------JAMES------
Safe to say, I was excited when I got her text. My dick was in my hand, stroking to the many many videos of her I had accrued by this point. The thought of seeing her in action, in person, again today was exciting.
And there was something different about Travis. That was clear. The sex she had with Dean, Phil, etc were much different than what I saw through the window that day. Travis was aggressive, cruel, but in such a way that she seemed to be deeply engaged. His slaps, spitting, choking, made her just want to please him more. And that's not even mentioning the slow love-making I had witnessed from them.
If there's anyone that made me jealous, and fearful that I might lose Jessica, it was Travis.
So of course, I ran over as quick as I could, my cock pounding in my pants.
I arrived about 40 minutes after I got the text and knocked on the door. Kim answered.
"Hey James! Oh my gosh, come in! I'm so glad you came clean with Jessica, she's feeling so much better, as you can see." Kim said, moving aside in the doorway to reveal Travis sitting on a loveseat, Jessica naked between his legs as he threw her head up and down on his cock.
GLUK GLUK GLUK GLUK
"Hey bro!" Travis said, "Your girl really knows what she's doing!"
I was frozen in the doorway. My cock was pressing against the zipper of my pants as I watched, in person, what just a few days ago I was sneakily witnessing through a window.
"Come in!" Kim said, "Take a seat! Jess said you're a cuck right?"
I looked at Kim, goddamn is there anyone Jess WASN'T going to tell? I nodded.
"Good! Well sit down and take that useless little thing out and take notes on how a real man fucks!" Kim said, taking a gleeful kind of joy out of playing with me like this.
I followed instructions. I wanted nothing more than to start stroking anyways.
"Shit babe, you might need to take notes too. THIS is how you suck a dick" Travis said, BRUTALLY tossing Jessicas head up and down on his cock. Her face a blur of spit and glurging/gagging sounds as his cock repeatedly plunged her throat.
Kim gave an uncharacteristic look of shocked jealousy, but it faded almost as quickly as it flashed across her face.
"Dinner will be ready in about an hour you two!" Kim said with a smile, returning to the kitchen.
About an hour later, they were still fucking. Jess had obviously and loudly cum 4 or 5 times and Travis was still going. There was clearly something special about this guy. The sharp, twisted, pain of jealous fear returned to my stomach.
Kim set 4 spots at the table while I continued jerking off to Travis fucking my girlfriend. When it became obvious that they would rather fuck than eat, and I would rather watch, than eat, Kim came to the living room, holding a package of silver objects.
Jess was riding Travis on the loveseat, slowly, lovingly. This was the shit that hurt the most to see. Them kissing deeply or him sucking her nipple softly while she gently rode him. It seemed like the kind of sex her and I would have, if I could last long enough to get inside her... if she'd ever even let me inside her. Kim watched with me, looking as conflicted as I felt before speaking up.
"Well, since I don't know when you two will take a break... I should tell you about the party-girl thing Jess." She said.
"Mmmmm fuck yes. Okay." Jess said, grinding on Travis' cock.
"Okay well. And this might be hard for you James. But the Basketball team has their first game this weekend. They've requested party-girls, and generally they do prefer it to be a... curvy white girl. Most years we have 3 proteges to send to such things and we make a whole event out of it. This year we only have the 2 proteges, and now with Sarah, it's just you..." Kim said trailing off and waiting for some response to see if they were listening.
"I fucking love your cock Sir" Jess was whispering while Kim spoke, before leaning in and saying something even quieter into his ear.
Kim seemed slightly annoyed but continued, "Do you know what butt plugs are?"
Jess' head popped up, "What plugs?" she asked, confused.
"Butt plugs. They're these little objects you put inside your... well... butt. I bought you a set that you can work up on. You've got a few days before you'll need to be at this party. I highly suggest that you use them to better accustom yourself to the size that will be inserted into you." Kim said, brushing the hair out of Jessicas face while she rode her fiance.
Travis spoke up, finally, "Is Charles still on the team?"
"Yep! You know how he is. I mean they're all pretty... large and aggressive. But Charles is the reason I suggest the plugs, I'd worry for your safety if you didn't practice beforehand." Kim said, her face scrunched in a sort of fearful look.
"Nobody's ever... put anything in there. Does it hurt?" Jess asked, finally seeming to pay full attention to Kim.
"Yes, it will. Some people really like it though. The plugs will help make it easier for you, but by the end of the party you'll be a pro. I suggest you get started on it immediately." Kim said, turning her head to look at me, "James, would you insert the smallest of these?"
Jess was still riding Travis on the loveseat, he was suckling one nipple while she bounced on his cock and spoke with Kim. I snapped from my trance, and nodded at Kim.
I walked over to her and took the smaller of the 5 objects from Kim, who instructed me on how to insert it into her. Jess refused to stop grinding on Travis but over the course of a minute or so I was able to work the small silver plug inside of her, when it finally popped in she elicited a loud moan.
"Holy FUCK! Godddd, that thing is small but feels so big inside of me." Jess said, moaning even louder with every thrust from Travis, "God I feel so full, I wonder what it would feel like to have a cock in my mouth too. Just completely filled."
It was obvious she was lost in lust, deeply succumbing to the moment. I saw an opportunity and took it.
"I could, be in your mouth?" I said, more of a question than anything.
Jessica just laughed.
"Aww baby no, I want to be FILLED, yours won't do that." She said, matter-of-factly and I felt the familiar sharp sting in my heart.
"Oh, okay." I said, sitting back down.
We both stay over at their house that night while Travis fucked Jessica. Eventually, Kim and I fell asleep. I had classes the next day, and when I woke up to Jessica's pained moans from the other room, I just left the house without interrupting them.
Travis was dangerous. I could feel it. Kim had just told us both that Jess would be fucking the ENTIRE Basketball team, and that she was worried about her for this party. But the only thing that worried me was Travis. There was something different about the sex they had. Kim could see it too, and that worried me even more.
I didn't see much of Jess the next few days. Between classes, her fucking Travis, and 'preparing' for the party. She had a pretty full plate. I didn't know if I could get into this party, but for her safety, I wanted to be there. I told Kim this. She spoke to the Basketball team, I guess, and they allowed me to come. But Kim seemed worried for me too, she knew I liked to watch but she felt like this would be different. Brutal. Scary.
I was a bundle of nerves as Jess and I approached the house the party was at.
------JESSICA------
I spent a few days working myself up to handle the bigger and bigger plugs. I never thought of my butthole as a sexual area, but I have to say as I stretched myself around the largest one I definitely felt something deeply erotic.
The day of the party I got all dressed up in my sluttiest little outfit. I had ordered some booty-shorts and a low-cut top on Amazon. If these people were as rough as Kim seemed to think they would be, I wanted to get something cheap that I wouldn't care too much about if it got ruined.
I walked out of my dorm, asshole stretched around the largest of the plugs and pussy soaking wet for what was to come. Little did I know just how right Kim was to be worried for me. Or how foolish James was to want to witness what was going to happen. At the end of the day though, I was lucky he was there.
He and I met up a few minutes away from the house, we had looked it up on a maps app the day before and were shocked at what we saw. The Basketball team at our school was kind of a big deal. Why then were we meeting at this shitty little house in the ghetto? It didn't make sense at first
I knocked on the door with James beside me. He was pale as a sheet, clearly nervous, and I shared those nerves. I had done some crazy stuff recently, sure, but the way Kim made this out to be so dangerous really was getting to me. I figured I'd feel better once everything got started.
After a moment the door flew open, an older, overweight, black man stood taking up the entire doorway. Whoever this was, he definitely wasn't on the Basketball team. I could hear loud music and people yelling and screaming over each other behind him. A huge smile spread across his face when he saw us.
"Yo! Pussy here!" He yelled turning his head backwards towards the inside of the house.
"Hi, I'm J-" I began but never had the chance to finish my sentence. One hand quickly found it's way to the back of my head, grabbing a fistful of hair and yanking me inside. Fear shot through my heart. As he dragged me inside my feet couldn't keep up and I stumbled to the ground. A sharp pain in my scalp made me scream as he yanked me forwards and threw me into the middle of the room by my hair.
"Someone lock up the white boy." The man said.
I sat on the ground in the middle of the living room in this unfamiliar house as a group of men circled around me. One of them leaned over, and lifted my chin up to stare at him.
"DAMN! They sent a nice one this year bro. This your last rodeo Charles, which piece you want first?" He asked, and another man moved up behind him. He was TALL, like 7 feet at least. Skinny but muscular. I saw a lump in his shorts, but there's no way that THING was him? Was it?
"I'll take her pussy, don't want ya'll blowin' it out first." He said, assessing me like merchandise before turning around, "Someone check homeboy for weapons? He ain't gon' like what he sees."
