Honestly, at 5'10 185 I think he can accomplish his goals without AS. Such low doses will have limited effect that could more than likely be achieved through alterations in diet and training. IMO, it's not worth the time or money to run a cycle like this. If he's going to do it he might as well have something to show for it. This is not to say he won't progress with this planed cycle. Gains will be minimal and probably leave him rather disapointed. Test/winny is a fine choice, but it would be well advised to increase the doses. Common practice for winny is 50mg/daily. A modest, yet more productive cycle could look like this.
Test weeks 1-8 250mg/wk
winny weeks 1-6 50mg/day
Still mild doses, but it is more than was planed. I would suggest test at a minimum of 500mg, though I do think he can make decent gains with 250mg/wk along with the winy at 50mg/day. If he doesn't want to get big then he really has no need for AS to acheive his goals. At 5'10 he can carry a lot more weight, undoubtedly, before he gets to big for himself...That is if his goals are'nt to get as big as possible.