Challenge wank 

The act of masturbating to something sexually displeasing, usually over disgusting pornography or someone considerably unattractive. The challenge will be completed if one forces oneself to cum.

1:

"I did a challenge wank over 2 girls 1 cup last night"

2:

Billy: I challenge wanked to Olga's profile picture last night
Sam: No way, that's disgusting! Did you complete the challenge?

Billy: To my disgust, yes!

Challenge wank by shalabon January 6, 2015

cyclo wank challenge

Wanking carried out whilst riding a bicycle through various villages in East Anglia. This can be a solo or team sport. Points are gained for how many villages you manage to wank in.

x: Did you have a good weekend?
y: Bit sore....cyclo wank challenge this weekend, 10 villages mate! Check that out!
x: Fucking hell I might try that with the wife this weekend...

cyclo wank challenge by Dicksplatlia June 3, 2007