friend onto me, and poor Justine, who was actually being quite sweet, unknowingly trying to win over someone she shouldn’t even be looking at twice.

He bit my lips and licked all around my lips and then slipped his tongue in and played with mine inside my mouth. He pulled my pants down, leaving me with only my thong, and made me a wedgie while being careful not to tear my thong. He pushed aside the string that rested between my two ass cheeks and began to finger fuck me. I started moaning like a bitch, with my eyes closed. At a certain point, I opened my eyes and turned my gaze to the beginning of the alley, noticing a figure I instantly recognized. It was my boyfriend and he was rubbing his cock over his pants while holding his index finger over his lips to tell me to be quiet. I winked at him. James reached down and spit on my hole and

He pulled out his phone and started playing a game—not paying attention to the actual work to be done, as usual. Jade leaned in, close to me. She spoke quietly so Zac wouldn't overhear. "Tell me this isn't a ship?" She was ginning giddily. I stared at her with wide, horrified eyes. "I have a boyfriend!" I whisper-yelled. "Please—" Jade scoffed. "Even I would give Zac a morning blowjob." From the small laugh that escaped Zac's lips, he had heard what Jade said—which only caused her cheeks to go bright red.

If he ended it with Kelsey for no apparent reason, he would've come out as a jerk, and lose his friendship with Julie as a result. So when they were back at his villa, in his bedroom, despite all the scenarios he had played in his head, he succumbed to his bodily weakness. It was easy, it was quick, and it was good. The regret that came later was pretty much useless and unnecessary. He made love to his girlfriend while there's another girl in his mind. Just like so many others do.

Wendy and I turn around to see Jay and his little buddy. ”OH, so who’s this? Is this your GIRLFRIEND?” Wendy yells out. He gave us an are-you-kidding face. ”This is my friend, Tiffany. Tiffany this my sister and her friend, Amber, and Wendy. Now that you guys met, can you leave?” He asks, pushing us away. ”Oh, heck no! I’m here to spend time with my best friend so I can do anything I want!” I yell at him. “But you’re going to embarrass me!” He yells back.

“I gave the Dream Boyfriend app a review and I got some free coins. I can finally buy you a new getup!” “Yay! You would do that? For me?” But Ecto’s grin would soon fade as Kate clicked the shopping basket icon and, rummaging through the vast selection of fashion items in Boyfriend Makeover, she passed over all of them then swiped to the least visited options. “What are you looking for, Katey?” “I know it’s around here somewhere. I saw it here before… Oh, found it!” It was a cross-dressing combo. “Nooooooo….” Ecto’s protest sounded like he was falling down an elevator shaft. “If you buy those, you are just going to waste your coins because I am never going to wear them.”

My wedding was just around the corner. I brought my parents and soon-to-be in-laws over to see the new place. They wandered the rooms, taking in the layout. Then came a sharp, piercing scream from the master bedroom. It wasn't my mother's voice. I set down what I was holding and rushed to the master bedroom. My parents' faces had turned ashen. I saw Raphael Lindt—shirtless, muscles tense—casually picking up a woman's bra from the floor and tossing it onto the bed.