THINGS TO KNOW
This is just a little note section of basic info on Ivan that I didn't have enough material on to expand into individual essays. It's just here to answer a few basic questions people unfamiliar with his canon might have about him.
Canon sources include both the webcomic and the Oglaf twitter feed, which has revealed some information through reader's questions to the author about the Apprentice.
NAME
Ivan. Last name currently unknown. It’s not entirely clear where he comes from, either, though the author did indirectly refer to him as a “gullible gypsy.”
AGE
He seems to be somewhere in his early, maybe even mid twenties. He’s clearly finished with puberty, and he just looks too old to be a teenager, especially when compared to the Mistress’s other apprentices. But he still has moments of youth and stupidity, especially about sex.
WHAT HE'S APPRENTICING FOR
Magic. Or, rather, what he’s signed up for is to learn magic, and what he thinks he’s eventually going to get to learn is magic, so he can be a kick-ass sorcerer. He does seem to be learning some, or at least reading books on it and doing something magical, but he’s presumably forbidden from trying to teach himself anything (or it would be a bad idea to try). Really he just appears to be there for the Mistress to play with. But he’s holding out for the magic.
SEXUALITY
Ivan probably thinks of himself as straight. Or at least, he’d really like to be sleeping with women. But the Mistress has no problem pushing him into sexual encounters with other men, if only for the entertainment value. Judging from the stricken, conflicted expression on his face when she tells him to kiss another man in order to be granted the pinecone, Ivan is probably not a big fan of sex with the menfolk- he’d really rather not, thanks all the same. Of course, it doesn’t really matter what Ivan wants. Therefore, he’s probably pansexual by dint of his situation, and only a virgin when it comes to women in canon, it's not by choice, and when given free reign to choose he’ll probably always pick the boobies. Always.
THOUGHTS ON RELATIONSHIPS AND SEX
Ivan wants sex. That part is really, really obvious. He’s starving for it. He can’t resist the urge to grab a luscious, large pair of breasts even when it’s so obviously a trap. And that shelf of cumsprites in his room? Yeah, he needs it badly. But I think right now that what he wants is sex, just sex, and not so much any particular romantic entanglement. For one thing, he’s harboring a rather strange boy-crush on Mistress (or, at least, thinks she has a thing for him, which I’m sure he would love to reciprocate). For another, basically everything he has is going into surviving his apprenticeship and learning magic; I don’t think he has the emotional capacity at the moment to sustain a long-term, romantic relationship on top of that, particularly in his situation. It’s just dangerous, and it increases the chances of getting caught and it’s unnecessary risk taking on top of what he’s already doing. Besides, it’s really hard to compete with a woman like the Mistress, and he’s basically her puppy.
When it comes to whom he’ll sleep with, Ivan is probably not very picky. If you’re reasonably attractive, female, and preferably not someone who is going to magic or rip his dick off, he’ll sleep with you. Kinky stuff? Might have to coax him a little, but living under the Mistress’s influence has broadened his horizons considerably, and he’s probably very, very curious about some of this stuff and eager to find out if it’s really as enjoyable as it looks. And given that he seems to show some attraction towards the Mistress, he may have a thing for being dominated. It’s not quite a masochistic streak, because he’s never seemed thrilled when he’s in danger of being hurt or she’s pushing him into something potentially humiliating (like getting tricked into sucking cock over a pinecone). It’s more that it’s just damn exciting to imagine this beautiful, powerful, dangerous woman pinning him to the bed and having her way with him. Like any guy, I’m sure he’d love to be seen as just that irresistible, to the point where even his powerful Mistress, who owns his life, wants to get in his pants.
THE CUMSPRITES
Ah, the cumsprites. Every time he jacks off? There's a cumsprite, immediately going to run and tell the Mistress that he's wanked. Because he's not supposed to! Basically, the Mistress enchanted his semen to come alive and tell her when he's been masturbating, because she forbade him from that once he was assigned the chore of bathing the succubi in truffle oil twice a day, to prevent him from wanking himself into a coma. He still does it, though.
There's no canon information on whether or not a cumsprite is produced during penetrative intercourse, since he's forbidden from touching or being with women anyway. Until this is cleared up I'm assuming that this would also produce a cumsprite, though, since it's such a good incentive for him NOT to have sex with a woman and a good way to dissuade women from having sex with him or pushing the issue.
Canon sources include both the webcomic and the Oglaf twitter feed, which has revealed some information through reader's questions to the author about the Apprentice.
NAME
Ivan. Last name currently unknown. It’s not entirely clear where he comes from, either, though the author did indirectly refer to him as a “gullible gypsy.”
AGE
He seems to be somewhere in his early, maybe even mid twenties. He’s clearly finished with puberty, and he just looks too old to be a teenager, especially when compared to the Mistress’s other apprentices. But he still has moments of youth and stupidity, especially about sex.
WHAT HE'S APPRENTICING FOR
Magic. Or, rather, what he’s signed up for is to learn magic, and what he thinks he’s eventually going to get to learn is magic, so he can be a kick-ass sorcerer. He does seem to be learning some, or at least reading books on it and doing something magical, but he’s presumably forbidden from trying to teach himself anything (or it would be a bad idea to try). Really he just appears to be there for the Mistress to play with. But he’s holding out for the magic.
SEXUALITY
Ivan probably thinks of himself as straight. Or at least, he’d really like to be sleeping with women. But the Mistress has no problem pushing him into sexual encounters with other men, if only for the entertainment value. Judging from the stricken, conflicted expression on his face when she tells him to kiss another man in order to be granted the pinecone, Ivan is probably not a big fan of sex with the menfolk- he’d really rather not, thanks all the same. Of course, it doesn’t really matter what Ivan wants. Therefore, he’s probably pansexual by dint of his situation, and only a virgin when it comes to women in canon, it's not by choice, and when given free reign to choose he’ll probably always pick the boobies. Always.
THOUGHTS ON RELATIONSHIPS AND SEX
Ivan wants sex. That part is really, really obvious. He’s starving for it. He can’t resist the urge to grab a luscious, large pair of breasts even when it’s so obviously a trap. And that shelf of cumsprites in his room? Yeah, he needs it badly. But I think right now that what he wants is sex, just sex, and not so much any particular romantic entanglement. For one thing, he’s harboring a rather strange boy-crush on Mistress (or, at least, thinks she has a thing for him, which I’m sure he would love to reciprocate). For another, basically everything he has is going into surviving his apprenticeship and learning magic; I don’t think he has the emotional capacity at the moment to sustain a long-term, romantic relationship on top of that, particularly in his situation. It’s just dangerous, and it increases the chances of getting caught and it’s unnecessary risk taking on top of what he’s already doing. Besides, it’s really hard to compete with a woman like the Mistress, and he’s basically her puppy.
When it comes to whom he’ll sleep with, Ivan is probably not very picky. If you’re reasonably attractive, female, and preferably not someone who is going to magic or rip his dick off, he’ll sleep with you. Kinky stuff? Might have to coax him a little, but living under the Mistress’s influence has broadened his horizons considerably, and he’s probably very, very curious about some of this stuff and eager to find out if it’s really as enjoyable as it looks. And given that he seems to show some attraction towards the Mistress, he may have a thing for being dominated. It’s not quite a masochistic streak, because he’s never seemed thrilled when he’s in danger of being hurt or she’s pushing him into something potentially humiliating (like getting tricked into sucking cock over a pinecone). It’s more that it’s just damn exciting to imagine this beautiful, powerful, dangerous woman pinning him to the bed and having her way with him. Like any guy, I’m sure he’d love to be seen as just that irresistible, to the point where even his powerful Mistress, who owns his life, wants to get in his pants.
THE CUMSPRITES
Ah, the cumsprites. Every time he jacks off? There's a cumsprite, immediately going to run and tell the Mistress that he's wanked. Because he's not supposed to! Basically, the Mistress enchanted his semen to come alive and tell her when he's been masturbating, because she forbade him from that once he was assigned the chore of bathing the succubi in truffle oil twice a day, to prevent him from wanking himself into a coma. He still does it, though.
There's no canon information on whether or not a cumsprite is produced during penetrative intercourse, since he's forbidden from touching or being with women anyway. Until this is cleared up I'm assuming that this would also produce a cumsprite, though, since it's such a good incentive for him NOT to have sex with a woman and a good way to dissuade women from having sex with him or pushing the issue.