Go with him

You choose to submit. "Fine," You say, staring at your feet. Discreetly keeping to the shadows, so as to not be seen by people peering out their windows, Caspian guides you to a tenement one block over. You enter through the back door and go downstairs to the basement whereupon he produces a key and opens one of the rooms, directing you inside.

The room is clean, contains a bed, desk, chair and empty wardrobe. It is obviously not lived in and everything is barren except for a single blanket thrown on the bed.

"Sit on the bed." Caspian order you. You obey. He remains standing and appears frustrated or agitated. After a little wait he asks "Why did you pick him first?"

"He was nice...and he looks nice." Again you stare at your feet while you answer.

"Why not me? I'm bigger!" Caspian is noticeably bigger than Goroff. (You hope his member doesn't correspond, considering how sore you already are) But he's also ugly and mean.

"I don't know," You say glumly. "You were too mean."

He scoffs. "I'm the biggest I deserved to be first. It doesn't matter though, I'm still going to take your virginity. Strip and lay on your stomach."

You're more confused than alarmed by this command. How is he going to take your virginity after you already lost it?

"Do it or I drag you to church and tell to check your hymen!" Caspian barks. You quickly take your dress off, but before you can get your underwear off he grabs you and throws you on the bed face first.

"Hey!" You exclaim, startled. He climbs on top of you, using his legs to hold down yours, and then he pulls down your underwear, exposing your butt. Then he spits on your tight, puckered hole. "Hey, what are you doing back there?" He ignores you again. You can't see what he's doing back there, but you are perplexed by the strange feeling of his saliva on your other hole. Suddenly he slides one of his own wet fingers in there, hurting you a bit. "Ow, that's the wrong hole Caspian."

"Shut up." He says. "I told you I was taking your virginity. This is your only virgin hole left. You brought this on yourself." And with this he starts to push his thick, hard member against your tightness. It hurts a LOT.