CW: nsfw, sexual health, sexy sex, sexual assault
Excellent questions! I am a Janet stan with a special interest in sexual health, so I have given Janet's sexcapades a lot of thought. I may be able to shed some light here.
The first time someone experiences vaginal penetration does not always hurt. Pain can have various causes. The most well known of course, is hymenal tearing, this can happen but is not guaranteed. Some people are born without hymens or their hymens are naturally very unpronounced or have been stretched out from physical activity or masturbation over time and they don't tear or don't tear much. Thorough prep immediately before intercourse can also reduce tearing to some extent.
Pain can also come from hypertension. And as Janet is fairly anxious and arguably autistic coded and therefore probably chronically stressed, she could be hypertense and need pelvic floor therapy included a lot of internal and external massage.
And even if there is pain, the endorphin rush from the orgasm could decrease it to some extent, though she might still be sore afterward when the endorphins wear off.
I think it's highly likely that Frank, knowing Janet had not had penetrative sex before, would have made sure she was very aroused before penetration, even though he was also potentially traumatizing her with the noncon/dubcon, which would make it more likely to hurt. On the other hand, some people get extra wet when they're afraid, which I suspect is an evolutionary adaptation to survive assault by decreasing the likelihood of abrasions and pain. This could also be at play.
Obviously this is complicated. I think the text indicates Frank knows he's manipulating Janet but also sincerely wants her to enjoy it. He probably knows she would tense up even more after discovering his deception and would therefore need even more prep.
We also see Frank giving Janet oral sex before penetration, which would have helped her get more aroused and relaxed her muscles, especially if she orgasmed from it. I would imagine Frank would also finger her very thoroughly to relax and stretch her out before entering her. Janet does say she wants more after this experience, and in the play she goes into more detail about how amazing it was, so we know Frank made her feel good, blew her mind, even.
It's also highly likely Janet was in her ovulation window, which would have aroused and relaxed her body further (no wonder she was so slutty!). Janet's police statement heavily implies she got pregnant after the events of That Night, and Janet getting pregnant is a key plot point in at least two of the unproduced sequels Rocky Horror Shows His Heels and Revenge of the Old Queen. I don't consider those canon, but I think this is a pretty good indicator ROB wants to convey she got pregnant.
Anyway, after learning some technique from Frank, Janet would probably have applied it in her tryst with Rocky, and she was likely already very warmed up and aroused. And even if she was sore from before, she could have had a lot of endorphins and adrenaline suppressing the pain. Or even if it hurt she might have been too horny to care, or maybe she even has a bit of a pain kink. (Later she did seem turned on after Frank slapped and chased her and she definitely looked amused when he snapped her bra straps). Regardless, I imagine the orgasm was indeed off the chain!
There is a chance she would have been sore during or after sex with Frank and/or Rocky. But hopefully she was plenty relaxed and lubricated and didn't feel any discomfort. The vagina/front hole is highly strong and elastic. It can push an entire baby out and return to nearly its previous diameter, after all.
Now, if she did have endometriosis she could have pain in general, with arousal, intercourse and/or orgasm, but I don't think there's any indication that she does.
I'm so sorry you have pain from endometriosis! I have it too and experience painful orgasms at times which is awful. I'm new to researching it and afik treatments usually include hormonal birth control (which I don't think addresses root causes), dietary changes (which seem to be more useful for prevention than treatment), and surgery (though issues can still recur), but I have a lot to learn in this area.
I hope we both find relief, and I hope I answered some of your Janet questions!
P.S. Love your selfreblog about lesbian Janet! I have a whole lesbian Janet AU WIP! She's in a polycule w girl Columbia, girlthing Magenta, agender Riff, and genderfluid Frank. She has a QPR with heartbroken but coping bisexual Brad and she does nonsexual impact play with an asexual Rocky. It's a great time.
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