Personally I don't THINK I would have a problem dating a WG as you know what she is about and know what she's doing when you are not there though as other bros have mentioned if you let your feeling develop further are you really sure you would be ok with her banging 10 blokes a day 6 days a week?
IMHO, its a dangerous road to go down and the big question is "where do you actually think the relationship is going"??
If you want something more that some sessions with her, then talk to her about a regular thing but you will be investing heavily both emotionally and financially in something that only has a very slim chance of not fucking you up. If you want something between a WG and a GF ie more connection without the drama of a LTR with a GF then maybe an SB from SA on a monthly retainer is a way to go. From your volume of punting you can get one for the same monthly investment most likely
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