僕が彼より雑誌を多く売ることに彼と1ドル賭けた。

Sentence Analyzer

より 雑誌 多く 売る こと どる 賭けた

English Translation

I wagered him a dollar that I'd sell more magazines than he would.

Furigana

(ぼく)(かれ)より雑誌(ざっし)(おお)()ることに(かれ)と1ドル()けた。

Romanji

Boku ga kare yori zasshi o ōku uru koto ni kare to ichi doru kaketa.

Words

(ぼく)
I; me; you; manservant
()
indicates sentence subject (occasionally object); indicates possessive (esp. in literary expressions); but; however; still; and
(かれ)
he; him; his; boyfriend
より (より)
than; from; out of; since; at; on; except; but; other than; more
雑誌 (ざっし)
journal; magazine; periodical
()
indicates direct object of action; indicates subject of causative expression; indicates an area traversed; indicates time (period) over which action takes place; indicates point of departure or separation of action; indicates object of desire, like, hate, etc.
多い (おおい)
many; numerous
売る (うる)
to sell
(こと、こん)
thing; matter; incident; occurrence; event; something serious; trouble; crisis; circumstances; situation; state of affairs; work; business; affair; after an inflectable word, creates a noun phrase indicating something the speaker does not feel close to; nominalizing suffix; pretending to ...; playing make-believe ...; alias; aka; nickname; alternative name; also known as
()
at (place, time); in; on; during; to (direction, state); toward; into; for (purpose); because of (reason); for; with; by; from; as (i.e. in the role of); per; in; for; a (e.g. "once a month"); and; in addition to; if; although
()
if; when; and; with; particle used for quoting (with speech, thoughts, etc.); quoting particle; promoted pawn; indicates question (sentence end)
(いち)
one; best; first; foremost; beginning; start; bottom string (on a shamisen, etc.)
ドール (ドール、ドル)
doll; dhole (Cuon alpinus); Indian wild dog
賭ける (かける)
to wager; to bet; to risk; to stake; to gamble

Kanji

Readings: ボク、 しもべ
Meanings: me, I (male)
Readings: ヒ、 かれ、 かの、 か.の
Meanings: he, that, the
Readings: ザツ、 ゾウ、 まじ.える、 まじ.る
Meaning: miscellaneous
Reading: 
Meanings: document, records
Readings: タ、 おお.い、 まさ.に、 まさ.る
Meanings: many, frequent, much
Readings: バイ、 う.る、 う.れる
Meaning: sell
Readings: ト、 か.ける、 かけ
Meanings: gamble, wager, bet