Gloucester might have the taint of Richard III of England on it, but if you think so, then sure. And I think he'd remarry because he'd be lonely, and have a bunch of kids that need a mother. Plus he's pretty close to his OTL death-date, so he might want someone to coddle him in his old age. Actually, if he gets Mary and James to marry, then I can definitely see Marie de Guise in this scenario becoming Queen of England. No children, but definitely Queen.
Henry VIII of England (b.1491) m. Catherine of Aragon (b.1485: d.1530) (a), Anne Boleyn (b.1501/1507: d.1541) (b), Marie de Guise (b.1515) (c)
1a) Stillborn Daughter (c.1510)
2a) Henry Tudor, Duke of Cornwall (b.1511: d.1511)
3a) Henry Tudor, Duke of Cornwall (b.1513: d.1513)
4a) Henry Tudor, Duke of Cornwall (b.1515: d.1515)
5a) Mary Tudor (b.1516) m. James II of Scotland (b.1512) (a)
6a) Stillborn Daughter (c.1518)
7a) Henry Tudor, Prince of Wales (b.1528)
8b) Edward Tudor, Duke of York (b.1531)
9b) Miscarriage (c.1532)
10b) Stillborn Son (c.1534)
11b) Thomas Tudor, Duke of Gloucester (b.1535)
12b) Miscarriage (c.1536)
13b) Elizabeth Tudor (b.1539)
14b) Stillborn Daughter (c.1541)