Against my better judgement, yes

There was another video where Tyrone was fucking Raquel roughly from behind. And still in her ass!

"Ah! Ah! Ah!" She was crying out with every thrust and her fat ass was jiggling from how hard he was banging her.

"Where's my cock, slut?!"

"In my ass! In my ASS! Ah! I love it! Fuck my ASS!"

Wait, she was enjoying this rough ass fucking? I was so confused. She never even let me play with her butthole. Why was she letting him fuck her virgin ass?!

'And she has to do anything I want.' That's what he said. It's bad enough she was willing to fuck him to spite me but did she really agree to to ANYTHING?!

"Oh fuck, oh fuck, oh fuck! I'm cumming, again! I'm cumming! I'm cumming! AHHHHHHH!" She's cumming from anal sex? Again? How many times did she cum from this?

Then, he thrust in balls deep and dropped the phone. "Fuuuuuuuck! Your ass is sucking the cum out of me!" After he grunted a few more times, the video ended but was followed by a pic showing a large amount of cum flowing from her ass.

I just didn't understand. She usually didn't cum when we fucked. Most of the time, I'd get her off after I was done. She'd only managed to cum on my cock a handful of times. But here, not only was she cumming from anal but she came more than once. And he creampied her!

The next video showed Raquel bouncing her big tits as she rode Tyrone's cock. "Yes! I really wanted to feel your big, black cock in my pussy! You're going so deep!"

"Your tight cheerleader cunt feels good to me, too! What did you like better? My cock in your ass or in your pussy?"

She slowed down a bit so she could think. "Hmm. As good as this feels, I do think I liked it in my ass even more!"

"Ha, you're going to be an anal slut when I'm done with you. But first, I'm going to conquer this pussy!"

"Conquer away, baby! I could ride this cock all day!"

She said that to me before. Raquel always did love riding my cock. It was both familiar and strange to see her enjoying riding someone else. Eventually, she tossed back her head and yelled out. "Oh fuck, I came, again!"

"Well, I haven't cum this time yet." He dropped the phone and I think he rolled them over. The phone kept recording, though.

"Ah! Ah! Yes! Fuck me! Fuck me and cum inside me!"

The video ended but the next pic showed Raquel laying there with her face flushed like she just had a workout. Her legs were spread and I could clearly see her pussy had a fresh load of cum in it.

The next pic showed Raquel kneeling down naked and looking shocked as the black cock in her hand is too thick for her to wrap her hand around. Wait, that's not Tyrone. That cock wasn't as long as Tyrone's but was thicker.

Then, there was a video of her on her hands and knees. The camera was focused on her face as whoever that was got behind her and stuck his cock in her pussy. "Oh god, you're huge!" He then grabbed her boobs and started fucking her doggystyle. The camera then moved so I could see them both from the side.

"How's that cheerleader pussy feel, Mike?" That was Tyrone, so he must be holding the phone.

"Fucking amazing!" the other guy answered. "Thanks for sharing this big titted slut with me, man!"

"Hey, you're the one who won us that game and that's the only reason I got to fuck her in the first place. It's only fair that you get rewarded, too!"

That's who that was! The guy who caught my fumble and scored with it!

"Hey, can I give her ass a try then?"

"No way. I want to keep her ass nice and tight for me. Slut does like it in the ass, though."

"Ohhhhhhh, you're splitting me in two!" Raquel said looking a bit uncomfortable. "That monster barely fits in my cunt. You'd kill me if you put it in my ass!" Both guys laughed and the video ended.

The next video showed Raquel riding Tyrone reverse cowgirl with his cock going deep in her ass. Mike must have been holding the phone this time. She was slamming her ass down on him causing her tits to bounce wildly. They must have been fucking already when Mike started recording because after a few minutes, Tyrone grabbed her hips and held her down with his cock balls deep in her ass. Then he groaned loudly. "Oh fuck, I love it when you cum in my ass!" Raquel said happily. When he finally let her go, she hopped off of his cock, turned around, and started sucking it while fingering herself to an orgasm. I couldn't believe she was actually going ass-to-mouth!

The next video showed Raquel riding Mike's cock from the side. She was handling it much better this time as she moaned with pleasure. Tyrone was propping the phone up on something and then got in bed behind them. "Hey, what are you do--" Raquel's mouth made an O and her eyes opened wide as Tyrone shoved his cock into her ass. "UHHH! Oh my god, I can't take you both at once! Oh god! Oh god! Oh FUCK!"

I couldn't believe it! They were double penetrating her! And despite her protests, she was clearly loving every bit of it! Without anyone holding the button, the video ended in a few minutes but was followed by a pic of Raquel laying on her side looking dazed with cum leaking out of both holes. Seeing that image pushed me over the edge as I came in my hand. I don't even remember when I started jacking off but I grabbed some paper towels to clean off my hand before looking at the phone again.

There was one last video. It showed Raquel dressed in her cheerleader uniform sitting next to Tyrone in what I assumed was the backseat of his car. "Hey, John," she said with a smile as she held up the phone. "We're in the parking lot of your apartment building. Tyrone gave me a ride all the way here so I thanked him by letting him fuck me in all three holes. I let him finish in my pussy to give you a nice surprise! If you looked at all of this in order, then you have a sample of the amazing weekend I had! See you in a minute!" Then, she blew me a kiss and the video ended.

I dropped the phone, completely overwhelmed. I had never felt so utterly defeated before. The only thing I could do was sit there and cry.