Charged would be a possible alternative term for your scheme:
- Demand (an amount) as a price from someone for a service rendered or
goods supplied. ‘the restaurant charged $15 for dinner’ [WITH TWO
OBJECTS] ‘he charged me 2 euros for the postcard’ [NO OBJECT]
‘museums should charge for admission’
- 1 Record the cost of something as an amount payable by (someone) or on (an account) ‘they charge the calls to their credit-card accounts’
(Oxford Living Dictionaries)
This could potentially replace either Requested or Paid.
One other possible alternative term would be Billed, which is a near-synonym for charged (See Oxford bill verb, definition 2).
I think there is a stronger implication with charged that the money has actually changed hands, whereas with billed it sounds more like the request has been made but the money has not yet been handed over, so overall I would prefer charged for your purposes.
[Aside: Unfortunately, I think there's going to be some ambiguity for any scheme that relies on single words, since virtually all of these terms could be from the point of view of either pay-er or pay-ee. There is also be some ambiguity between outstanding requests (requests that have been made but not yet honored) and settled requests for the above suggestions.
Is it possible to use multi-word categories? Something like Money Sent, Money Sent-on-Request, Money Received, and Money Received-on-Request would be more clearly understandable, I think.]