Becoming a College Cucold

When I reached my room, I found Gabby getting ready for the night. She hadn't put on the slutty skirt or black tube top that didn't cover her stomach. I'm guessing she didn't want her mom to see her in it.

"Oh, hey babe," she greeted me brightly, and it seemed to me her personality had become much more bubbly. Maybe she was just happier and being herself.

"So I was thinking", she continued, "I was thinking before I got here that it would be fun to fool around to take some of the edge off for tonight ..."

"Hey, I can get behind that."

"Well - except - maybe we want there to be a bit of an edge tonight."

I was just wearing the towel from the shower, and she had grabbed my dick and was sort of playing with it. Not really jerking me off, but it was enough to get me rock hard.

She didn't stop doing it as she said "Yesss, see this is what I want. I want you horny and turned on and I haven't even put on my outfit yet. You haven't even seen what Jordan thinks of it yet. How can I turn you on if you're all spent? But I also want your help getting ready, and we can talk about what we want from our relationship - sexually and otherwise."

"Yeah, I think that's a good idea, looking at boundaries being up front about what we want feels pretty important right now", I responded.

She took her hands off my cock and stripped out her clothes until she was in a lacy black bra and thong and hopped up on my bed. It was a push-up bra, which seemed completely unnecessary given her monster tits, but I had to admit they looked so, so good. She had grabbed a hairbrush out of her bag and patted the bed in the spot behind her where she wanted me. I dutifully climbed on, though sitting on a bed with a girl that hot - my girlfriend - was exactly why I was so excited to have my own room in the first place.

"Here, come on, you can brush my hair to help me get ready for tonight."

"Okay, let me know if I'm doing it right." I had brushed my mom's hair when I was a kid, but it had been some time.

"I'm sure you'll be great. You've got a wonderful soft touch," she smiled. "Okay, so ... I spent a lot of time feeling really awful about fucking Brian. It shouldn't have happened, and I wish I had better self-control. What's crazy is that I hadn't really even been drinking very much. I just ... felt like I had to have him. But at the same time, you mean so much to me, and it seems like you embrace me and love me for who I am. It's hard to put into words just how important that is. That's it, you're working out the kinks in my hair perfectly."

"Well, I mean I can't say I feel good about what happened or how it happened - "

She cut me off "I know babe! That's the worst part. You've been so accepting, it's like I didn't trust you even as I was giving you reason not to trust me. But that's why we have to be open."

I thought about what Rachel had told me about not giving mixed messages, and I felt like I needed to be the first to say something, even though I didn't quite have my own feelings worked out. So I took a stab at it.

"We're both young and still growing up and learning who we are. I don't know that we will be together forever, really, but we do know we care about each other. I want you to be happy and you've seemed to really open up recently."

"You've done the same!" she said. "Did you know you got turned on by me dressing slutty? Did you know you'd get off on the idea of me with other guys?" She quickly turned around and saw that, yes, I was still hard. "John I'll be honest, I've started looking up some things on cuckolding. Do you think that's who you are?"

"I ... I don't know. I ... love you being sexual. And thinking about you being sexy. And you just are sexy. And I love when you get me off. I don't like ... watch cuckold porn or anything."

"What about the idea of me with big cocks? What about the idea of me with black cocks? There are so many ways we can go with this babe. I had no idea until I started doing some of the research."

I swallowed. "I really don't know babe."

"Your little penis seems to know," she said with a big smile. "Well look, Jordan will be over tonight. He's big, he's black, he's fit ... I don't know about his cock yet. What happens if I can't help myself tonight baby? Should I be testing it to see how you like it? Should I keep doing research? And no, don't even ask, I'm not touching your little thing right now, I want you excited for tonight."

"I ..." and I thought of Rachel again. No mixed messages. It wouldn't be fair to Gabby. "Yeah, I think research to see how I feel about this stuff is a good idea."

"Okay," she said, soberly. "Wow. This is going to be exciting. I definitely think Rachel is gonna fuck the Taylor kid, so tonight could get really wild."

Wild for everyone but me. But before I could get lost in my thoughts, Gabby turned herself around completely, so we were both sitting Indian style facing on another. It was the second time today I was in a bed with a ridiculously hot girl and I realized that many men would kill to be in my spot.

"I really, really love that we're doing this. Give me a kiss," she said. We started to make out on the bed. I was still naked, she had just the bra and thong underwear on. My hands went everywhere, feeling up her tits, her ass. I started to finger her and I was so hard. I hoped she'd reach for my dick, but it wasn't happening. She started moaning at my finger's prodding of her pussy, and moaned, "John, eat me, I need your mouth. God I'm so hot thinking about what Jordan might do to me later."

I went down and pulled her panties to the side and started lapping up at her pussy. My pussy. The pussy, well, that Jordan might have later. I started to jerk myself off as I ate and ate, but at some point Gabby noticed.

"John, what are you doing?!"

"What?" I was genuinely confused.

"I told you I wanted you horny for tonight. I don't want you jerking off. If you're just gonna ignore what I say and what I want what's the point of any of this?"

"I didn't get off or anything ..."

"Look, if you're going to tell me you were just trying to keep yourself excited and weren't trying to get your cummies out eating my pussy, I'm going to cut you off because you're not being honest with me."

"I don't ..." I honestly didn't know what to say. "I .. you're upset? I'm sorry?"

"Just. If we're going to get into this cuckolding thing together, you're going to have to play the role. You've brushed my hair, you were doing such a nice job not drooling all over me. It was a little uncomfortable the way you were staring at my tits. You were helping me get ready for the guys tonight, for Jordan, by going down on me and getting me worked up. I really liked that. Let's not make it dirty."

I didn't exactly know what she meant by making it dirty, but I sort of saw what she was getting at.

"Okay," I said. "I'll pump the brakes."

"If you like what's going on tonight, you definitely have my permission to enjoy yourself, okay?" I didn't know what she meant by this, but I would later.

"I did have one other thing I needed to talk to you about," I said.

"Yeah?" She had taken off her panties and slid into another thong, this one red. Next was the red skirt, and man, it really didn't leave much to the imagination. "Can you help me with me bra?" And I helped her take it off.

"So, Rachel has this idea about making a porno ..."

"Oh, hey, don't think I missed that you didn't tell me about the porn you watch. I want to know, BBC, cucky porn, gangbangs, threesomes ... You're gonna have to tell me," She interrupted.

I was stunned she even knew those words and she laughed at my reaction.

"Oh, I'm not allowed to enjoy porn myself? You don't have to tell me now. We can have fun later. But yeah, she told me she was considering that. She's your best friend ... you think she's serious?"

"I think she is. And ... she mentioned me going with her. You know, to make sure everything was on the up and up and that they weren't creeps or anything."

"Ha. That's not happening."

"No? I definitely see why she would want someone there."

"It's not going to be you."

I was sort of puzzled and didn't have an immediate reaction.

"Look," she said, "I know you love me and wouldn't cheat on me. But you've been attracted to her. I'm not going to let you go watch her have sex when I'm a million miles away. You can barely handle her in pajamas around your apartment."

"So .. what are you thinking?"

"It's obvious. I'll go with her."

Were I drinking something, I'd have spit it out. "Excuse me?"

"I'm becoming good friends with her. I'm not a creep. Girls can see girls naked. I'll make sure she's okay, and we don't have to worry about you watching your roommate and best friend fuck. How weird would that be?"

I didn't have an easy rebuttal, so I figured we'd come back to it another time. After a little while I took my laptop to wait for the party to start while Gabby worked on her makeup. I could barely think straight. I had already gotten off that day, so I shouldn't be as worked up as I was, but I couldn't really help it. I did some more "research" with the volume down on my computer in the living room on the porn company it looked like Rachel was going to shoot with. Gabby wouldn't get any crazy ideas if she actually did go with her, right? Rachel was a free spirit and always would be, and had always been overtly sexual. Gabby came from a conservative, middle class family and was half-hispanic - I know her mother was very religious; it seemed crazy that she might put herself out there like that.

The company seemed to be on the up-and-up, but I can't say I liked the idea of my girlfriend doing it. Seeing Rachel fuck, though ... that was admittedly pretty exciting. And given that porn seemed to be going a bit more mainstream, it seemed possible she could do it without ruining her future. I was watching a girl get railed from behind on a hotel bed, pretending it was Rachel (with my computer on my lap - no way I was going to jerk off in the living room with both girls in the bedrooms) when they both came out at more or less the same time. They looked at each other and laughed and gave each other a hug as my jaw dropped at their outfits.

Rachel's Mia Malkova ass was the first thing I noticed in a black skirt that just couldn't contain how perfect it looked. The skirt was the same length as Gabby's. Gabby's black tube top and red skirt was the inverted reverse of Rachel's red tube top and black skirt. I wondered if Rachel wore red panties as a reverse of the black ones Gabby wore. Everything else seemed to have been coordinated. Both had their midriffs showing - Rachel with a dangling piercing, and Gabby's bare belly button.

I noticed that the tube top wasn't necessarily designed to show off big tits, but you couldn't help but notice that Gabby had them anyway. The outfits weren't the sluttiest things I had ever seen. Girls around campus were showing off like this more than ever. But if Jordan and Taylor had any doubt about what was going on tonight, they'd surely be encouraged when they arrived.

Once the girls were done checking each other out and telling each other how good they looked, they came out to the living room and sat on each side of my on the couch. I exited out of the video just in time.

"Oh - Rachel - John and I talked about you going and shooting the film in San Diego. He says the company seems pretty legit."

Rachel's eyes widened excitedly, and she grabbed her phone. "Oh good, I'll text them to help me book the tickets out there next week. Do you think you can help me put together outfits for it?"

"Of course!" Gabby replied, but added with a laugh, "but I think the main draw is the idea of you getting out of them and taking some dick."

With mock outrage Rachel responded "Girl! When did you get that dirty mouth?! So, John, are you going to be able to go with me."

"Well," I started ...

"Yeah, I don't think I'm comfortable with that," Gabby interjected. "But I think there's a better way. I know we're still getting to know each other, but wouldn't it be great to have a girl there?"

I knew right away that Rachel knew what Gabby was saying, and LOVED the idea.

"Oh wow. I can't believe I didn't think to ask you, it would be perfect if you came with me Gabby!" After a beat, "Should I talk to them about you making a video too? I told you about the money."

"Oh good good. I think we'll have a lot of fun. And I'll be able to let you know if I get a vibe that the guys are creepy. And I've barely left Miami in my life!"

"And making a video yourself ...?" I couldn't help but ask.

"Oh, John, you probably would like a video of me getting fucked!" she said playfully. "No, honestly, my mom would kill me and that's a bit further than I'm ready to go."

"I totally get it," Rachel said. "And I'm definitely not going to push it."

I was relieved, but right at that moment there were knocks on the door. Taylor and Jordan had arrived, each bearing a 12 pack of beer. Taylor also had solo cups and plastic shot glasses, and Jordan held a handle of vodka. Taylor was a blonde, all-american type, and it seemed to me that he and Rachel could make a fine Abercrombie and Eagle Express couple. He had wavy hair, and wasn't overly big or ripped, though he was just about 6 feet tall. He was much bigger than me at 5 foot 7, anyway.

Jordan was African-American, and about 6'2 200 pounds. He was in very, very good shape and flashed a confident smile my way as he walked in the door. He immediately came in and gave Gabby a hug, and it was clear how excited she was to see him. He had on simple shorts and a white Canes football t-shirt. I wondered how often people asked him if he was on the team. He came over and shook my hand.

"Hey there, I'm Jordan. You're Gabby's boyfriend? We appreciate you letting us come over to Rachel's place to have some fun tonight."

"It's no problem at all, I was looking forward to it too. We're all business majors at the university?"

"It would seem so. We're seniors though, you're just starting your second year?"

"Yep. Had a great first year. Let me know if you have any pointers or advice for me", I responded.

"Well, my number one advice is usually not to get tied down to one girl, but Gabby here is probably worth it." As he said it Gabby, who had been standing to our right, leaned in ... and really sank into his body as he put his arm around her to give her a little side hug. He squeezed his hand on the side of her skirt and as they came apart gave her ass a little tap as well. I didn't know what to say, so I didn't say anything about his hand.

"Ha ... well, yeah I am a lucky guy."

From there, things turned into a conventional college mini-party. The five of us drank, played card games, played mario kart and some other video games, drank, did shots, played some beer pong. The works. There were two clear couples from the get-go, and you wouldn't know that Gabby and I were boyfriend and girlfriend. If anything, I was sort of a chaperone. Gabby sinking into Jordan became a recurring theme. They celebrated together when they beat Taylor and Rachel at beer pong with high fives and a tight hub. He patted her back repeatedly after her good shots. Both girls were flashing their respective panties pretty regularly when they sat down and focused in on playing Mario Kart - whenever they'd get excited or mad about something they'd jump up and down. For Gabby, this meant her tits were bouncing everywhere as well.

Finally, the idea of playing Truth or Dare came up, and I knew how sexual that game always got. I was dreading it, but luckily it was Jordan that saved the day.

"Honestly, I don't know if I'd say we're too old for that game, but I think I'd rather just watch a movie or something and cuddle up."

The girls quickly agreed. Taylor and Rachel were on one of the sofa chairs, while Jordan, Gabby and I posted up on the couch. Within 20 minutes of whatever Batman movie Taylor wanted to watch, Rachel and Taylor were full on making out, and we could see other movement going on under the blanket they had. It was hard for me not to stare, and Gabby noticed.

"Hey horny people over there, why don't you guys get a room," she finally said while laughing.

"Ohh I like that idea," Rachel said. She got up from the couch and her skirt had ridden all the way up to her belly button exposing her whole ass before she could pull it down. She took Taylor's hand and led him into her room. I felt a small twinge of jealousy. Gabby was eyeing me, so I couldn't stare too much, but I noticed that Jordan looked amused and drank Rachel in as she walked out of the living room.

After a moment with the three of us in the living room, Jordan opened up the conversation again and turned the movie off. I was a little confused.

"So, tell me about your guys's relationship. You guys seem pretty happy. But here I am, and no one seems upset about that either."

I was on one end of the couch, and Gabby was leaned up against me with her feet up on the couch facing where Jordan sat. Her knees were together blocking a clear view at her pussy, but I knew most of her ass would be visible. At Jordan's words, she gave a small giggle, and squirmed just a little bit. And if she did move her knees apart ...

"Babe, tell him about us," Gabby said to me.

"Well, I mean ... we've been together for about five months. We love each other. We have a pretty good sexual relationship ..."

"But you're both looking for more," Jordan said. "There are some things I'll need to tell you about myself, though." This was unexpected. Of course, I didn't remember any of my expectations being met anytime soon. My best friend was about to make a porno and I had been getting off on my girlfriend cheating on me and making a porn video herself. At this point I was completely ready for her to openly cuckold me with Jordan. Did I know how I felt about it? Not really, but things continued to move forward. Would this be a step back?

"I think I can help Gabby become what she wants to be, but I'm going to need to put some limits in place," Jordan continued. "For one, I'm attached. I got my baby girl that I've been with since high school." He showed us the background on his phone, and it was a beautiful black girl that looked to be of college age as well. Jordan had his arm around her in the picture, and they looked completely content and comfortable with one another.

Gabby's eyes went wide, "She's gorgeous! Does she know you're here?"

"She does," he replied. "She knows I have fun on the side, but she also knows I'm not going anywhere. She takes care of me, but sometimes I like to sample other women. Of course, I'm not like John here. No fucking way my bitch is touching another guy."

I couldn't believe how Jordan could say terrible, demeaning things, and make them sound completely normal and not chauvinistic at all. Gabby didn't seem to mind this new development at all.

"Wow. That's ... that's kind of cool," she said. "Look, you don't have to worry about me getting ... like ... attached," and she giggled. "I really do love John and we are committed to one another. I just ... if I'm going to continue to grow sexually I need more. I feel really lucky that I found him because he's willing to go on this journey with me."

I noticed her legs we opening and closing out of nervous habit, but she was basically flashing him over and over again.

"Well that I think I will be able to help with," Jordan smiled. "I think you love to fuck. I think you want to be seen as someone who loves to fuck. But you're not showing that to the world, and you're also not ready for it."

"What do you mean?"

"Think about it this way. I'm packing a nine inch cock, and it's thick. It's black. Would it be your first? Do you want to be black only? Those are some things to think about. But more importantly, if I asked you to get down on your knees and start sucking me, how much of that cock are you going to get down your throat? And when I pull you up on my lap to sit on and rock this cock, are you going to be able to take it? Or are you going to want me to break you in slowly with missionary?"