Chapter Text
Three months earlier
“Need help?”
“Yeah, I’ll wash if you load.”
Lisa shoves a wet plate into Dean’s hand, so he opens the dishwasher and places it in the bottom rack. They fall into a silent routine for several minutes.
“I’m so bad at keeping up with dishes,” Lisa complains once she’s down to the final few pieces of silverware.
“I know.”
“Where’s Cas?”
“Putting Ben to bed. Kid’s growing like a weed.”
“You know he’s old enough to put himself to bed, right?” Lisa turns toward Dean and picks up her glass of wine off the counter.
“Well, to be fair, Cas is a little drunk.”
“Oh yeah? And what about you?” Lisa deliberately raises her eyebrows and tips back her glass.
Dean huffs a laugh and shakes his head. “I’m driving.”
“You could always…” She steps toward him and eyes him up and down. “Stay here.”
“O...K.” Dean stealthily takes the glass out of Lisa’s hand and sets it on the counter. “This is why we don’t get drunk together, sweetheart.”
“Hey.”
“Hmm?”
“I’m proud of you.”
“What’s that now?”
She steps back just a half-foot. “For what you did at the Oscars. And, well, for winning an Oscar. But the other thing’s more important.”
“You think so?”
She nods while reaching for the bottle of wine.
Dean considers stopping her but decides against it at the last second. A thought enters his head, a memory he hasn’t let himself dwell on in the six months since Cas said it.
"I would enjoy watching you fuck Lisa."
Cas was high out of his mind that night thanks to Claire being home on a break the week before and carelessly leaving her stash on her nightstand when she left. Dean didn’t smoke any of it.
"Dude, you’re high. Quit saying stupid shit."
"She’s family, isn’t she? I think it’s something we should consider. And then we should discuss it with her."
"All right, time to get you to bed."
"No, Dean, listen—Dean—put—me—down."
“What are you thinking about?”
“Hmm? Oh, nothing.” Dean clears his throat and moves away from the counter. He instinctively goes to his regular place at Lisa’s table and takes a seat.
“You sure you’re OK? You smell…off.” She stays at the counter and refills her glass.
“You smell off,” he mumbles.
“Dean.”
When he looks up, she’s right there standing next to the table with a lazy smile on her face.
“You smell like you’re turned on, handsome.”
He clears his throat again and momentarily chokes on air. “I’m, uh, I’m—”
“Dean?” Cas asks from just outside the kitchen.
Dean turns and tries to school his panicked expression as he makes eye contact with Cas. “Yeah, uh, you ready to go?”
“It’s barely past 9, you guys should stay a while. Come on, Dean, lighten up.” Lisa gently punches him in the arm, a gesture she never does sober.
“I wouldn’t mind having another glass of wine,” Cas says without making any sort of movement past the doorway.
Lisa shoves the bottle of wine at Dean and tells him to head into the living room. Cas then leads him to the couch and takes the bottle out of his hands to set on the coffee table.
“Cas, what are you—”
Dean’s sentence dissolves into a satisfied growl as Cas presses the palm of his hand over his crotch. He cants his hips up and is rewarded with more pressure.
“Am I interrupting something?” Lisa asks with a laugh as she sets three wine glasses on the coffee table and plops down into the armchair.
Cas doesn’t stop rubbing his hand back and forth over Dean’s pants as he asks, “May we stay in your guest bedroom tonight, Lisa?”
“Of course. I’m guessing that means Dean will take a glass of wine now.”
“Yes, he will.”
A glass is thrust into Dean’s hand and he drinks the whole thing and hands it back. There is a bead of sweat running down the side of his face, and Cas’ hand is the only thing keeping him grounded.
“You know what’s better than an omega?” Cas whispers in his ear, his lips so close that it tickles.
“Hmm?”
“Two omegas.”
“Cas—you don’t even—like—sex—”
Cas and Lisa both laugh, and Lisa sounds like she’s a lot closer than the armchair but Dean’s eyes are squeezed shut so there’s really no way to know.
Except that there’s a hand stroking the hair at the nape of his neck and a hand on his crotch and another hand rubbing his chest and teasing his nipples through his shirt and still another on his thigh—
“What the hell—are you guys—doing—”
He’s handed another glass of wine.
He downs it even faster than the first one, and when he opens his eyes to hand it back he’s faced with Cas and Lisa leaning over him in order to kiss each other.
OK, what the fuck.
They both have a hand on his crotch now, and the longer he watches them kiss the more he feels like he could come right there in his pants.
Eventually Cas and Lisa pull away from each other and smile shyly as they knock their foreheads together. When they sit back on either side of Dean again, Cas kisses and bites behind his ear before whispering, “Do you want to fuck Lisa?”
On his other side, Lisa whispers, “Do you want to fuck me?”
“I want—I want—”
Cas expertly unbuckles his belt and slides his hand down the front of Dean’s pants.
“I want you to fuck her,” Dean manages to spit out.
There is dead silence for a few seconds before a third glass is placed in Dean’s hand.
Cas continues jacking him, but Lisa stands and reaches a hand out to Dean.
“My bed is a bit more private than the couch,” she explains.
Cas’ hand is gone in a second, and Dean whines at the loss of contact. Lisa pulls him up, and he manages to snatch the bottle of wine off the table and start chugging it as they walk.
I don’t even like wine.
“Are you OK?” Cas asks seriously as they climb the stairs.
Dean nods, his eyes glued to Lisa’s ass ahead of him.
“It’s all right, Dean. She’s family.”
She’s family. This is fine. It’s just sex, anyway. It’s not like she’s going to move in with me and Cas. Is it even possible to be mated to more than one person?
“Quit thinking so hard,” Cas interrupts.
When they reach Lisa’s room, everything happens in a rush. Lisa takes her shirt off and grabs Dean by the lapels, pulling herself against him in a kiss unlike any they shared when they were actually dating. Dean can feel Cas pressed to his back, his mouth on his neck, but he’s too focused on tracing the contours of Lisa’s perfect body in front of him. She laughs when he kisses her breasts, and with a growl he lifts her up around his waist and carries her blindly to the bed.
Cas follows closely behind, and once they’re all in bed he pushes Dean away and removes the rest of Lisa’s clothes for her.
“Would you mind sucking Dean off while I fuck you?” he asks conversationally.
Lisa grins and makes eye contact with Dean as she answers, “I’d rather eat him out.”
As if they already planned it beforehand, Lisa positions herself on Cas’ lap reverse cowboy style and motions for Dean to get in front of her. Cas fumbles to get his pants off with Lisa on top of him, and then he takes a couple of minutes to get hard. Dean looks at Cas and raises his eyebrows in a silent question of, “You going to be all right?” Lisa doesn’t even seem to notice.
Cas digs his hands into Lisa’s hips and whispers to her that he’s ready. She winks at Dean as she lifts herself up and sinks down on his cock. Her mouth drops open in a silent sigh, and she reaches a hand back to grip Cas’ forearm as she begins slowly moving up and down.
“Been a long time since I did this,” she admits very quietly.
Cas kisses her neck and whispers something in her ear that makes both of them laugh. Lisa turns her attention to Dean and motions again for him to present.
He shakes his head no and jacks himself for a few more minutes. Watching his alpha fuck another omega is doing all kinds of things to his libido, and he’s not about to stop just to get a rim job.
Eventually, however, the slick between his legs becomes too wet to ignore, and so he spins himself around on the bed and falls to his hands and knees, pushing his ass up so Lisa can reach it.
Lisa hums happily, smacks his mating bite, and squeezes his ass cheeks in her hands before diving her tongue in as far as it’ll go. It’s shocking, and Dean tenses and produces more slick at the contact.
After several more minutes, Lisa shouts through her orgasm with three fingers buried in Dean’s ass. Cas continues to push up into her until he finally relaxes in the wake of his orgasm. Dean extricates himself from Lisa and goes back to jerking himself off, with less urgency this time.
“You knot her?” he asks gruffly.
Cas nods slowly, his eyes closed and his hands roaming up and down Lisa’s sides.
“Well, don’t come too many times inside of her because as soon as that knot goes down it’s my turn.”
“Of course, Dean,” Cas answers lazily.
“You want me to…?” Lisa finishes her sentence by reaching out and covering Dean’s hand with her own.
Dean nods and takes his hand off his dick. Lisa uses light pressure and a slow rhythm, knowing that the goal is simply to stay hard until Cas is ready to go again.
They sit in silence for the next 20 minutes. Dean briefly considers that he could fall asleep with Lisa’s hand on his cock. Luckily, though, Cas’ knot goes down faster than usual and Dean presents himself again the same way he did to Lisa.
“Lisa, would you mind…?” Cas doesn’t have to finish his question before Lisa is taking his cock in her mouth to speed up the process of getting him hard again.
Cas casually pushes three fingers inside of Dean while Lisa gives him head, and Dean stifles a laugh at how composed Cas is during sex. Without warning, Cas slides his cock across Dean’s back and sinks in with ease.
Dean immediately feels like he’s going to come, but he knows Cas is going to take longer so he tries to stave it off. Cas pounds into him so hard that his elbows scrape across the stitching in Lisa’s bedspread, and he has to dig the balls of his feet into the mattress to keep his knees from sliding forward. Cas’ breathing grows erratic behind him, his hands holding Dean’s hips so tightly that they’re sure to leave bruises.
But it’s only when Cas slows down and relaxes that he comes with a soft sigh and a couple of pats to Dean’s ass. Dean takes his cock in his hand and barely has to do anything at all before he’s spilling all over the bed.
Knotted together, they reposition themselves on the bed so that they’re lying next to each other. Lisa is asleep on the other side, one hand covering her crotch as if she tried to masturbate and was simply too tired to do so.
“Wait a second, am I in heat?” Dean asks.
“Very close. You will be tomorrow.”
“Is Lisa…?”
“If we stay here, she will be tomorrow as well.”
“Fuck.”
“Yes, that’s what I intend to do to you two all weekend.”