I'm sure Pip will love the arrangement - generally boy dogs love girls dogs
whether the girl has her bits or not.
It is possible the bitch won't tolerate the young whippersnapper - you won't know till you try! Easier to bring her into his domain than the other way about, that's for sure.
Our best kennel is a large pen with two individual pens within it, each of which has a shelf under which a collie or two can curl up, and upon which a collie or two can curl up. Each dog therefore can be near but not with the other, or in a separate pen, or they can be curled up together, as the mood takes them. And any dog can be penned alone, but in familiar surroundings and within ear and nose-shot of his/her pen-mates, when required.
I do think it's important that that can each feel they have their own space, even if they become great buds and mostly curl up together.