[F] I got railed by a former hookup on a spring break trip while my boyfriend (and future husband) was 2,000 miles away – PART 2

Welcome back – sorry it took me so long to write Part 2! Life and kids got in the way of sitting down to put pen to paper.

Link to [Part 1](https://www.reddit.com/r/gonewildstories/comments/teqzqp/f_i_got_railed_by_a_former_hookup_on_a_spring/)

For those of you that are new, this happened around 10 years ago when I was a senior in college on a spring break trip. Michael is my now husband and was my boyfriend at the time, and Zac is someone that I had hooked up with during the time that Michael and I were broken up (and yes, I saw all of your comments about what “hookup” means: at our conservative private school 10 years ago “hookup” was anything from making out at a bar to having sex. Take it easy on me!).

Also, yes Michael now knows all of this (and read this for his own enjoyment before I posted).

I hope you all enjoy too!

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I had so many different emotions and feelings running through me the day after sleeping with Zac. On the one hand, I never wanted to cheat and I was still deeply in love with Michael. Guilt was coursing through me and I was worried that in the matter of minutes I had destroyed my future with the person I thought I would marry. On the other hand, my attraction to Zac was overwhelming and my mind kept wandering to our incredible sex from the day before and what it would be like to fuck him every day.

I did my best to avoid Zac that day while I was processing my emotions, and we only came across each other a few times at the resort. I told him I needed some time to think and he was completely respectful of my space.

Day 3 of the trip came and went, and by the following day I felt like I had found some clarity: Michael was the one for me. My time with Zac was something I would never forget, but it didn’t change the future I had with Michael. I spent that fourth day once again day-drinking by the pool and was having a lot of fun flirting with Michael by text while he was at work 2,000 miles away. We were bantering back and forth about all of the sex we were going to have when I came to visit him at his apartment once I was back from the trip and I was getting extremely turned on fantasizing about being with him (…like I always do when I day drink). I debated whether or not I should tell him about Zac, but I knew that this was definitely not the time to fill him in.

That night, after dinner, most of the people on my trip decided to go to one of those cheesy Cancun Spring Break clubs. I love a good dance party, and I was still buzzed on cheap tequila, so I put on one of my favorite dresses and got myself ready to go. The dress had black and white stripes, hugged my body tightly and went down to my mid-thighs.

 
This dress was a favorite of Michael’s, but also had ties to Zac. When I was trying to convince Michael to get back together and had just returned for my senior year of college (from Part 1 of this story), I sent him a picture of me and some friends sitting on a couch at a pre-party before going out. Michael loved this picture because the way I had crossed my legs, you could clearly see the white underwear I was wearing (which happened to be his favorite thong of mine) and it was tight enough that I didn’t need to wear a bra. But…that also happened to be the same night I met Zac. This is the same dress he had pulled down to reveal my breasts and pulled up to grab my ass (and play with that same thong) the first night we had kissed.
I looked at myself in the mirror and my mind raced thinking about a few of the times Michael had fucked me while I still had this dress on after coming back to my apartment from a bar, and thinking about how I wish Zac had pulled it off me and done the same that first night we met.

 
My pussy was throbbing and my body was overwhelmed with desire for both Michael and Zac. At this time in my life, I didn’t own a vibrator and rarely fingered myself but knew I could not leave to catch the shuttle to the club like this. I laid down on my bed, pulled my dress up and my underwear off (pink thong this time), closed my eyes and rubbed my clit with my mind jumping back and forth between Michael and Zac.

I was on the verge of climaxing when my phone rang – a call incoming from my roommate. I looked at the clock. “Shit,” I thought, “I am going to miss the shuttle!”

I stopped what I was doing, quickly gathered myself, grabbed my heels and ran out the door. I was still far away from the hotel entrance when I saw the bus pull away. I was stuck with no way to get to the club. I was frustrated but figured maybe a quiet night resting would give me the energy I needed for the rest of the trip.

When I returned to my room, I wasn’t quite in the mood to finish what I had started so I went out onto my third floor balcony to relax and listen to the ocean. The resort was relatively quiet with most of the spring break crowd gone for the night, and it was a good time to reflect on everything that had happened.

I continued to text Michael and I started to fade in and out of sleep. A while later (what felt like minutes but turned out to be a around an hour) I noticed a familiar face walking down the pathway a few stories below.

“Hi Zac!” I awkwardly yelped without giving any thought to what I was doing.

“Oh hey there! You decided not to go out tonight either?” he replied.

“Well, I tried to, but I missed the bus. I think I’ve been doing too much day drinking” I told him.

“Probably for the best, those clubs are always way too crowded. I figured I could use a break from everything” he responded. “Hey, I actually have this tequila that we picked up down the street if you are interested in chilling with me?”

“That sounds great! Why don’t you come up here?” I blurted out before questioning what the hell I was doing when I had just decided moving forward with Michael is what I wanted.

Zac came up to the room holding tequila in a plastic bottle (I still can’t believe I used to drink hard alcohol from plastic bottles) and I opened the door for him. The room had two double beds, a couple of uncomfortable chairs and a circular table in the corner. Zac sat down in one of the chairs and I sat on my roommates’ bed which was next to it.

We sipped tequila, joked about the crazy stuff our friends had been doing on the trip, and talked more about our plans for after graduation. It was consistently in the back of my mind that Zac and I had a strong connection that went beyond physical attraction. As our tequila buzzes came back, we started getting more flirtatious when Zac told me he really liked seeing me in that dress again.

“You really remember that this is what I was wearing?” I asked, surprised and flattered.

“Of course, you looked amazing that night. I saw you in that dress across the room and knew that I had to meet you. And….is that the underwear you were wearing?” he said with a chuckle as he pointed to the pink thong on the other bed.

“Oh my gosh, I’m so sorry! I forgot to put that away after I changed!” while simultaneously realizing I was not wearing any underwear anymore. “But you really don’t remember that one? It was white!”

“I definitely remember running my hands along it but I was too focused on kissing you and touching your body to be focused on what color it was” he replied.

Damn, I thought to myself. I am on a slippery slope.

Zac stood up. He was wearing his swimsuit and a knockoff basketball jersey from our college. I thought he was coming over to kiss me and I started to prepare myself to say no. But, instead, he asked “what do you think about going for a nighttime swim? There is never anyone out there this late.”

“Great idea!” I quickly responded. This was perfect – we could still hang out and I could see those gorgeous abs but this was still going to be rated PG.

Zac went to the bathroom and I grabbed my bikini from the balcony where I had left it to dry in the sun earlier in the day and came back inside the room. I started to change over by my bed. I slipped my dress off and pulled my bikini bottoms on. As I was reaching for my top, I heard the bathroom door open. My back was facing that direction, so I told Zac I just needed another second to change.

As I started to tie my bikini around my neck, I felt Zac’s hands on my back. I froze, and he started to kiss around my shoulders. He moved his soft lips to the side of my neck, and then lightly kissed my earlobe while he slid his hands around to my chest. As he continued to kiss my neck from behind, he gently pinched and pulled on each of my nipples. Shivers ran down my spine and I knew we weren’t going to make it to the pool.

I leaned my head back into his shoulder and closed my eyes. I had loved when he bit my nipple the other day and now I was discovering that his firm pinching was just as intoxicating. I turned around and our lips connected. Our kiss was slow and sensual at first, but the more firm he was with my tits, the more aggressive I was with my lips and tongue.

I backed away a bit, knelt down on the ground and untied his swimsuit, pulling it to the floor. His semi-erect cock spilled out in front of me and I grabbed it with one hand while cradling him with the other, slowly running my tongue along the length of his shaft. I normally don’t love giving head, but I would do it to please Michael and I knew I needed to taste Zac as well. I devoured as much of his thick cock as I could, giving every bit of effort to show how much I was craving his body.

 
I stroked his dick with my hands as I continued to take as much of him as I could in my mouth. He put his hands on the back of my head and pushed himself in even further. I loved the feeling of him taking control. After a few minutes, I pulled away and told him I needed him to fuck me as I pulled down my bikini bottoms. “I’ll fuck you for as long as you can handle it” he told me.

“I think tonight I am outlasting you” I said back.

I walked over to the bed and got on all fours in the middle. “Come take me” I begged him.

“Where are the condoms?” he asked, remembering I made him wear one a few days earlier.

“I just want your dick, please fuck me,” I begged even further. I don’t know what got into me. I had never had sex without a condom with Michael before. 

Zac knelt behind me, and I reached back between my legs to guide him right into my throbbing pussy. “Fuck, I just can’t believe how perfectly you fit” I moaned as he slowly slid into me. He started slowly at first, making sure I stretched to fit his girth. But that didn’t last long until he started giving me the same pounding that had made me cum multiple times two days earlier. I wanted to be on all fours because it usually took longer for me to climax in this position with Michael, and I thought it would help me last longer with Zac.

I was able to make it further than the two minutes it took me to orgasm when I first rode Zac’s cock, but not by much. Warm, tingling sensations started to overtake me as I had another pulsing orgasm.
“Fuck. That is so good. I am still making it longer than you this time though” I told him as I caught my breath.

 
I told him to lay down and started to blow him once again. I did not usually enjoy tasting myself so I almost never gave Michael head after we already started to have sex, but I needed to show Zac that I was going to be a little slut for him.

It did not take long before Zac told me he was getting close and asked me where I wanted him to finish. I didn’t take a breath to answer – he was finishing right where I wanted him to. I felt him tense as I gripped him with my lips and he exploded into my mouth. 

I swallowed hard and slid back up next to him. As Zach breathed heavily, I leaned in and kissed him again, softly biting his lip. 

“That felt so good, but I can’t just keep fucking right after I finish like you can,” he laughed. “Now it is my turn to work on you.”

He moved down the bed, grabbed my legs with his hands and spread them apart. He moved his mouth closer, lightly licking the sides of my thighs and circling my pussy with his tongue before diving in. He knew exactly how to work my clit with his mouth, switching from light sucking to the flick of his tongue. I could only handle it for so long before I told him I needed to be fucked again.

He pulled my legs to the side of the bed and grabbed a pillow. He remembered. He knew exactly how easy this was going to be. He once again effortlessly lifted my ass with one hand and slid a pillow underneath with the other. With no hesitation, he pushed himself in. This time, no need to take it slowly. He thrusted with deep, long strokes and while I tried to control my moans I was completely helpless.

I am not sure that, at that point of my life, I had ever made the noises I made as Zac brought me to one of the most amazing and intense orgasms I had ever experienced. As soon as I came, I pulled him back onto the bed and kissed him deeply once again.

Then, as we held and kissed each other, we heard the door to my room start to open. We quickly pulled the blanket over us and I saw my roommate walk in.

She locked eyes with Zac and me with only our heads sticking out above the covers. She knew Zac and I had connected right before Michael and I got back together, but had no idea we had been intimate on this trip (….now twice). She smiled, let out an awkward laugh and said, “let me know when I can come back.”

She left, and it hit me that there may no longer be any keeping this from Michael. Not that she would out me, but how could my roommate and best friend know without my future husband finding out?

I told Zac that while I was having another one of the best nights of my life, he should probably go. He agreed and gave me a passionate kiss before getting up and putting his swimsuit and basketball jersey back on. He started to head towards the door to leave, but I jumped up as he approached and ran up behind him. Just like he had come up behind me earlier, I started to kiss his shoulders.

I wrapped my hands around him and rubbed his abs while I kissed his back. I slid his swimsuit down one more time and started to stroke him with my hands while still standing behind him, my chest up against his back. As soon as he was fully hard again, I told him I needed one more round. He turned around and pushed me face first against the wall.

I leaned over as far as I could and helped him position himself to enter me again. I was so wet, it could not have been easier for him to slide in. It seemed that the thrill of getting caught was setting him over the edge, so I could tell he was close right away. He told me he was cumming again, and without a condom on this time I told him to finish on my ass. He slowed his thrusts but they became harder and deeper until he pulled out and finished all over my naked backside. I turned around, and we kissed once again. Our kisses were so passionate, I just couldn’t get enough.

Zac quickly cleaned himself up (only after grabbing a towel to clean my back like a true gentleman), we said our goodnights and he left the room.

Day 4 of 6 was done and I was having the best sex of my life while my boyfriend was 2,000 miles away. Figuring out what to do was going to be even harder than I thought. 

Source: reddit.com/r/gonewildstories/comments/uouycv/f_i_got_railed_by_a_former_hookup_on_a_spring