What cover identity will Toby get?

A fresh(man) start

Chapter 11 by broom11

Kate pulled a tablet from the satchel at her side as she spoke and held it out so Toby could see, what you know is a profile page on the campus-website. “You are Elizabeth Paige now. ”

You didn’t really think Toby looked like a Elizabeth, but the surname was a very nice touch. If you recall correctly it used to refer to a type of servants. Children of nobility acting as servants while they were still knights-in-learning, to be more precise. Of course there were a few details that didn’t fit, but still, kudos to your sister for coming up with that one.

“Actually….” Kat taps on the tablet for a bit before holding it out to Toby again “You are Elizabeth Briony Paige now. Double names sound even more royal. Which is very fitting because her family is certainly rich enough to live like kings and she was their precious little princess. And she would still be if she hadn’t been a … well a teenager about taking over as their heir. They barely tolerated her weird little hobbies, the comics, the costumes, the video-games as long as she kept them out of the public eye and did well enough in school. But when she turned eighteen and decided she didn’t want to follow their five year plan for her choice of university and major? That was the last straw.

They took back the keys to the kingdom so to speak, handed them to Elizabeths younger sibling and forced her to legally change her surname. Because if she didn’t want the responsibility that name carried she wouldn’t get to benefit from it.

Of course they wouldn’t want to see a family-member , even a disinherited one, to live in squalor so Elizabeth has a nice and very cushy trust fund to fall back on for now. But rest assured there will be no more pity from her family if she squanders it.

You might have noticed by now that it says Freshman beside her picture. That’s right you are eighteen again. I thought it would be fun if Elizabeth and my brother were in the same year. And to see how you fare on your second try at university. Because Elizabeth hasn’t learned anything they teach here yet.”

She put a finger to Tobys forehead, and you could see him shudder slightly as his eyes lost focus for a moment.

“You can feel it can’t you? All the academic knowledge of the past three years fading away? Don’t worry you have three years to get it all back. But you won’t have an unfair headstart on your fellow students. ”

“Of course…. ” Kate added with a smirk “ ..it won’t come as easy this time. You probably ignored all the times you could have gone for brains of brawn or money because you figured you already had plenty. But you will find that as Elizabeth just isn’t the brainiac you used to be. ”

Even through the compulsion keeping him calm you could see Tobys eyes widen in worry, what would probably be outright panic otherwise.

“Don’t worry sweetie.” Kate patted his cheek with a snigger “Elizabeth is still plenty smart enough to get through university, she just has to actually study for tests. And getting straight As will take a lot of dedication.

See it as payback for taking your friends side every time I complained about the way they acted. Like nobody batting an eye when the guys in the gaming-group cite a rule, but as soon as I did the books come out. And all the other times you told me that ‘Well sometimes you are a bit of a smartass’. And maybe that will also help you see why I didn’t appreciate you trying to turn every studysession into a make-out session after an hour or two, just because you knew all that stuff already. That ‘I have to study’ wasn’t just an excuse not to have sex, it was me actually caring about my career.

And speaking of sex: I know what you told your friends about me. What you told other girls. Because people gossip.

And what really hurt me, isn’t that people think I am a prude. I can deal with that.

What hurt. What REALLY hurt, was that I told you all the reasons but you obviously didn’t give a fuck.”

Hot dang, she really must be pissed about that! You hadn’t hear Kate say ‘fuck’ in ages.

“So while I have you here let me spell it out one last time:

You might have noticed I am tighter than the other girls, and you definitely noticed you are a lot bigger than other guys. I DO have a healthy sex-drive so believe when I say by the time foreplay was over I want to get that thing inside me just as much as you did. And every fucking time you’d take it nice and slow for a bit, before getting impatient and … well surprise! “ she says sarcastically ” Almost painful stretching sensations are apparently a huge turnoff for me.

So I tried to find other ways to make this work in bed. And yes contrary to what you seem to believe I am totally ok with Fellatio, I just don’t get off on it. Same for handjobs. And…. frankly I was ok with most of your kinks. The ones you told me about anyway. “ Kate lets out a frustrated sigh

” But every time you had to push it a bit too far. And I admit that I carry part of the blame there. Maybe I should have made it a lot clearer that the reason blowjobs got sparser was because I hate it when you tried to ‘encourage ’ me with a hand at the back of my neck instead of letting me set the fucking pace. Pun intended.

Now something I can’t fault you for is the fact that you definitely had a lot more orgasms than I had. I know how much work it takes to get me off. What I am cross about is that instead of listening to me when I tried to explain that, you listened to your wounded pride.

Because, looking back I can see what probably went on in your head.

Your favorite pornos make it look like the woman has to be an incoherent mess at some point if sex is done right. So I bet the only part you heard when I broached the subject was how you couldn’t satisfy me.

And instead of listening to me when I told you about my preferences, you dismissed them and got it into your head that you just weren’t enough of a stud yet. That if you could be like some guy straight from a hentai you could break through my hangups and finally show me a good time and salvage your honor as a lover. Because you certainly got more controlling towards the end.

Because that is the only charitable explanation I can think of why someone as smart as you, thought the formula for a better lovelife was:

A) Be dismissive when your girlfriend shares some of her kinks

B) Do more of the bullshit she clearly doesn’t enjoy

C) Repeat step B) until she realizes she actually loves it.

I mean you were always a bit of a selfish lover, but it wasn’t THAT bad in the beginning.

That said, I am not arrogant enough to say I did everything right. I am sure if we sat down right now and had a long talk you could point out a fair share of mistakes I made. But I am already getting pissed just thinking about it, so we will skip that part.

Because there was a moment where I honestly thought about making sure you are always tight enough, that everything you shove up between your legs feels just a bit too big to be comfortable for you. And I am not sure I would still think it was needlessly meanspirited if you said the wrong thing. “

Could she do that? You go back over the conversation outlining what kind of final touches your sister would be allowed to make, and … yes she probably could. There is just one problem…. but her next words alleviate your concern. “ And I am pretty sure my brother wouldn’t enjoy you wincing in discomfort, either.

Luckily I came up with a more appropriate way to get payback for the way you acted in the bedroom. You see Elizabeth is pretty sensitive, but the harder she tries to be in control the harder it is for her to reach a satisfying climax. And it is very hard not to be in control when you masturbate, so she has only ever reached a sort of plateau at the edge of orgasm that never fully satisfies her, but at least takes some of the edge off. She hasn’t had a boyfriend, so the poor thing doesn’t even realize she never had a proper orgasm yet. Or that she is definitely multi-orgasmic if someone she loves helps her past the last hurdle.

And you will be glad to hear she already got her cherry popped. Between all that sport she does and the masturbation it was kind of inevitable that would happen by accident.

Oh and speaking of her being a bit of a tomboy: Remember how you reacted when I decided to get a pixie-cut? Well Elizabeth won’t get around to getting a haircut before the end of the year. Because your hair may be really low maintenance but at that length…” Kate let one of Tobys long golden tresses glide through her fingers “…. I bet that will still be a lot more maintenance than you are used to. It is definitely a lot longer than mine was before I decided it was too much of a hassle.

And speaking of hassles, I should probably get started on all the stuff that isn’t related to settling grudges.

So first things first to make sure you stick to your cover: Each time you try to refer to yourself as male Elizabeth will instinctively use a female equivalent instead. In that context, the female equivalents to your old name are : Elizabeth Paige, Lizzie, Liz, Lisa, Elly, Briony or Miss Paige.

If she has to give her age Elizabeth will always refer to herself as eighteen. Or nineteen once her birthday comes around in two months. And as twenty the years after that, and so on. ”

You are only half listening to the biography that follows. What you had been planning was to let Kate make a few tweaks to your henchwomans body and get to decide how humiliating her new apartment and public backstory would be. Instead your sister had You especially weren’t sure how you felt about Kate making Toby dumber. Buuuuuut it would certainly make it harder for your henchwoman to find any clever loopholes. And Kate didn’t make him an airhead or anything. And you did promise her she could have this. It also fit well with the Oni-theme.

So yeah. Toby would stay like that for a while, you decide.

And once Kate was done here, all that was left to do was to have Toby , no Elizabeth sleep on that bench until you came to wake her sometime after taking a short nap in your bed yourself. And then ….. well you defintiely wouldn’t be a virgin much longer. You wonder how it would go….

….

Kate sitting down beside Toby and whispering in his ear, pulls you from your speculations a few minutes later.

When you take a step closer Kate raises her hand with a grin “Sorry but this is between us girls.” She waggles an eyebrow “So just humor me. Please?”

“Sure.” You sigh and step back again. Whatever inspiration your sister had, that made her go all mysterious and smiley like that usually turned out to be pretty entertaining. So you have learned to give her a bit of space when she asked for it. This definitely looked like it was going to be another one of Kates pranks. Well ‘pranks’ wasn’t really the right word. Mysteries? Surprises?

So you stand and wait, until Kate gets off the bench looking very smug indeed. “All done.” She declares, walking over to you “ You will find that Elizabeth is a much better lay than Toby ever was. ” she rolls her eyes at your worried look “Don’t fret. It is still very much Toby in there, I just…. Added a few new facets to discover about Elizabeths sexuality for both of you. Here’s a hint, she really likes it if you kiss the tips of her ears. ”

She chuckles and then starts to walk towards the exit of this little hiding spot “And that’s all you will be getting from me. Find the rest yourself. That’s half the fun of adult cuddling time. ”

And then she’s gone.

And, you think with a yawn, you should head off too.

Once you made sure Toby will be sleeping right where you left him, you follow Kate.

When you finally slip under the covers your mind is still going a mile a minute, and you wonder if you will get any sleep tonight.

A few minutes later you are already snoring.

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