24. Certified Simp #2
“You still owe me since I wasn’t able to watch with perfect vision.” She smirks, knowing that she’s completely shattered me.
“Kate. You can have whatever the fuck you want,” I agree, pushing a strand of hair away from her face.
“I think I’d like to stay in this bed all day with you, but I think it’s probably best that I head home,” she says, and I almost consider convincing her to stay.
“Shower, a quick breakfast, and then I’ll take you home?”
“Deal,” she repeats my earlier words as I take her into the shower with me.
It’s probably for the best that she doesn’t stay the entire day.
I mean, we don’t have family dinner until six, but spending the whole day together seems to go beyond the scope of friends with benefits.
She’s set her boundaries, and I have to do my best in following them, even if all I want to do is break the rules, just this once.
When we leave my bedroom, Gavin’s nowhere to be found and I wonder if that’s him solidifying his boundaries, too.
Maybe I really am alone in feeling a deeper connection.
Instead of saying anything stupid, like ‘hey do you want to date me and my brother,’ I shrink those nagging feelings into a small ball and swallow them whole.
It’s Sunday dinner and the elephant in the room is Kate, and she’s not even in the room.
“I’m so happy the grand opening went well. It’s everything you boys have dreamed about for the longest time,” my mom says, and I smile back at her.
I don’t think she had big aspirations for me and Gavin; we were truly the spares of her children.
Aiden became a pro baller, and Lincoln took over the family business.
In a lot of ways, it took pressure off mine and Gavin’s shoulders.
We could fail more and do whatever we wanted.
I also think that it made us unmotivated in some regards.
If no one expects much of you, you can never really disappoint someone. Maybe it’s aging, maybe it’s the business going well, or maybe it’s meeting Kate, but I want people to expect more out of me.
“They really did an incredible job,” Penny says.
“Yes, it was a very enlightening night. It was great getting to meet some friends we didn’t even know our brothers had. I always assumed they were each other’s only companions,” Lincoln says.
I think I want to stick my butter knife into his eye.
My mother is like a dog with a bone with this information.
“Which friends? Would I know them?” she asks.
“There were a lot of people there,” Gavin says, trying to shift the conversation.
“There were, but some were more memorable than others,” Lincoln says.
This is our penance, I realize. For all the shit we gave him for being with Penny, my older brother is serving us our payback.
“Oh, well, now I’m extra curious. Was it a female friend?” my mom asks. She’s nearly exploding with joy over the thought of me and Gavin dating someone seriously.
“You know, I recall a woman being there,” Lincoln says, snapping his fingers. “What was her name?”
“Her name is Kate. She’s just a friend,” Gavin says sharply, glaring at Lincoln.
“Well, why just a friend? Is she pretty? Semi-normal?”
“Are those literally the only criteria you look for in finding me or Ben a girlfriend?” Gavin asks.
“Semi-normal?” I repeat.
“You’re both thirty-five. It’s time to start looking for something serious. Look how happy both of your brothers are.”
“If I recall, Aiden was thirty-nine when he met Jessa and Lincoln was thirty-six when he ruined Penny’s life,” Gavin says.
Lincoln gives him the middle finger, while Aiden rolls his eyes.
“I’m sorry. Is it such a crime to want to see my sons happy and settled? Who knows how long I have left on this planet.” She sighs and I grimace.
“Really, Mom. The death card?”
“If common sense doesn’t work, maybe guilt will.”
“You want us to find girlfriends out of feeling guilty?” Gavin says and mom takes a deep breath, taking a swig of her wine.
“I’m just saying that you both have a lot to offer someone and that life is hard and walking through it with someone else is a beautiful thing. I just want my kids to be happy,” she says, holding my father’s hand on top of the table.
“Mom, we are happy. You don’t have to worry about us. Plus, you already gave me the best wombmate,” I say, grinning at Gavin, who rolls his eyes, but there’s no heat to it.
“Sometimes I really think I should’ve been an only child,” Aiden says, and Jessa lightly smacks his chest.
“Alright then. I’ll let it go for now. I just want you two to think about it. You have all this success and, of course, you have each other to share it with, but I can promise you, it’s a magical thing being able to share your success with a romantic partner.”
“We’ll take it under advisement,” Gavin says and the chatter around the table finally goes in a different direction that no longer involves our dating life—thank fuck.
My phone buzzes in my pocket, and I pull it out discreetly under the table.
Kate
I think I need some material to get myself off tonight.
Is the memory of my head between your thighs not good enough? I clearly need to up my game.
Kate
I need visuals. With sound.
I’m at family dinner.
Kate
Is that supposed to make me want it less? Because it’s kind of the opposite now. Don’t you have a childhood bedroom you could sneak off to?
I’m going to need some motivation so I can get this done quickly.
Kate
Not too quickly ;)
*Image of her biting her lip and showing me her tits*
“Fuck,” I grumble under my breath.
“Everything okay, Benjamin?” my mom asks and I give her a quick nod.
“Yeah, something’s just not sitting right in my stomach. I’ll be right back,” I say.
Gavin arches a brow at me, but lets me leave as I scurry away, trying to hide my hard-on. As soon as I’ve escaped to my childhood bedroom I plan out how I’m going to film this cinematic masterpiece.
As much as I trust Kate, putting your face in a masturbation video is just a bad idea.
No one wants a taint-ball combination angle either.
So I place the phone on my nightstand, my old high school baseball trophies and a family photo sitting on top.
I turn the family photo face down as I adjust my phone and hit record.
I shift my T-shirt under my chin, and pull my cock out from my shorts and underwear, avoiding the ball situation all together.
My body takes most of the screen up, but you can still see some of mine and Gavin’s trophies and memorabilia in the background, and I wonder if it will make it even hotter for her.
The fact that she told me to do this, and I didn’t even question it, I got up in the middle of family dinner and obediently did what she asked.
I imagine her watching the video, touching herself as she listens and watches me jerk off, knowing I’m thinking about her.
It reminds me that she specifically wanted sound and I aim to please.
“God, Kate. I wish you were sitting on my face right now,” I say as panted breaths slip out of my lips.
My strokes are fast and hard. I’m not trying to make the video longer than it needs to be, or risk one of my nosey ass brothers interrupting my cinematic glory.
“I’m not gonna last thinking about how good you tasted, how lucky I was to wake up between your thighs. Fuck, I want to do it again.”
My thighs flex and I have to work to keep them straight as I think about Kate. Picture her ass in my face as I eat her pussy and she watches me jerk off and she lets me come on those perfect, perky tits when I’m done.
“Kate,” I whimper out her name, fucking my fist faster and faster.
A strangled but muffled moan slips out of me as I finish, spurting cum over my stomach, clinging to my happy trail as I end the video and hit send before I can second guess myself.
*Video attachment*
Kate
Good boy.
The door to my bedroom flings open as Gavin shakes his head at me while I’m cleaning myself up.
“You fucking degenerate,” he jokes.
“Completely worth it,” I reply back.