let me break this down for you:
Starkk vs shunsui fight one: Ends with Kyoraku recieving a point blank cero that takes him out of the fight. Starkk has no damage.
Starkk vs love and rose: Love and rose roflstomped. Starkk little damage, took one hit and he easily recovered.
Starkk then receives a large damage blow from Kyoraku
Starkk vs Kyoraku 2: Kyoraku makes a minor cut on starkks arm, then kyoraku takes a high risk slash on the back that is shown to push kyoraku to his limits. He is sweating and looks very ragged after that attack. Kyoraku then beats starkk.
They were on even grounds at the end of the last fight, after a point blank cero and a major damage slash you still think that kyoraku had an unfair advantage. he didnt. he won because he was better. He out dueled starkk with superior swordplay. If starkk wanted he could make more wolves (not that they would help especially considering irooni involves cutting a particular color, not something explosions are good at) I also suspect that irooni forced stark to used swords because that was the rule of the game, to cut a color, not explode a color.
Starkk swordplay outclasses ulqiorras. lanza del relampago can be easily dodged as evidenced by ichigo. It can also be parried by swords. Ulq also has a large black stripe running down his chest that can be targeted. Kyoraku would use irooni and outplay Ulq, he would probably call black and ulq would try to stab kyoraku, the white cloak stops his stab and then kyoraku finishes him off. One mistake would lead to his death, and kyoraku can afford to make one because he knows the game, ulq cant make a mistake or he will die. takaoni leads to kyoraku going up and winning a clash because he was higher. Kageoni and ulq gets his shadow stepped on and then stabbed.
Starkk was very smart to have firgured out the rules to the games, but ulq wouldnt be able to catch on as quick and that means he would lose. he might never figure it out, he was never shown to be particularly knowledgeable in that way, he seems arrogant and is shocked when things dont go as expected, he is no starkk. It wouldnt be easy but stark high diffs in shikai low diffs in bankai.