You talk to Jessica

You move your naked body closer to Jessica. She moves back until her back is facing the wall. You are a little confused at what's going on. She seems more and more like she's worried about you than how every other girl has been acting. She asks, "John, are you ok? What's the matter with you?" You move closer into and start kissing her. She kisses back but you feel like she's holding back.

She starts pleading with you, asking, "John, please tell me what's going on. We should get going before girls start coming in here to shower." You continue kissing her, and push her cheerleading top so you can see her beautiful breasts. You start to caress each one slowly while looking Jessica in her eyes. She just has an expression of a mix of fear and confusion but she doesn't seem to be objecting.

You reach down and start to pull down her bottoms. You see that she's not wearing any underwear under her skirt. Putting your fingers inside her, you can feel that she's wet. Jessica looks at you and starts moaning but keeps on asking you what's wrong and starting to say how she can't be hurt again.

You're more confused than ever but more importantly, you're still horny and your cock is at full mast. You take it and move to penetrate her. You take it slow just in case but you realize that she's not a virgin. You look at her, seemingly confused, and she looks back at you confused as well. "John, are you ok? Don't you remember? We were each other's first, John."

You push your cock all the way into her slowly and rest for a minute. It didn't occur to you that in this universe, you could have already lost your virginity. The worst part is, you look up and see the girl you lost it to, your oldest friend really, and realize you have no memory of that. You lean into shoulder and start to cry. You remember how hurt you were when she told you that she wanted to just be friends. You had imagined entire lives together and it shattered you it seemed.

Meanwhile, Jessica reaches out to touch your face and look into your eyes. "John, did something happen? Do you want to try to be more than friends?" You pull out from her and take a step back, trying to process this. In this universe, YOU dumped Jessica and that's why she looks so hurt and confused by you.

You reach out, grab her hands and then move your cock back into her. You cry into her, "Yes, yes, I want to be with you, yes, I do." Jessica is incredibly wet and hot but you can tell she's pushing back, telling you, "John, I can't get hurt again. We were each other first kisses, we took my ass together, we fucked together, we were so close and now you're like a different person, hooking up with girls everywhere, and you come here wanting me and I don't know if you're serious or I'm just a rebound from someone. Is this just a quick fuck to get it out of your system before you settle down? I don't understand..."

Jessica pushes back and cries, trying to leave. Hearing her say you took her ass and fucked, you realize that it was worse that what your Jessica did to you. You don't know why you did what you did but this was truly your second chance. You grab her again, turn her around and push her against the wall. You take your lubricated cock and aim for Jessica's ass. Your one wish in life and you decide that now is the time. Grabbing her butt, you pull her cheeks apart and move your cock inside her ass.

As you feel the sensation of how magnificently tight her ass feels around your cock, you hear Jessica panting but also crying. You kiss her and kiss her and you suddenly feel her ass tighten around your cock. Jessica moans and you feel like you can't hold on any longer so you cum straight into her ass.

As you pull your cock out, you look straight into her eyes and ask her softly, "Jessica, trust me, I am quite literally a different person. I don't even feel like I remember how much I must have hurt but I'm sorry. I never, ever want to hurt you ever again. Please. Today, it's like a new me and after today's antics, I realized that what I want, no what I need, is you. Not Amber, not Tiffany, not anyone else. Just you. Please give me a second chance."