- Absurdly High-Stakes Game: Angel wages his soul and Gunn's against Jenoff in a card game.
- A-Cup Angst: Gunn plays on Fred's potential for this trope when he breaks up with her.Fred: Wait, is there someone else? What—what's her name?Gunn: Her name is "I'm a real woman, not a stick figure." Get the picture?
- Lorne notes that Wesley is too smart to walk into Angel Investigations. Just then the door opens and everyone looks up in surprise...to see Groo and Cordelia back from holiday.
- Fred points out that if Angel loses his soul playing the card game he'll turn into Angelus and kill them all. Angel hands Cordy a wooden stake and says she knows what to do if he loses. When Angel does lose, Cordy immediately rams the stake through Jenoff's palm, holding him in place so Angel can lop off his head.
- Bait-and-Switch Comment: Fred is the only member of the gang to visit Wes in the hospital and offer sympathy, only to give him a What the Hell, Hero? speech and tell Wes he's not to come back. She concludes by dropping the bombshell that the prophecy was false and that his actions were all for nothing.
- Big Damn Heroes: Team Angel turn up just in time to save Gunn from soul-sucking.
- Big Eater: Fred eats so much that even she is full.
- Blood Oath: A spike that comes out of a ring Jenoff is wearing draws blood while he's shaking Gunn's hand, which is then placed on the soul contract.
- Break His Heart to Save Him / Out-of-Character Alert: Gunn tries to push Fred away with some very mean words in order to spare her the pain of his leaving/death (not clear). Although visibly upset at first, she sees right through this ploy and tells the others he must be in some VERY BAD trouble because Gunn would never really say those things unless he was TRYING to push her away to protect her.
- Captain Obvious: The Fang Gang try their Big Damn Heroes thing, only to find they're vastly outnumbered in a casino full of demons.Cordy: Angel...Angel: I know.Groo: We are surrounded.Angel: I know.Fred: We have to save Charles!Angel: I know!
- Character Development: The Blood Knight Death Seeker who'd sell his soul for a truck because he thinks he's got no future, has now become a man with True Companions and a Love Interest to lose.
- Comically Missing the Point: Groo as a Running Gag.
- Corner of Woe: Angel sits in his burnt-out room, staring at Connor's crib.
- Cutting the Knot = Murder Is the Best Solution: Averted; Gunn says if it was that easy, he would have killed Jenoff himself.
- Deal with the Devil: Gunn sold his soul to Jenoff for a truck.
- Department of Redundancy DepartmentCordy: Fred, I hate to say this, but... are you sure he didn't? I mean, those things you said he said to you...
Fred: I know I said he said those things to me, but he would never say those things to me!
Cordy: Those things he said?
- Despair Event Horizon: Gunn made his Deal with the Devil with Jenoff because he believed he had no future.
- Do with Him as You Will: After the Mundane Solution subversion below, Angel quickly asks if there's anyone else who owes Jenoff... and then slips away with the rest of his crew as the entire casino goes after Jenoff en masse.
- Evil Brit / Evil Debt Collector / Lennon Specs: The demon Repo Man.
- Expository Hairstyle Change: Saint Cordy returns from her holiday as a blonde with a bob.
- Eye Scream: Jenoff sucks out a soul by jamming his fingers in the debtors' eyes.
- Face Death with Dignity: Jenoff notes that Gunn is one of the few people who've come back to pay their debt of their own free will, rather than being dragged in by his mooks.
- Flashback: To 17 year-old Gangleader!Gunn's deal with Jenoff.
- Hawaiian-Shirted Tourist: Groo returning from his holiday with Cordy.
- Iconic Item: Wesley's china tea set is packed up in a box and delivered to him by Fred. Cordy realises Angel is starting to move on when he begins dismantling Connor's crib.
- If I Can't Have You...: Jenoff is calling in his debt now because Gunn is falling in love with Fred, thereby losing his soul to her.
- Impaled Palm / Off with His Head!: Jenoff. It doesn't kill him.
- Innocent Innuendo:Fred: Don't forget your machete!Gunn: Yes dear.Groo: He is very fortunate to have such a woman looking after his weapon.(Fred tries not to giggle)Lorne: Not touching that one.
- Last Day to Live: Having been told he's got to hand over his soul tomorrow, Gunn takes Fred out for a day of fun, frolic and food. Unfortunately Fred eventually realises what Gunn is up to, so he ends up feigning a relationship breakup.
- Like an Old Married Couple / Finishing Each Others Insults: Demon couple Monica and Syd.
- Loan Shark: Jenoff, a demonic casino owner who comes to collect Gunn's soul because he's in danger of losing it to Fred.
- Mundane Solution: Subverted — Angel cuts off Jenoff's head, only for Gunn to say that if it was that easy he'd have killed Jenoff himself. Cue Oh, Crap! moment as Jenoff starts growing a new head.
- Mundane Wish / Cargo Ship: The beauty Gunn sold his soul for turns out to be the pickup truck he uses to fight vamps.Fred: Not this truck?Gunn: Don't be dissin' my girl.Fred: Oh, Charles - your soul wasn't worth air conditioning?
- My Card: The 'small rectangles' the Repo Man leaves with Groo.
- Never Heard That One BeforeRepo Man: We all pay our debts to Mr. Jenoff.
Gunn: There must be something else. Something else he can take.
Repo Man: Gee, I never heard that before — except every damn time the bill comes due.
- Oblivious to Love: Angel tries to sum up Fred's distraught ramblings.Angel: Let me get this straight...you and Gunn are dating?
- The Confidant: Cordelia sits in Angel's burnt-out apartment with a good book so she can provide comfort and a sympathetic ear when he needs it.
- Red Eyes, Take Warning: Jenoff
- Rule of Symbolism: Wesley returning to his empty apartment.
- Rule of Threes: Happens literally when Angel turns up the Three of Hearts (to Jenoff's Nine of Clubs).Angel: A three?Gunn: A three?Jenoff: A three!
- Running Gag: From Buffy the Vampire Slayer — Leprechauns don't exist.
- Short-Distance Phone Call: Another one between Fred and Gunn as he turns up with breakfast waffles in bed for Fred.
- Spaghetti Kiss: The pancake kiss.
- Suspiciously Apropos Music: "Gangsta's Paradise" by Coolio plays during the flashback to Gunn's gang days.
- True Companions: The knowledge that Gunn is in danger pulls Angel out of his funk, as he doesn't want to lose another member of his 'family'.
- Twisted Echo CutLorne: Groo, you might want to avoid saying the name—Cut to Monica: Wesley, right. [snip] That's who we talked to. Is he here?
"You got a name or just a 'tude?" (Cut to Repo Man introducing Gunn to Jenoff) "Name's Gunn."
- Repo Man's first meeting with Gangleader!Gunn.
- Walk-In Chime-In / Tempting Fate: Gunn surprisingly avoids being Covered in Gunge while killing a Skench demon.Gunn: Must be my lucky day.Repo Man: (from the door) Wanna bet?
- What the Hell, Hero?: Fred tells Wesley that he should have told his friends about the prophecy, stating that even if Angel was wrong to try to kill him, it's nonetheless Wesley's fault that Connor is gone.Fred: Gunn and I found your notes about the baby. The prophecy. You took him away cause you thought Angel was gonna kill him. You were trying to protect them. Both of them. I just wanted you to know I understand that. And I also wanted to say I thought what Angel tried to do to you was wrong, and I'm sorry. But he was right to blame you, Wesley. You should've come to us. You should've trusted us instead of going to Holtz behind our back. You were supposed to be our friend, and you didn't even... If Angel sees you again, he'll kill you, Wesley. This time for real. Don't come back to the hotel. Ever. The prophecy was false. Angel was never gonna hurt Connor. It was all for nothing.
- Who Wants to Live Forever?Angel: You live as long as I do, eventually you lose everyone. It's what happens. I'm not sayin' you get used to it but you expect it, you deal. But [Connor] was just... (beat)...he was just a little... You think you know something about living, cause you have this really long past. And that's really all you have, in my case anyway. Then one day you wake up and you have something else...Cordy: A future.
- You Know What to Do: Used for a Bait-and-Switch.
- You Look Familiar: One of the diners at the cafe is played by Ben Affleck, who previously had a cameo in the 1992 Buffy the Vampire Slayer film.
- Your Soul Is Mine
- Zerg Rush: Jenoff starts growing another head out of his body and it sounds pissed. Angel looks around at the casino patrons and says, "How many of you owe this guy money?" Team Angel rush out as everyone starts pounding on Jenoff.
Recap / Angel S 03 E 18 Double Or Nothing
Seven years ago Gunn sold his soul to the owner of a demon casino. Now he wants to collect.