My (M22) ex's best friend (F22) wanted to help me get over the break up

S/O to u/elite-slut for letting me use her pictures for this post. She conveniently looks a lot like the girl in the story and I liked the idea of providing a visual aid for this story.

\------------------------------------------------------

During the last couple years of college, my roommates and I lived in the same apartment building as a trio of girls we had gotten really close to. They were great students, extreme partiers, and as a whole, a very attractive group of college women. We always studied together, pre-gamed together, and went out together. Jessica was dating my roommate Mike and she was short with long black hair complete with bangs, a very solid body, and always wore red lipstick. Maddy was Jessica's opposite, tall with shorter blonde hair, not very curvy but extremely fit. Anna fit in the middle, a brunette with medium-long wavy brown hair, an adorable face, and a fantastic frame: a great ass, small waist, and perky tits just above a handful in size.

Anna set me up with her best friend Miranda early our senior year and we dated for the majority of our last hurrah. I had known Miranda from a distance for a while, but we had never spent much one on one time together. After our first date though, we were nearly inseparable. We had similar interests, fun banter, and even wanted to move to the same region of the country after graduation.

As the year went on, our group of friends decided to plan a spring break trip together. Jessica's uncle had a timeshare in Frisco, Colorado at Copper Mountain and offered it to us for the week. About a dozen of us were avid skiers and snowboarders and committed on the spot. Miranda didn't ski, but she agreed to go anyway as the condo was very nice and figured she'd spend her time in the hot tub and exploring the town with one or two other non-skiers as the rest of us hit the slopes.

A couple days before we were set to leave, Miranda no-showed for a study date as we prepped for our midterms before break. I didn't think much of it until I got home and a group of people were hanging out in our apartment. Maddy got up to give me a hug, saying she was sorry about the situation. I looked at her with a puzzled look, unaware of what she was getting at. She turned red, muttered something about speaking out of turn, before she and her roommates got up to leave. I turned to look at my roommates, hoping for some clarity.

"What was that all about?"

Mike responded after a beat, "Have uh, you talked to Miranda today? She's not going to Copper."

"Wait, what? That's news to me, why not?"

Mike exchanged pointed looks with our other two roommates, who seemed suddenly interested in story SportsCenter was likely running for the third time this hour.

"Listen man, it shouldn't be me telling you this, but I'm going to because it's pretty fucked up you don't already know. She told the girls she was ending things with you because she's been talking to a guy from Theta and he invited her to South Padre for spring break."

I paused, confused about what I had just heard. "Sorry man," Mike said, but it sounded like he was standing at the far end of a hallway. I walked to my room, calling Miranda before my door closed. It rang once before it went to voicemail, and I had a "we should talk" text from her a couple seconds later. We only exchanged a couple texts as she told me she didn't want to lead me on anymore and then that was that.

I buried myself in studying and self-pity for the next couple days. Finally, Friday rolled around and we loaded up a couple cars and began the caravan. I drove the first stint with Mike, Anna, and Jessica in the car. Good music and conversation flowed around me as I tried my best to participate, hoping it would keep my mind distracted. We made it a couple hours before Jessica casually mentioned Miranda's name before abruptly stopping her story. I did my best to play it off, but the conversation turned to awkward silence for a while.

After driving overnight, we pulled in our parking lot and unloaded. We planned to spend the weekend hanging out in the condo and downtown as it was cheaper (and we figured less crowded) to hit the mountain during the week. We played drinking games and hit the bars all weekend, everyone having a great time. I drowned myself in liquor in an effort to stay social and distract myself from Miranda and her party in south Texas. After the girls made half-hearted efforts to cheer me up and the guys kept buying me drinks, I finally told them I appreciated their help, but I was getting tired of the pity party. I made the adult decision to suppress my feelings and deal with them at a later date.

The next couple days went by in a blur. We spent all day Monday, Tuesday, and Wednesday on the mountain, and spent every night at a fun dive bar we found, playing bar games and drinking as much as humanly possible. Anna made it her mission to play match-maker for me, introducing me to several women over the course of the week. I saw her cheering me on Wednesday night after a make-out with a girl from somewhere out west, then promptly scolded me when I went home without her.

The majority of our group went to bed when we got back with the exception of me, Anna, my roommate Jack, and Jessica. We changed into swimsuits and climbed into the hot tub on the balcony, watching the heavy snow fall and the sno-cats manicure the hills for tomorrow. Jack threw up over the edge of the balcony seconds after stepping outside and I was left with just the girls. Anna was still scolding me and Jessica wanted to talk about my feelings, neither of which I was eager to listen to. They weren't letting up though, so I decided to go with Jessica's conversation.

"You want to talk about Miranda? Sure. How long did you guys know she was talking to someone else?"

They both immediately stopped talking and shared a look. Jessica slowly said she didn't know, but Anna was avoiding eye contact.

"Anna? I'm not gonna be mad, I'm genuinely just curious."

She took a deep breath before talking at light speed. "A couple weeks, but she's my best friend, I couldn't rat her out, I told her it was wrong, and that she needed to tell you, I'm terrible with secrets and I couldn't have all of us go on this trip without you knowing, I'm so sorry, please don't be mad."

I sat quietly, nodding to myself and processing before I asked if they needed anything from inside as I was going to get a drink. Jessica decided she was going to call it a night and that she could get them for us. When she went inside, I turned to Anna who was still looking down and tried to reassure her I wasn't mad.

"Seriously Anna, we're good. She's your best friend and yet you were still trying to do the right thing."

"I've been feeling really really guilty, that's why I've been trying to hook you up with someone this week."

I laughed. "Well your efforts have been appreciated. But if you wanted me to hook up with someone, you could've volunteered," I said with a wink.

Her head snapped up, looking at me with a questioning look on her face. I immediately thought I had over-stepped and began to back-peddle, but she shook her head and said it was ok. Jessica opened the door to give us our drinks and, noticing a slightly awkward silence, rolled her eyes and told us to get over ourselves. Anna giggled a little at her misreading of the situation and, when Jessica left, said "I didn't think you'd want to hook up with me. Especially if you knew I knew about... you know."

"I never made a move because we're friends, how could I not want to hook up with you? You're attractive, fun to be around, a good person."

"What the fuck is going on- ohhhh." There was a laugh, followed by, "Jessica, come check this out."

Not breaking pace, I threw a pillow at Mike just as Jessica's face peered around the corner. She giggled and pulled Mike away, closing the door behind them. Anna, now without the pretense of hiding what we were doing, let out a louder, drawn out "fuck" as she matched my rhythm, pushing back against me. Her hand went between her legs and played with herself, quickly building to an orgasm and going over the ledge. Her body shook and she fell against the couch, still pushing her ass against me. As she came, she looked back at me over her shoulder and said, "I want you to cum on my face."

We caught our breath for a moment, steadying ourselves, before smiling at each other. "Hot tub?" Anna asked. I walked naked towards the fridge and grabbed a case of beer before following her back onto the snowy balcony.