Life Redone (Parts 3 & 4 of 10)_(0) by TripleAcesHigh

[Wanted to make sure this whole series was posted again. This story was written a couple of years ago.]I guess this was one unwanted side effect from the device.

Although I now had the power to go back and re-do just about every moment of my life where I had blown an opportunity with a girl, it didn’t stop me from thinking about things after the fact. In nearly every single one of these moments, there was very little preventing what I went back to do. So, if any of these moments had actually happened, my life could have been completely different.

As I mentioned earlier, I didn’t regret where I was at now. But I couldn’t help being distracted by thoughts of how Amanda and Madison could have been, long term.

It had probably happened because I went back to re-do moments with two of my really good friends. In order to get my mind away from this emotional stuff, I needed to pick a moment with a girl I had never thought of as being more than a good time.

I started to think back to all of the prettiest girls I had ever known, and tried to think if there had ever been a chance with any of them. There were never many girls that I hung out with that I didn’t consider a good friend. However, there was one moment that came back to me when I thought about my best looking friends.

There was a girl, Brittany, who was pretty famous and popular at my high school. She was a model and had dreams of making it big. She had dirty blonde hair and blue eyes, with a tan body, and a wonderful figure. She was just gorgeous, the type of girl who you would definitely call a ‘ten’, and was very sought after. I guessed she had about mid C cups, and all of her assets were pretty perfect.

She actually came over to my house one time to study for a test. I guess she considered me smart enough that she wanted to study with me. Unfortunately, when I say we studied, I really mean we studied. I was single at the time, too, so I had no excuse, other than the thought that she would probably have no interest. We never left my kitchen and she left after an hour or two with just a hug.

This one was going to be a bit trickier. The previous two girls were both great friends of mine, who flirted with me constantly and were obviously very open to things. How would I get to the point where sexual acts became a possibility with my high school friend who I only talked to during class on occasion?

Force was obviously an option. If anything happened, like her escaping or somebody hearing, I could just immediately hit the button and everything would be wiped out. I suppose this could be the last resort option, but I didn’t want to waste a trip if it probably wasn’t going to work.

The first thing I was going to have to do on this trip back was get rid of my parents. I remember they had been home that night and probably had an eye on the situation from time to time. Once I got them to leave, I had to try to seduce Brittany as best I could, or at least make sure something good came of things. If I could even get a little bit of action with a girl like that, the trip probably would have been worth it, just to live out that fantasy.

I focused myself, happy to not be thinking about anything relationship connected with this one. I grabbed the device and thought about a few minutes before she arrived that night. Then I took a deep breath and hit the button.

A long flash of light. This time it seemed like nearly a minute. I was going back probably about a decade.

Finally, I appeared in my old kitchen. My mom was in the next room and my dad was in the living room. I looked at the clock and saw it was 6:55, probably meaning she was going to arrive around 7:00. I took another breath and went into my act.

“Mom, dad, you’re never going to believe this” I said with some conviction. They both came into the room rather fast asking what was going on.

“Tom is stuck downtown with no ride in a bad area” I continued. “He’s really nervous and his parents aren’t in town. Can you please get him?”

I was lucky that my parents were very caring people. Tom was a good friend and they rushed out without hesitating. Downtown was far enough away that I wouldn’t have to worry about them finding out he wasn’t there. By the time they got there, I was planning to be back in the present.

I looked in the mirror and barely recognized myself. I wasn’t tiny, thanks to the sports I played growing up, but I looked so young and small. As I was looking myself over, the door bell rang. I opened the door and there she was.

Brittany was dressed in a white tank top and a jean skirt that went about halfway down her tan, shaped thighs. She was totally made up, as she always was, and flashed me a gorgeous, white smile as I invited her inside.

“You’re a life saver” she said and hugged me. “I was going to fail this test tomorrow.”

“No problem” I laughed and hugged her back tightly, feeling her busty chest press against mine through our clothes.

“So where do you want to set up?” she asked with a smile.

“How about my room?” I suggested. All that time ago we just went right to the kitchen.

She didn’t seem to think much of it and followed me over to my room. I swallowed hard as I entered and saw some mess, realizing maybe this was why I hadn’t suggested my room all of those years back.

“Sorry for the clutter” I laughed and tried to toss a few things out of the way. I made sure to clear off my bed.

“Don’t worry, mine is worse” she laughed and tossed her book down onto my bed.

I sat down on my bed and she joined me. I looked into her eyes for a second or two, to see if I could gauge a reaction. She didn’t seem to react much either way.

“So where do we get started?” she asked in a friendly tone.

“Well…” I started and opened the math book. I looked at everything and realized my mind was blank. While it was an advantage to have my experience sexually, it obviously put me in a rough spot, trying to remember things that I should have known back then. That meant I wasn’t going to be able to buy any time studying with her, since I would just make a fool of myself. My mind quickly scrambled trying to think of what to do. I felt the device pressing against my thigh in my pocket and it gave me an easier state of mind.

“Brittany” I started with slightly increased breath. “I promise you that I will help you study and pass this test. I also swear that I didn’t call you over here for anything else, but you just look so beautiful and I’m having trouble concentrating. I’ve always wanted to kiss you.”

She sort of laughed, almost as if she had heard similar statements before. But she also didn’t seem repelled, which was a good start. I figured if I could use my extra experience to turn her on, maybe I could do this the right way.

To my surprise, she moved in and gave me a strong kiss on my lips. I didn’t know if she found me attractive, or perhaps she was just thankful that I was going to help her with the studying. I knew this was going to be my only chance to do things without true force. I quickly kissed her back with extra force, startling her a little as I kissed her deep and guided her onto her back on my bed.

“Easy there…” she trailed off as I started to kiss to her jaw, then her neck. I sucked gently on her neck muscle and let my tongue trail up and down. She stopped talking and only sighed quietly as I continued to do this.

“I promise you’ll get a perfect score on the test” I smiled and went back to turning her on as much as I could by teasing her neck. I was firmly on top of her, with my legs spread out across hers lower body, as incentive to keep her from scrambling too much. I knew it was now or never, and that I was on a limited clock. My hand disappeared under Brittany’s skirt and started to rub her panties.

“What are you doing?” she said, but it wasn’t quite angry. In fact, it was with a mixture of moans. Shockingly, she was already wet, so I continued to let myself rub between her legs. I looked down at her gorgeous body and pretty face, and couldn’t believe I was getting this chance.

“Just let me pleasure you for a little bit, and I promise I’ll teach you everything I know” I smiled and kissed her neck harder. Now, I pulled up her tank top and saw a black bra housing a great pair of breasts. I saw her open her eyes and look down at me with an unsure look on her face, but I ignored it and pushed off the bra, revealing her incredible breasts. She must have spent some time tanning in a booth because her breasts were fully tanned, too. I took them into my mouth, sucking and flicking my tongue across her nipples, which hardened against my tongue. She began to moan, and I used the opportunity to continue to push the envelope, pulling her panties to the side and quickly shoving two fingers into her pussy. Before she could say anything, I was curled against her g-spot, and roughly rubbing over and over. My thumb rubbed over her clit and my mouth stayed against her nipples. Her moans quickly turned to panting and I felt her pussy tighten around my fingers as she came. Her nipples were rock hard against my tongue and her body shook from the sensations.

I glanced over at my clock while Brittany struggled to catch her breath. I really didn’t have a lot of time. If I was going to go for it, I may as well try to go for it all. I started up rubbing against her g-spot again, adding a third finger so that it filled her more. While I did this, I subtly yanked down my shorts and boxers, freeing my cock. With a very quick maneuver, I pulled my fingers out of her pussy and immediately pressed my cock inside her.

“What the fuck??” she moaned out as I entered her.

“It’s just my fingers” I lied. “I added more.” I leaned up and started to kiss her neck again while I slowly fucked her. I kept my hand down between her legs too, in case she bought my weak lie. I was banking that she didn’t have much experience, though her beauty probably had brought on a few incidents.