Life Redone – part 2

Free erotic stories: Life Redone – part 2

Only nine more opportunities.

That was my thought process right now. I had gone from debating even using the device and wondering if it was really legitimate, to planning out how to use it perfectly. I’m sure there were more than ten girls that I wanted a second chance with, and I wanted to make sure I didn’t forget anything that I would later regret. After all, this was pretty much my last chance at youth and fantasies of this proportion.

I tried everything that I could think of to make sure I left no stone unturned. I went through my social media friends, even breaking into my old Myspace account to see who I could recall from earlier times. I looked at old yearbooks, photos, and saved conversations.

“That’s a definite” I said, scrolling over a girl from high school.

“That would be really interesting” I chuckled as I saw a face from nearly ten years ago.

“That night…” I said, shaking my head as I came across another college friend.

As I said, having a long term relationship in college was probably not the best idea. I don’t regret where I am today, but as this device had helped to uncover already, there were a ton of opportunities that I had blown. Another one of the biggest failures happened early on in my college life. I had made a lot of friends early, the large majority of whom were girls, and I spent extra time at school hanging with all of them. Though there was plenty of flirting, virtually nothing of note happened with any of them.

The closest time came on a night where I stayed over one of the girl’s dorm rooms. I used the excuse that I had to be there early the next morning (which was true), and that I wanted to stay closer to the event. Of course, I never mentioned to anybody that I was staying with a girl, which wasn’t even legal at the college. We rented a movie, hung out late, and even slept in the same tiny dorm bed. There may have been the random quick cuddle, and our lips possibly brushed at one point in the middle of half consciousness. I wish I could tell you a more interesting story, but that was the end of it.

Madison was the girl that I stayed with. She was a pretty blonde with curly hair, just over medium in length. She had nice blue and gray eyes and very nice straight, white teeth. Hey body type was pretty much average, with what appeared to be firm “B” cups and a good body. Her most impressive feature was definitely her ass, which most of the group had caught onto and teased her a lot for (and she definitely didn’t mind). Despite being cute enough, I had heard whispers that she had very little sexual experience. Candidly, I heard this because our friends knew that we flirted a lot and all wanted us to be dating.

“She doesn’t have a ton of experience” I remember our friend saying to me one night. “But she wouldn’t mind doing a lot with you.”

So there I was, stuck again with no good options. If I could share some advice with people who hadn’t hit college yet, I would probably tell them this much. If you are in a great relationship, that’s fine. Just do yourself a favor and avoid making a lot of female friends, especially early on. The temptation is not fun.

Was this my logical next choice? Aside from the previous event that I had just re-lived, this was definitely up there on my list of regrets. At some point, I was going to have to write down all of my options, to make sure that I didn’t run out of chances and end up missing an obvious moment later on. But I still had nine left, and I knew there wasn’t going to be nine moments that I wanted to re-do over this one.

I stood up off of my bed and began to pace around the room. The cool wood roused my senses even a little higher than they had been, and I stared down at the box on my bed. I closed my eyes and thought about all the girls in my prior experiences, and tried to see what came to mind first. Sure enough, the Madison night continued to enter my thoughts, again and again. I picked up the box, gave a firm nod, and pressed the button.

A longer flash of light than the first time, but after a few seconds, I was in the middle of walking up to the dorm rooms. Perhaps the light takes longer when you go back further in time. My first adventure had probably been about three of four years back. This one was closer to seven years.

I had a small backpack slung over my shoulder. I looked at my arm and noticed it was a little skinnier than even my first venture back. I really should have gone to the gym more when I was younger. I looked to the ground and noticed my old shoes. And did I really think those socks that disappeared before the top of the shoe were necessary? Uncomfortable, at best, at this point.

I held the box for a few more minutes, and tried to decide where to put it. If I threw it into my bag, I ran the risk of an accidental push. For now, I stashed it in my pants pocket and continued my walk towards the dorms. It was already night time, but not late enough that I would draw major attention for entering the girls dorm rooms. Still, I blushed a little when I saw the RA’s giving me an extra look as I came near the main door.

Wait a second. I had forgotten that these doors were obviously locked. Nobody was going to let a random guy into the elevator area. I scrambled into my pockets and pulled out my old hilarious looking phone. I scrolled through the names, seeing a mix of familiar ones and getting a big laugh out of a few old names. Finally, I hit Madison’s name and punched the call button.

“Hey, I’m by the entrance” I said, hoping I hadn’t forgotten any of the details of that night.

“I thought you said you were going to text” she laughed.

“Oops” I laughed in return. “Just come get me.”

A few minutes later, the main door swung open and Madison was there. She was wearing a light blue tank top and white shorts that stopped less than halfway down her thighs.

“Moving in?” she winked and nodded towards my bag.

“There’s barely anything in there” I laughed in protest.

“Just teasing” she smiled. “Did you want to come up or did you still want to go out and rent stuff?”

“You can pretty much watch anything online these days” I laughed. “Let’s just head up.” I figured I should have as much time as possible to get in everything that needed to be done tonight. She nodded and held the door open for me to enter the main part of the building. We finally hugged as we waited for the elevator to come down, and then rode up to her place on the third floor. We walked around the corner of the floor and finally made our way into her dorm.

“At least this way, we don’t have to come back after hours” she said. “I’m sure no one will check but it’s always good to be safe.” She opened the door and let me inside her tiny space. It was basically made up of nothing more than two beds, perpendicular to each other, a small bathroom (at least it had a shower) and a small area to walk into.

“The roomie is gone for the night” she laughed, seeing me looking around. “She said we were too awkward to be around.”

“She isn’t wrong” I laughed. I looked up at her and felt my face go a little red. She blushed a little too and then turned to set up her computer on the table she put next to her bed.

“You don’t have to sleep on her bed if you don’t want to” she said at once. “The mattress is bigger than it looks.”

“Thanks” I smiled and sat down on the bed beside her.

“Think Superbad will be available yet?” she asked, searching around online. I had already seen it, but didn’t mind having a goofy type movie on that I didn’t have to pay much attention to. Finally, she found a sketchy looking website, but after closing a number of advertisements and pop-ups, was able to start streaming it. She laid down on the bed, closer to the edge, and invited me to climb over her against the wall. We both went under her cover and I put my arm over her side, putting us into a spoon position. If my memory had any value, I was pretty sure we had done this a few times before. And if the device was still working, it probably had her convinced that I was single in this situation, opening up all possibilities.

My lower body was lined up with her gorgeous ass, which looked full in her shorts. As the movie got going, I rubbed my hand on the smooth and cool skin of her arm. I felt some goose bumps as I continued, and she giggled a little. After a little bit more of this, my hand made its way underneath the bottom hem of her tank top, taking in the smooth skin of her stomach. I could feel her breathing a little quicker than usual, and I knew this was stepping passed the line we usually drew on these occasions. I left my hand there, under her tank top, until her breathing started to return to normal. We had a few laughs from the movie and the distraction was a good thing.

Finally, I let my hand continue its trip north, and I brought it to a stop on the outside of her bra. I cupped her perky breasts against the material and I could tell she was breathing even quicker this time. There was absolutely no resistance in her though, and it seemed our friend had been accurate that she was ready to have some fun with me.

“We may as well get dressed for bed” she turned towards me and smiled. “Hope you don’t mind that I sleep in my underwear” she continued, the smile never leaving her face. She pulled her tank top off and showed me her light blue bra, matching the top she took off. She then unbuttoned her shorts and pulled those down, showing me her blue and black striped boy shorts. I grinned as I saw more of her exposed than I had to that point, and followed suit by removing my shirt. I pulled off my pants next, being careful to leave them within reach, leaving myself in just green and black plaid boxers. She gave my body a long look over, and then turned her attention back to the movie. My hand returned to her body, cupping her chest again. Following a few more grabs, I went lower, trailing my hand over her body, before stopping on her underwear.

Finally, she turned her attention fully away from the computer screen and turned towards me excitedly. I pulled her closer to me and finally went in for a kiss. She eagerly returned my advances, and I pulled her body so that she was on top of me as we kissed. I put my hands on her ass, against her boy shorts, and grabbed her firmly. It wasn’t long before my arousal became evident, and I grinded myself between her legs. I saw her eyes grow wide when she felt me between her legs.