Yes, she does!

You can see her visibly relax and stop fighting this.

She begins to moan audibly and writhe happily with pleasure.
You reward Sarah by reaching down and playing with her tight ass.
Her lovely tits get fondled next. You enjoy something she has yet to truly show the World...

https://celeb.gate.cc/sarah-chalke/pictures/sarah-chalke-topless-22372.html#

To really encourage her, you start to finger her pussy. She moans into Jennifer's pussy and asshole.

Finally, Jennifer can resist no longer and announces her orgasm, screaming loudly as she gets release.
You keep fingering Sarah as Jennifer recovers.

"That looked good. Are you ready to take the final step, Ms. Aniston?"
"If I must...please fuck my ass."

You turn her over on the couch and grab Sarah's hand. You make her lay on top of Jennifer, also facing away from you.
She's confused, to say the least!

Your dick slowly enters Jennifer's tightest hole, finding entry easy if you go slow and steady.
Sarah lubed it up nicely, which helped.

To reward her, you take your wet finger and start to finger her asshole.
She is afraid to say anything, so she just lays there.

Speaking of which, Jennifer is now fully filled up and you start to fuck her.
It's slow going, but every second feels amazing!

You adjust your position fingering Sarah's asshole to put a finger in her pussy as you do so.

"Whoever cums first gets the treatment. Whoever cums second has to earn it."
"But I'm letting you...well, you know," Jennifer says.
"If you want to complain, I'll just give it to Sarah now."
"No, I'm sorry. Please don't. I need the treatment."
"You brought me here to be used," Sarah says, showing some backbone, "It's only fitting that you get used instead.

I want to cum for you so badly!"