1

The PC is now cursed to be stalked by an invisible (to those that are not cursed), shapeshifting Yochlol until they can pass on the curse by sleeping with someone else. If the Yochlol catches the latest target of the curse it kills them and then stalks the next in line.

2

The NPC is secretly a devil and the PC is impregnated with a demon-spawn destined to bring about the apocalypse.

3

The NPC gifts the PC with a mysterious puzzlebox, which is very difficult to resist. If the PC ever opens it, Cenobite demons appear and drag the PC down to hell whilst spouting pretentious but compelling monologues about ‘dark pleasures’.

4

The encounter is interupted by a machete-weilding Flesh Golem in a mask who seems enraged by sex.

5

The NPC is actually a Succubus/Incubus and wants to feed on the PC.

6

The NPC is now fixated on the PC and will stalk them with obsessive jealousy and murderous insanity.

7

The NPC bites the PC during the encounter and the PC has now contracted Lycanthropy.

8

The NPC is the younger sibling/child/parent of one of the PC’s archenemies. That enemy is now infuriated with the PC.

9

The PC is impregnated with an alien parasite from the encounter.

10

The PC has contracted an incurable (non-deadly) sexual disease from the encounter.

11

The NPC is now pregnant with triplets. If the NPC shouldn’t be able to get pregnant from the encounter then a crazy wizard made it happen.

12

The NPC is now pregnant with twins. If the NPC shouldn’t be able to get pregnant from the encounter then a crazy wizard made it happen.

13

The NPC is now pregnant. If the NPC shouldn’t be able to get pregnant from the encounter then a crazy wizard made it happen.

14

The PC has contracted a serious (non-deadly) sexual disease from the encounter.

15

The NPC performed some strange rituals before the encounter and, afterwards, informs the PC that they are now married. The NPC will not willingly give up the marriage.

16

The PC falls asleep after the encounter and the NPC steals everything, including all of their clothes, then disappears before the PC awakens.

17

The PC falls asleep after the encounter and the NPC steals their most valuable posession then disappears before the PC awakens.

18

The encounter is interrupted by the one person the PC most wishes wouldn’t walk in on them. They take disadvantage on a roll going forward at the DM’s discretion.

19

The PC has contracted a minor but annoying sexual disease from the encounter.

20

The encounter is interrupted by the NPC’s serious, long-term, jealous partner.

21

The encounter is interrupted by the NPC’s parent walking in on them.

22

The encounter is interrupted by the PC having an enormous nose bleed.

23

The PC is mistaken for a prostitute by the NPC and offered an embarrassingly small amount of money. Take disadvantage on CHA/INT/WIS rolls for 1 day.

24

The encounter is interrupted by the NPC puking on the PC. Disadvantage on CHA/WIS rolls until they can clean up.

25

The NPC breaks off the encounter to have an existential crisis.

26

The NPC breaks off the encounter to cry about how much they’re still in love with their ex.

27

The encounter is interrupted by the NPC’s roomate walking in on them. The roomate just happens to be the NPC’s ex.

28

The encounter is interrupted by the NPC’s neighbour hammering on the door, yelling that the whole neighbourhood can hear them and to keep it down. Take disadvantage on any rolls in the immediate vicinity.

29

The PC is forced to abandon the encounter midway, having contracted food poisoning earlier in the day. Disadvantage on physical rolls for 1 day.

30

The encounter is over embarrassingly quickly. Disadvantage on CHA rolls for 1 day.

31

The encounter goes on way too long and just sort of peters out awkwardly. The PC suffers one level of exhaustion.

32

The PC sprains something and has to stop the encounter. They have disadvantage on STR/DEX rolls until their next long rest.

33

The encounter is interrupted by the NPC’s pet biting the PC somehwere uncomfortable.

34

The NPC makes an excuse halfway through and leaves but doesn’t come back.

35

The NPC rates the PC out of 10 afterwards and claims that their ex was consistently at a 10/10.

36

The NPC asks the PC what they think their children would look like afterwards and then starts describing their thoughts on the matter in detail.

37

The NPC calls the PC by another name and becomes extremely embarrassed if called on it.

38

The NPC high-fives the PC afterwards and then immediately asks them to leave.

39

The NPC’s 4 dogs watch intensely and whine from the side of the bed the whole time. The NPC doesn’t see any problem with this.

40

The PC must do a walk of shame past the NPC’s large and nosy family

41

The NPC leaves immediately afterwards and tells the PC to see themselves out.

42

The NPC is distant and cold afterwards and seems to regret the encounter. Waiting impatiently for them to leave.

43

The NPC falls asleep immediately afterwards and snores loudly. If the PC is still there when they wake, the NPC is surprised and confused.

44

The NPC makes loud awkward hints about the time afterwards to get the PC to leave.

45

The NPC is awkward and shy afterwards and doesn’t seem to know how to act or want the PC around any more.

46

The NPC is extremely chatty afterwards, wanting to know all about the PC. They seem to want to talk all night and will be offended if the PC does not

47

The NPC is clingy and cuddly afterwards, asking the PC to get in touch when they’re back in town. They will act needy and insecure when the PC leaves.

48

The NPC gets out some booze/drugs afterwards but doesn’t share. They proceed to ignore the PC.

49

The PC can’t find their shoes/boots after the encounter no matter how hard they or the NPC look.

50

The PC’s clothes show obvious and visible wear and tear from the encounter

51

The PC walks with a mysterious limp for the next two days.

52

The PC has large and visible love bites on their face and neck for the next 7 days.

53

The PC’s hair/scales/feathers etc are completely disordered by the encounter for the next day. Nothing will tame the carnage.

54

The PC cannot stop grinning for the next day and doesn’t take anything seriously.

55

The NPC asks to keep the PC’s shirt to remember them by afterwards. Becomes standoffish if refused.

56

The NPC gets out some booze/drugs afterwards and offers to share.

57

The NPC is flirty and breezy afterwards and casually says that the PC should look them up ‘some time’

58

The NPC is warm and friendly afterwards and fondly hugs the PC goodbye.

59

The NPC suavely offers to walk the PC back to their lodging afterwards and attempts to get contact details.

60

The NPC cooks food for the PC afterwards and offers them a place to crash for the night.

61

The encounter is fantastic but tiring and the PC suffers one level of exhaustion from it as well as gaining inspiration.

62

The PC is in such a good mood afterwards that strangers are drawn to them for a full day, even if they would have been suspicious before.

63

The NPC is very happy with the encounter and offers to let the PC crash at their place for the next couple of nights.

64

The PC has a moment of revelation during the encounter and remembers something they’ve forgotten.

65

The NPC gives the PC a token to remember them by. Roll on the trinket table for it.

66

Although the encounter isn’t everything they’d dreamed of, the PC realizes an emotional truth about themself.

67

The PC’s head feels clearer from the encounter for the next day. Gain advantage on one INT based roll in that time.

68

The PC’s system is re-invigorated by the encounter. Choose one negative effect to shrug off.

69

The PC’s skin looks fantastic for the next day. Gain advantage on one CHA based roll in that time.

70

While the encounter itself is forgettable, the PC is reminded of fond memories and gains new insight into what will make them truly happy.

71

The NPC gives the PC an expensive token to remember them by. Roll on the trinket table for it and add 100GP to its worth.

72

The PC feels like this encounter was almost spiritual in its deep connection. Gain advantage on one WIS based roll in the next day.

73

The PC feels super relaxed and happy after the encounter. They can give bardic inspiration with their happy song exactly once.

74

The PC has had a proper work-out and feels ready for anything. Gain advantage on one STR/DEX/CON based roll in the next day.

75

The encounter is super relaxing and the PC gains a long rest without having to take one.

76

That encounter really opened the PC’s eyes to the wonder of the world. Gain inspiration.

77

The PC leaves the encounter in a brilliant mood. Gain advantage on saving throws against fear for the next day.

78

The NPC thanks the PC for "helping them out" and offers to assist them with any mundane task they need doing.

79

The PC leaves the encounter a bit smitten. Gain advantage on saving throws against charm for the next day.

80

The encounter is fantastic. The PC gains a long rest without having to take one and inspiration as well!

81

The NPC suggests a "friends with benefits" arrangement, letting the PC crash at their place whenever they’re in town.

82

The PC is mistaken for an accomplished, high-end prostitute and offered a very respectable sum of money.

83

The NPC clearly has a bit of a crush on the PC and offers to help them out with a difficult task afterwards.

84

The NPC is part of a swingers community and impressed by the PC. They provide the PC with contact details of 2 other NPCs in their club at other locations. The PC will have advantage to seduce these contacts.

85

The NPC is incredibly impressed afterwards and the PC gains a reputation in that location as a famous lover. PC gains advantage on seduction with anyone that has heard the legend.

86

The encounter is so moving that the PC gets in touch with their goals and life choices. Choose one stat and gain advantage on any roll of that stat for the next day.

87

The NPC is actually related to an influential person and will get the PC an audience with them.

88

The NPC knows the location of something the PC is looking for and will openly discuss this with them during pillow talk.

89

The NPC is half-way in love with the PC after the encounter. They offer to join the party or assist in a dangerous task (with the help of their friends and family).

90

The PC is mistaken for a famous courtesan and offered a huge amount of money.

91

The NPC is secretly an agent of the PC’s enemy, but this encounter was enough to turn their loyalty and they will give a clue to the enemy‘s plans.

92

The NPC is secretly a powerful demon, who was considering destroying the world, but this encounter has turned them around on the issue. They grant the PC 1 daily charge of Hellish Rebuke and say they’ll see them soon, before disappearing with a wink into flames.

93

The NPC is an Ancient Copper Dragon in their humanoid form. This encounter was the most fun they’ve had in centuries. They gift the PC with an amulet that will summon the dragon once, before crumbling to dust.

94

The NPC is a powerful fae who is so pleased they grant the PC 1 Cantrip from the Warlock’s spell list without a pact bond and a stone of far speech to ‘call them’.

95

The NPC is secretly a fertility deity who was cursed to mortal form until they find the true meaning of love. This encounter has taught them that. The PC gains 1 daily charge of Shield of Faith (only on self).

96

The NPC is a famous writer who is so impressed they write several volumes of very successful erotic poetry about the PC. The PC becomes a folkloric figure synonymous with fantastic sex, gaining advantage on charisma-based rolls with anyone who knows the legend.

97

The encounter was incredibly strenuous and really tested the boundaries of the PC’s endurance but they feel fantastic! Take +1 CON.

98

The NPC is secretly a chaotic good Djinn who grants a one time charge of ‘Wish’ for the PC, for services rendered.

99

After the encounter, the PC has a dream where they are confronted by all of their past conquests. It’s uncomfortable and, at times, hilariously awkward but they grow as a person and learn some life lessons, almost as if they are trapped in a romantic tale that might be told to lonely people. They gain +1 WIS.

100

It was the best encounter the PC ever had. They even learned several new moves! They take +2 CHA.