I think if you’re going to go as a trek person they need to be in full renaissance clothing to not break the prime directive, but they can have pointy side burns.
This depends, we have to apply logic, like the Vulcans do.
If it’s the nasty in your pasty then you’re not a virgin and negates the whole situation. Therefore, by proof of contradiction, the “past” you is actually another separate entity from another timeline, and you’ve achieved sex.
If it’s a future you then it doesn’t count, as you can’t prove it wasn’t merely temporal masterbation.
Even the Vulcan science directorate cannot refuse this.