In Agents of the Realm, Adle and Kendall both ship Jordan and Mackenzie, although the two's relationship seems to be going along well even without their imput.
Doctor Phage in Awful Hospital arranges lunch dates for his colleagues and waxes eloquent in their personnel files about their romantic possibilities, despite being an asexualMega Microbe himself.
Bastard: Manny tries to help Jin when he starts to develop a crush on Kyun.
Pretty much everyone in Bittersweet Candy Bowl tries to get Mike and Lucy together. While Lucy is all for it (though she hates the interference in her life, she does love Mike... probably), Mike has a long-distance girlfriend and rejects Lucy, leading to much angst. This is complicated by the fact that several cast members have crushes on Mike or Lucy, but still want them to get together... Yashy is especially egregious in this regard, particularly in the earlier strips. This is complete with her viciously insulting any other girl who displays an attraction to Mike — which happens to be most of them.
Both Hod and Loki from Brat-Halla ship Thor and Sif. Loki mostly does it to cause Thor anguish. For Hod, that seems to be a bonus.
Beau the angel is a smirky kind of shipper in Catena, prior to its reboot. Not only is he evidently in favor of a match between Bryony and the Grim Reaper, but he's rather smug during those moments that indicate it will eventually happen.
At separate times in City of Trees, both Amir and Emil express their support of Ophidian and Jasper, and encourage their friends to pursue the relationship.
Velvet of Deer Me has this view in regards to her roommates Thomas and Viana. This is naturally lampshaded during the "Dog Daze" story arc when Velvet notes that not all of her matchmaking efforts have panned out, gesturing towards the two of them.
A parody filler in between chapters of Drowtales has the new Holy Mother Anahid reveal her big plans
She also insists on pushing Jacob and Sarah together.
Meanwhile, Billie has been shipping Walky/Dorothy, if only to get the former out of her hair.
Sarah on the other hand, is pushing Joyce towards Jacob... but it's mostly out of mutual enmity with his girlfriend Raidah. Joyce, meanwhile, was shipping Jacob and Sarah. Eventually Jacob breaks up with Raidah, but not to date either of the others, since they have made that possibility extremely weird.
Dorothy later suggests Walky date Lucy...though if Billie's hunch is correct, it's less because she thinks they'd be good together and more to make Walky unavailable, and therefore Dorothy won't be tempted to get back together with him (as she feels she has no room for romance in her life if she wants to make it to Yale).
Susan's suggestion in this stripprobably qualifies.
While Sarah's various and relatively subtle attempts to influence Ellen and Nanase (putting them together for the pictures, seating them together for dinner, and maneuvering them into sitting side-by-side on the couch) definitely qualify.
The unnamed "Star Trek fangirl" ships Susan and Elliot to the point that she shows up at the video store to ask Susan about it, rather than renting a video. And just happens to be there for Sarah telling Susan about breaking up with Elliot. Cue Squeeing.
Susan declaring her support for the Ashley/Elliot ship here.
As of the Squirrel Prophet storyline, there's Sarah and Grace shipping Justin with Luke. Also serves to illustrate the different ideas of shipping they both have.
Amanda ships Eliot and Justin. Although as a character mostly used for out-of-continuity stuff like the Q&As, it's debatable how "on deck" she is.
While Grace is quite pleased with her relationship with Tedd, she's also more than happy to nudge them towards exploring their mutual feelings with Elliot, mostly because she just wants everyone to be happy and fulfilled.
While Fox and Collin in Friendly Hostility are a canon couple, Derringer certainly qualifies by referring to them as his "OTP", and he's not afraid to defend it.
At one point in General Protection Fault, Fooker is the only one whom both Nick and Ki have told that they're in love with the respective other. Since both don't do any moves towards each other, Fooker takes matters into his own hands when a sci-fi convention happens on the edge of town. First of all, he insists in driving both to the event in his car. A car with no passenger's seat and two gigantic speakers on the backseat, leaving only two seats so that Ki has to sit on Nick's lap. What happens later is heavily implied to all be Fooker's doing, too: First he leaves the con with some girls, taking his car with him. Then it's said that asylum inmates infected with a dangerous virus have escaped, and so the city is locked. Nick and Ki can't go home, and the only place where they can spend the night is a nearby motel. There they're told that there's only one room left, and that's a single room. However, chivalrous as Nick is, he sleeps on an armchair and leaves the bed to Ki.
Violetta: Well, the crowd's for it. Moloch: The crowd is always for that!
Zeetha apparently ships Agatha/Gil. Before that, encouraged Lars and Agathauntil he died. Her homeland worships a fertility goddess whose holy days are "a lot of fun (cha cha cha)". Why would you be surprised?
The Jäger generals ship Agatha/Gil. They even had a fight because one of them was really unsubtle about it back in chapter 2. They were probably the first to realize that marrying the Heterodyne and the baron's heir was the best way to avoid a war. And later when Tarvek finally spat it out, the entire city of Mechanicsburg, Jaeger generals included, has a betting pool on whether he or Gil gets with Agatha. The supposed "dark horse" bet is a threesome, though apparently that's such a popular choice Vanamonde says the odds are only five-to-one against it, indicating that there are more than a few shippers out for a One True Threesome.
In turn, Tarvek apparently ships Higgs/Zeetha. Higgs's reply on this is ambiguous. Even the Castle tries to push them together, if only to wind up an old friend.
Kat and Jones from Gunnerkrigg Court are both solidly on Team Parley and Smitty. Jones casually hands Smitty a flower and nudges him towards Parley, which triggers Parley's latent etheric powers. Immediately after the pair's Relationship Upgrade, Kat is happy to haul Antimony away so the two can make out in peace.
Kat also pushes Antimony into talking with Jack, though they almost immediately decide just to be friends.
In Here U Are, Wang Wang is one towards Yu Yang and Li Huan. Also deconstructed, her attempts to get them indirectly causing a few problems on their relationship.
Nepeta Leijon has a wall cataloging all possible ships of every single person she knows, including herself. This is made easier by Troll Romance (which sure is weird) having multiple types of relationships, including one that's more or less institutionalized Foe Yay Shipping, allowing multiple non-contradictory pairings for the same individual.
Also, Hearts Boxcars. Yes, the Midnight Crew's huge brute: his only direct communication is to tell a reluctant Tavros to kiss that girl this instant.
bro. SLOPPY M4K3OUTS. NOW. on the roof. H3H3H3 >:o]
Meulin goes beyond even Nepeta's levels of shipping obsession, even going as far as playing The Matchmaker with her friends. After all, she's a Flanderized version of Nepeta in general.
Terezi forces John and Roxy to hug each other when she sees their blatant Shiptease.
In Housepets!, King falls in love with Fox's cousin, Bailey. She seems to reciprocate right away, and Fox approvingly observes the situation as it unfolds, happy to see the two together and dropping hints to King that he's in love... which King strongly denies to himself since he was only turned into a dog not long ago by a petty demigod as a gambit in a divine roleplaying game and he, of course, thinks it's icky to be in love with a dog... an attitude which changes when he reckons he should make the best of his situation since he probably won't become human again anytime soon.
I Want to Be a Cute Anime Girl: Chelsie pulls double duty, being very interested in hearing about Delilah after Cheryl befriends her, and remarking gleefully that Cheryl's first proper meeting with Zack is like something out of a romcom.
Eros is very encouraging of Persephone's budding feelings for Hades.
Zeus and Poseidon are happy to encourage Hades in pursuing his interest in Persephone. Their "help" is rarely all that helpful, but Zeus does point out to a disapproving Hera how rare it is for Hades to take such an interest in someone. This prompts Hera to reconsider her objections and meddle a little on Hades' behalf herself by assigning Persephone to an Underworld internship.
The Little Trashmaid: Tidy tries to act as a wingmaid for Ricky and Spencer, much to the former's embarrassment.
Mage & Demon Queen: Queen Velverosa's lieutenant Melathia is especially enthusiastic about getting her and Malori together, to the point of writing fanfic about them.
Erika and Largo seem to ship Piro and Kimiko. Yuki's friends ship her with Piro at first, until they encourage her relationship with Kobayashi.
Yuki's mother obviously ships Erika/Largo. Not that it needed help anyway.
And Yuki herself is probably the biggest Piro/Miho fangirl in the series.
Gabby successfully shipped Tipper and Chiachi together in Namir Deiter.
Falco, on the other hand, was not so lucky — her attempts to ship Tipper and Gabby just pushed the two of them apart for a while, even before outing Gabby.
A bonus strip in one of The Order of the Stick books makes Elan into this. He not-too-subtly attempts to get Hinjo and Lien to hook up, out of the belief that they need to "repopulate the paladin race". They are not amused.
In Our Little Adventure, the Big Bad Duumvirate Brian and Angelo Souballo decide that Warren and Jordie, whom their lackeys had kidnapped, would make a cute couple, and send them off with a sack of gold for a date in a rare Pet the Dog moment. Unusually for this trope, their actions do encourage the pair to start dating.
Later on, Tai and Claire bond over shipping Faye/Bubbles. They are very much on the same page. Faye's sister Amanda and her girlfriend Evie were fully aboard this ship too, even earlier, though sadly they never got to join Tai and Claire for a circle of squeeing.
Though relatively passive about it, everyone in Red String ships Reika and Eiji. Multiple characters comment "haven't those two gotten together yet?"
Zoey initially confuses a male classmate's attitude as him being a Stalker with a Crush, when in reality he's actually shipping her with another girl.
Sister America and Sister Japan of Scandinavia and the World are both Yaoi Fangirls. Sister America's ship of choice is Denmark/Norway (with Sweden occasionally thrown into the mix) and Sister Japan's ship is Netherlands/Belgium. Although Sister Japan isn't above fantasizing about Denmark/Netherlands/(modern day) Germany; particularly since Denmark and Netherlands encourage it. Sister America does not approve.
In Shortpacked!, Robin's fixation with Ethan and Thad, even after they'd both told her they weren't gonna do it... To the point where she tried to pass a bill through Congress to make them "do it".
The Shufflers: Saphy Dutchkiss in “The Tea Girl”, who ships Märchen and Hiddenite within minutes of meeting them both together. It’s later established that she loves writing romantic fanfictions of people she meets and thinks would make a good couple.
Siren's Lament: Tua is "Team Ian" when it comes to whom Lyra should end up with, while Pele supports Shon/Lyra.
In Sleepless Domain, Bud's first reaction to seeing Undine and Heartful Punch eating lunch together is to call it a "sorrow date" and start thinking up team names (she's torn between Heartful Wave and Water Punch). When she finds out they got together, she grins and fires a ton of lasers in celebration.
PeeJee ships Davan with Vanessa in Something*Positive. Having coerced Davan into following up on Vanessa's interest in him when he never would have bothered, she likes Vanessa and she's not going to let anyone mess up her Platonic Life Partner's happiness, especially not Davan himself. Davan and Vanessa eventually get married, much to her satisfaction.
Spinnerette: In what is perhaps the weirdest example of this trope, Spinnerette's bottom left hand (she has three pairs of arms) ships her and Mecha Maid.
In Squid Row, Max aggressively shipped Randie and Ryan for a short time after Ryan returned from London.
She is clearly disappointed when he acknowledges that he shouldn't be trying to seduce Ray (despite her having played The Conscience to him there), and encourages their kissing lessons so she can watch.
Eventually, she switches to dreaming about Dillon’s never-viable interest in Gary, as supporting his actual relationship with Jerzy has moral problems in her eyes.
Also, fellow Yaoi Fan Girl Ramona has a similar view of these matters.
Pretty much the defining character trait of Miley Smiley in Sparklecare. Why is she this and only this? Because she dies on the same page she's introduced.
Bryce in We Are The Wyrecats is quick to nip the Cannot Spit It Out situation between Lamar and K.A. in the bud. His interference makes things that much more awkward, naturally.
White Heron: Kumiho quickly notices that Park Seong and Kim Jeong are crushing on each other and goes out of her way to pair them off by suggesting Seong take Jeong on a tour of Seoul, calling herself "Cupid with a .50 caliber arrow". When Captain Park finds out, he's less than amused and acts like an overprotective dad whose teenaged daughter has snuck out on a date.
(see last panel).
