Sudafed with ibuprofen

Loved the story - but just as an aside, aspirin actually prevents liver damage. Acetameniphen (Tylenol) is what is traditionally known as dangerous for the liver, and non-aspirin NSAIDs such as ibuprofen have recently been linked to stroke/heart attack risk increase. lol I know this has nothing to do with erotica, and your story is fantastic - but if it were me writing this? (and I do write a ton - I'm actually a professional author), I would have had Jack (the athlete) share his prescription pain killers with his victim, since he's most likely on them (athletes are always getting hurt) and since opiate prescriptions, added Tylenol not withstanding, are the only things that don't increase the risk of liver damage and heart attack/stroke. Plus... let's be honest. They're also the only medications that actually work. And also - it's the very least Jack owes him. ;)

I like your story. Your caveat about discontinuities at the top was way too understated, they were jarring, but I get it. I've been there myself, but please remember to come back and clean up later, you're going to throw a lot of people off.
OK, big problem: Never, ever, ever take Advil and Tylenol together! Ever! Tylenol is Acetaminophen, it's a blood thinner. Advil is Ibuprofen, it's an anti-inflammatory that will also irritate your stomach lining. So between the two, you'll end up with a bleeding ulcer. I think the standard recommendation is to separate them by at least twelve hours, though I just stick to one. So unless you're TRYING to mess Hayley up even worse than she already is (bruised, battered, hung over), PLEASE stick to one or the other.
PS: Yes, this is a pet peeve. Yes, I've personally had a problem with both drugs. Google it if you don't believe me.

Medical stuff:
Fracture = broken. We have lots of terms to describe the fracture, but a fracture is a break.
People can walk on a broken ankle if they are tough enough to take the pain and the tibia is not where the fracture is.
She would have had an x-ray about a week after the surgery to confirm it was well healing.
Plaster? We more often use water activated fiberglass these days. Less heat as it cures, sets quicker.
Very likely she would have been put in a walking boot.
Advil = Motrin = ibuprofen. Each pill is 200mg, so three were a good choice, four a bit better. Redose after six hours if the pain has returned.

When you refer to lifelong I think some more explanation is due. Did you lack the sexual cravings that almost all adolescents have? Did you masturbate before having sexual contact with another person? Not intercourse per se, but kissing, fondling..etc? Have you ever experienced an orgasm, with or without a partner? Does your vagina lubricate when you are exposed to sexual situations? As far as males with low libidos, often that's a result of another underlying physical, or mental anomaly. Please don't scare people, exogenous testosterone creams carry little risk. Most that find themselves in need of these creams are not under forty years of age, and usually older than than that. While I wouldn't recommend them to anyone who has had prostate cancer the risk is minimal. Taking over the counter medications such as Advil, Motrin, which are both ibuprofen, can cause severe kidney damage in large amounts, yet are safe minus pre-existing kidney problems, when taken properly they provide effective and safe relief from pain. The same can be said for exogenous or injected testosterone and estrogen provided it is used correctly. HSDS can, and does come with life changing effects. It has the ability to prevent and kill marriages. So if pharmocological therapy can eliminate or reduce the aforementioned effects, it should be understood that it remains a viable and safe option in the treatment HSDS.

Him: Hi Whore
Her: Lol I'll marry you
Him: Wooo I was just thinking about that. Did you read my mind? Are you a witch or something? Well I'm a Christian so I expect you to convert because I ain't gonna be lettin my new whore wife hang out in graveyards with fat angry teenage girls at night smoking clove cigarettes. That ain't proper
Warning: By recruiting your new companion you have caused your reputation with Mattson to drop below zero. Mattson faction units will now attack you on sight
Him: Pfft I don't care. I gotta gun sucka. lol It's the old timey times! DNA and forensic haven't been invented yet and there's a whole lotta nothing to hide a body!
Her: What the hell are you talking about? What did I get myself into?
Him: I'm on top of the world! I just got me a whore wife! She's had a lot of practice with countless partners so you know that will make her a good wife!
Her: I can't help but feel like that was an insult. I can cook too. And faithful
Him: HA! Bullshit. You're a whore I know nothing about. I ain't dumb.
Her: I'm going back to the whore house
Him: No you ain't. You ain't been listening. I says I have a gun. HA yeah see? Goddamn I feel good. It's old timey days! I'm white and a man and going to marry a whore and it don't matter because HIV ain't been invented yet! Too bad for you whore wife cuz we're about to pass the whore house. Coulda saved you a walk
Her: What the hell? We've been going in circles? What the hell have I gotten myself into?
Him: Woooo old timey days! Drinking and driving isn't illegal yet! God damn I'm fucking hard right now. Grab me my lawn darts in the back so I can throw them at the black folks chickens! Hey and also clean up back there. Just throw it outside on the ground. We livin in the good times right now and gotta enjoy it while we can before talking picture boxes make us feel like shit because we put a hole in the sky and make it so it rain acid. OH SHIT I just realized something! It's the old timey times! Stop what you're doing whore wife and take this here nickle and buy me all the boxes of sudafed the chemist has. I got me a little project I think can help us make some money. Use the change to get me something with cocaine in it and morphine if they got it so I can party tonight. I Won't be sharing but you can whore yourself for a buck so you can get something for yourself