Warning! This is a lemon chapter!
Requested by _Weirdcore_
"Hey, Toby?", asked Clockwork. "Yeah, babe?" "You love me, right?" Toby chuckled and kissed his girlfriend's cheek. "Why wouldn't I?" "Well, there's something I've been meaning to tell you. You see, I went to the store, and I..."
"Dammit!", exclaimed Toby. "What?" "I wore a condom! Wait, did it break?" Now it was Clockwork's turn to chuckle. "Dude, I'm not pregnant." Toby calmed down. "Oh thank god."
Natalie stood up and went to the side of the bed. "I actually went to the store and bought this." She took out something that made Toby's jaw drop.
It was a strap-on.
"Babe, why did you buy that?" Clockwork looked to the side with embarrassment. "Ben may have told about what you did... with the cucumber." Toby looked at the door. "I'm gonna kill that son of a bitch." He looked back at his girlfriend. "So you know, huh? But what does this have to do with me hating you?"
"Because I don't want you to look at me differently if we try a new kink!" "A new kink?" "Yes! Pegging!" Toby froze. It's true that he recently had some... fantasies involving his butt, but he didn't really think about... pegging. "Ann told me about how she and Masky did it one time, and he described it as the best sex he's had!"
Somewhere in the mansion, Masky let out a sneeze. "Bless you", said Ann, who was currently adjusting a strap-on around her waist. "Thanks", said her boyfriend, lying his naked body back onto the bed.
"But if you don't want to, then it's fine", said Clockwork, putting away the strap-on. "W-wait!", said Toby. "If you just put it there, what will happen to it?" "I could just give it to Jane", said Clockwork. "It might be of use to her and Mary." Toby scratched his cheek. "Well, I mean, we have been talking about experimenting with our sex life. So..." "What are you saying, Toby?" The young man looked to the side and blushed.
"I guess we could try it."
Clockwork beamed. She reached for the strap on. "Let's get this party started then."
Lemon time
Toby was pinned down to the bed. Clockwork wasted no time in giving him a ton of sloppy kisses on the mouth. She took off her shirt and jacket and tossed them aside, then her bra was next. She went back down onto her boyfriend to kiss him again, and he fondled her breasts. Toby began to take off his hoodie and tossed it towards his lover's clothes.
"I'm gonna get ready. You can take off your pants so long." Clockwork stood up and began to slide her pants off. She picked up the strap-on and adjusted onto her waist. Toby, meanwhile, was excitedly taking off his pants, and waited like a little girl about to get candy.
"You know what to do, Toby." "Oh. Right." Toby shuffled onto the bed into a position fitting for a man about to get his ass pounded. He stood still on all fours, waiting with anticipation.
"Get ready for some karma", said Clockwork. "Karma?" "For when you shoved your dick in my ass, stupid." "But you said you wanted to try anal!" The girl shrugged. "True. But now it's your turn."
Although she sounded threatening, Clockwork was actually a little worried in hurting her boyfriend. She slowly pushed the dildo into Toby's ass, making him wince with pain. "Are you okay?" Toby looked over his shoulder. "Yes", he squeaked. "You sure? Because I can speak from experience that when you do this for the first time..." "I can manage."
Clockwork sighed and moved her hips back, then thrusted forward. Her boyfriend yelped, not making her worries go away. "J-just keep going." "Okay. But are you sure..." "Just keep going!" Clockwork pulled out a bit, then slammed back in. She took hold of her boyfriend's waist, getting a feeling of what it's like being him when they have their intimate moments.
She caught a glimpse of his face, and saw that he was... smiling. His eyes were rolled back and everything.
"Fuck! This is way better than a pickle!" Clockwork couldn't believe what she was hearing. Toby was actually enjoying this. She couldn't help but feel very happy. She leaned in forward a bit and took hold of the young man's erection. She pumped it while thrusting into her boyfriend.
Toby stuck out his tongue and began drooling. He felt his girlfriend rest on his back and kissing his neck. "I'm gonna cum, Natalie!" "Go ahead. Cum as much as you want."
Toby bit his bottom lip, and groaned while his seed sprayed out.
Lemon end
Clockwork pulled out, letting Toby collapse down onto the bed with satisfaction. He heard the sound of unbuckling, and felt his lover rest next to him. "My ass hurts", said the young man. "But did you at least enjoy it?", asked Clockwork. "Hell yeah", responded Toby.
"By the way, did you see my... face?" "Yeah. Didn't know you could make something like that." Toby blushed. "Please don't tell anyone." He felt a kiss being placed on his cheek. "I promise."
. . .
Clockwork walked into the kitchen, making her way to make a snack. "You and Toby fucked again?", asked Ben, his eyes not moving away from the TV.
"Yep. And it was hot." "Of course it was", said Eyeless Jack, who was scrolling through his phone."Duh. It's sex", said Jeff, drinking his glass of water.
Toby limped into the room. "You okay babe?", asked Clockwork. "Yeah. My ass just still hurts, is all."
Jeff spat out his water. Jack froze and dropped his phone. Ben just froze. All three of them turned their heads to the couple. "What the fuck did you do?", they said in unison.
