Sara and I met in high school. We both were kind of dorky, definitely not part of the "cool" crowd. Sara was cute and quiet, and after showing bashful interest in me through mutual high school friends, we started dating in junior year. She was a petite brunette, with straight, long hair and larger than average breasts.
What began as a typical innocent high school relationship - making out fully clothed on the couch, overly cutesy message exchanges - eventually matured as we did as well. After taking Sara's virginity late in junior year, by the end of senior year we were insatiable. The summer after senior year, in particular, was a time of sexual exploration, and Sara really started coming into her own physically and sexually.
Before I knew it, we were off to our separate colleges, and Sara had gone from an innocent, dorky band chick to a confident, sexy, head turner. Not only that, but she loved sex, and had a budding kinky side to her.
It was for these reasons that I was reluctant to split up from Sara when we went to college. Despite everyone telling me long distance wouldn't work, I didn't see how I could willingly give up such a sexy partner, and Sara didn't seem inclined to break up either, despite never having been with anyone else.
But maturity got the better of us, and we agreed that as much as we loved each other, college was a time for growing and meeting other people, and we would start off not being together.
Those first couple months of college were pretty painful for me. I wasn't landing any girls at college, and spent my time drinking with packs of other males, slowly gaining weight. Sara and I would exchange friendly texts and emails, along with some "miss you's", but from the looks of her pictures online, she was getting plenty of attention and new friends at school. No longer with the sexual outlet I had a few months prior, I would spend many lonely nights jerking off to pictures of the increasingly sexy pictures of Sara that she and others would post online.
Gradually, however, into the fall, my communication with Sara actually increased. And by Thanksgiving break, we rekindled our relationship back in our hometown. We were going to try and make it work.
Upon returning to our respective campuses, Sara and I texted and talked on the phone constantly. Weeknights were spent with us checking in and talking, sometimes for hours. Much of our conversations were about how happy we were to be back together, how much we missed each other, etc.
One night, late into a marathon phone call, we were talking about the various romantic pursuits of our friends. Sara then asked, "so did you hook up with anyone while were on our break?"
I was initially taken aback that Sara was asking this question, but I also had nothing to hide. "What?? No! I was just hanging out with the guys, no girl interest at all."
"Really? Who wouldn't be interested in you!" Sara said.
"Haha, I don't know, but girls weren't really on my mind at the time anyways."
"Aw, well I'm sure if you were looking you'd have found some cutie to replace me."
"No way!"
Sara giggled, and there was an awkward silence. I decided to ask her the same question: "What about you?"
"What?" she asked.
"Did you hook up with anyone while we were on our break?"
"I wasn't interested in guys either! Honestly I was thinking of you all the time."
"Aw. Me too. But, were guys interested in you?"
"I mean, you know guys, some guys were flirting with me."
"Did you hook up with anyone?"
"I mean, what do you consider hooking up?"
I could tell there was something for her to share. "Sara it's ok! We were on a break. I could tell from your pictures that you were out with guys, I'm sure guys couldn't take their hands off you. Just be honest."
"Ok, well then yea, I guess I hooked up with a couple guys. But they were all super lame and I'm already really embarrassed about it."
"Tell me more!" I feigned complete non-jealousy.
"What do you mean?"
"Well who did you hook up with?"
"Uh well I made out with this guy John in my dorm one night. It was stupid, we were drunk in someone's room, he's lame."
"Aw ok. Anyone else?"
"Well there was another guy at a party, honestly I don't really even know him. We just made out while dancing. Again, really stupid."
"That's it?"
"What?"
"Just two guys? Making out?"
"Yea, I guess."
"You guess?"
"Why are you grilling me so hard??"
"I'm not! I'm just curious and I want us to be honest with each other. If we're going to get back together there shouldn't be any secrets, right?"
"Yea, of course."
"OK...?"
"Ok well there was ONE more guy. Just one more, that's it. I promise."
"Ok - I believe you." There was a brief silence. I continued. "So what was the deal with the third guy?"
She seemed a little more apprehensive to talk about this one. "He was... uh he was an older guy."
"Older? How much older?"
"I think he's a junior?"
"How did you meet him?"
"He just started flirting with me at a party."
"And what happened? Just made out?"
"Yea we made out."
"That's it?"
"Yea, although, he wanted to do more."
"He did? How do you know?"
"Uhh, cause he told me?"
"Oh wow. Forward."
"Yea he was very forward, he was really confident."
"What did he say?"
She shuffled uncomfortably on the other end of the line. "He said he wanted to 'fill me up'."
"Oh my god!"
"I know..." All of a sudden I felt like one of Sara's girlfriends, and that we were gossiping about guys. I liked that she was feeling so comfortable with me, and I made an effort to not sound jealous.
"Did that turn you on?" I asked.
"It did. He was really..." she paused.
"Really what?"
"He was extremely good looking."
I was a little taken aback. "Oh really? What did he look like?"
"I mean he's not normally my type. He's an athlete. He's on the soccer team."
"Oh so he's ripped."
"Yea, really strong, handsome, and tall."
"Ok I get it!" I said sarcastically.
"Sorry! Are you mad? He's just kind of, known around campus as being really hot."
"So like, your friends think he's hot too?"
"Oh yeah," she said emphatically.
I continued. "Well I'm not surprised he wanted you. Were your friends jealous?"
"Yes haha. They were like, mad that I turned him down."
"What do you mean you turned him down? I thought you made out with him."
"Yea but he wanted to have sex with me, I told you."
"So why didn't you?"
"I don't know... I guess I was a little intimidated."
"Intimidated? By what?"
"Just like, how big he was. And I'm so little."
"Well, you do love big dicks."
"Mmmhmm" she said, flirtatiously. "Like yours!"
"I wonder if he has a big dick."
"He does," she said immediately.
"What?? I thought you just made out! Sara, tell me the truth."
"I am! We only made out!"
"So how the fuck do you know he has a big dick?"
"Because I could FEEL it through his pants. He put my hand on it."
"Jesus," I said. This sounded more intense than regular making out.
"Yea, and it was huge."
"Like, how huge?"
"HUGE," she said. "Like, I doubt I could have put my hand around it."
"Jesus," I said again.
"And, he was talking about it, and how he wanted to 'fill me up' with it."
"And what did you say to that?"
"Umm, I don't remember," she giggled.
"Sara...I thought we were being honest."
"Fine. But just remember we weren't together at this time so you can't get mad at me."
"I'm not!"
"Ok."
"So what did you say to him?"
"Well, we were making out, so I was saying stuff to turn him on you know."
"Such as..."
"Haha well, I think I said I didn't know if I could fit all of him inside of me, but if he went slow I'd like to try."
"Holy shit."
"What?"
"No that's hot."
She giggled. "I can dirty talk sometimes!"
"You're actually an amazing tease."
"Haha I know. I kind of love it. And he seemed to like it."
"What's his name?" I asked.
"Nick."
"And what did Nick say to that?"
"I think he said he would go slow until I took every inch, but then he wouldn't make any promises."
"Fuck! Sara this is some hot dirty talk." I realized I was getting hard, and started to touch myself while listening.
"It was really hot."
"So why didn't you sleep with him?"
"I don't know. Is it ok if I tell you I really wanted to?"
"Of course, you can tell me anything. I appreciate your honesty."
"And you're not mad at me?"
"No! I actually feel closer to you having this conversation."
"Aw me too!"
"So you wanted to sleep with him but just...didn't?"
"I was so turned on, I really wanted to sleep with him. But we were making out in front of people and I didn't want to be seen as the girl who would just sleep with someone right away. There's nothing wrong with playing hard to get, right? And like I said, I was a little intimidated. Also I have never slept with a black guy."
"Wait he's black?"
"Yea, super hot black guy haha."
"I didn't know you were attracted to black guys."
"I'm attracted to hot guys haha. And he was super hot."
"Ok I get it!" I said teasingly.
"Haha sorry! Just being honest."
"So you turned him down right there?"
"Yea he begged me a little, but I held strong and I eventually just left with the girls. They were giving me such a hard time."
"Why?"
"Probably cause they were jealous. They said I was an idiot for not having sex with him. Also they said it was well known around campus that he has a huge dick. I told them from what I could tell the rumors were true haha."
"Have you heard from him since?"
I heard her nervously laugh. "Jakkke. Why all the questions!"
"Well??"
"Ugh. Well I gave him my number, and, you know, we've texted a little."
"Tell me please."
"OK but please remember we were not together at the time."
"I know, I know! I just want to hear what you were up to!"
"Ok well, he texted me later that night."
