Wise Guys Never Die (2006)

5 (1)

Cheating Notes

Since he mistreated me, I will make a cuckold of him...

After being framed for embezzlement, Nick is sent to prison where he meets professional conman Teddy who teaches him everything he needs to know to be a wise guy.

Sometime after they are released from jail, Nick stays at Teddy's mansion to plan for a con. One night, he takes a peek when Teddy fucks his girlfriend Lola in the jacuzzi. After that, he goes to the pool where Lola takes a dip while her boyfriend has gone to bed. They talk. She tells him that she knows that he watched her with Teddy earlier in the jacuzzi. He apologizes. She tells him that he and his girlfriend look good together. He tells her that she and Teddy look good together too. But she replies, "Sure, if only he was 10 years younger," then she begins to touch his chest and makes her hand crawl all the way down to his pants. She tries to insert her hand inside his pants. He stops it but she just looks and smiles at him and proceeds to insert her hand and impliedly caresses his dick inside. Then she tells him that since he's been gone for nine months, it looks like he couldn't bear it anymore, probably because of the way his dick has grown hard on her hand. Then, she leaves him wanting.

When Nick gets home in the morning, he couldn't contain his excitement and fucks his girlfriend aggressively on the kitchen top while fantasizing about Lola.

Several nights later, Lola gets hit by Teddy during their argument and she hangs out in the pool after. Nick comes to console her. She hugs him, telling him that she will make a cuckold of Teddy since he is mistreating her. Nick is objecting at first but finally can't control himself anymore and kisses her. They have sex standing up against a grill wall. After that, we see them inside his bedroom in a post-coital scene, where Nick tells Lola that she should come back to Teddy's bedroom already but she tells him not to worry because he sleeps like a pig.

There is a potential revenge cheating scene at the end when Teddy shows Nick's girlfriend indirect evidence of Nick cheating with Lola. But it doesn't lead to that because Teddy chooses to just hold her while she's resting on top of him, consoling him for his injuries, instead of "fucking her all night" as any other men would do in that situation.

Plot twist at the end may change the cheating angle.

No nudity in the cheating scenes, unfortunately, but there are a couple of scenes with one-boob nudity courtesy of an actress in a lesser role.