I hear "with" as ニ築ニ脱ニ達ニ炭.
The Pronunciation of "with"
"with"
Do you mean there are various pronunciations for "with"?
I'll catch up with you. ?

ナス窶樞?堙坂?堋?窶堙遺?堋ス窶堙俄?凖??堋「窶堙や?堋ュ窶堋セ窶堙ォ窶堋、ツ。(?)
You would get it easily.
窶堋?窶堙遺?堋ス窶堙坂?覇ヒ?補?堙俄?堙俄?堋サ窶堙ェ窶堙ー窶板昶?ーテー窶堙??堋ォ窶堙ゥ窶堋セ窶堙ォ窶堋、ツ。(?)
You will get it easily.
窶堋?窶堙遺?堋ス窶堙坂?覇ヒ?補?堙俄?堋サ窶堙ェ窶堙ー窶板昶?ーテー窶堙??堋ォ窶堙ゥ窶堙??堋オ窶堙・窶堋、ツ。(?)
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Can '(Sore wa?) sore de tanoshinderu' be thought of more like 'having fun doing it like that' or 'have fun in that way' (?)
ツ「窶堋サ窶堙ェ窶堙??堋ス窶堙娯?堋オ窶堙ア窶堙??堙ゥツ」窶堙坂?堙?窶堙≫?堙?Having fun doing it like that"窶堋ゥ"have fun in that way"窶堙娯?堙ヲ窶堋、窶堙按考窶堋ヲ窶堙俄?堙遺?堙ゥ窶堋ア窶堙??堋ェ窶堋?窶堙ゥツ。(?)
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The reason that I chose wo is because "having fun with tennis" is the same thing as "enjoying tennis" to me, and the "with" is just a sort of lighthearted word that's thrown in there to either make the statement comical or sarcastic (I guess usually sarcastic). E.g. "I'm going to the dentist to get a tooth pulled." "You have fun with that." I think that if you use de then it has to mean something like "having fun with a ball," i.e. playing with a ball and enjoying it.
ナス窶樞?堋ェツ「窶堙ーツ」窶堙ー窶露窶堙ア窶堋セ窶板昶?燃窶堙債、ナス窶樞?堙俄?堙??堙≫?堙?「having fun with tennisツ」窶堙?「enjoying tennisツ」窶堋ェ窶慊ッ窶堋カ窶堙?窶堙娯?堋セ窶堋ゥ窶堙ァ窶堙??堋キツ。
窶堋サ窶堋オ窶堙??堋?窶堋サ窶堋ア窶堙俄?愬?窶堋ー窶堙ァ窶堙ェ窶堙ゥ窶堋ア窶堙≫?堋ッ窶堋「ツ、窶堙懌?堋ス窶堙坂?敕ァ窶愿キ窶堙娯?堙??堋ソ窶堙ァ窶堋ゥ窶堙ー窶凖つ述窶堋キ窶堙ゥ窶堙娯?堙可、"with"窶堙坂?堙懌?堋ウ窶堋オ窶堋ュ窶堋「窶堋ュ窶堙ァ窶堋ゥ窶ケCナ?y窶堙闇陳セ窶杯窶堋セツ。ツ(ナス窶樞?堙才?ェ窶敕岩?堙俄?堋ア窶堙≫?堋ッ窶堋「窶堋セ窶堙?スv窶堋、ツ。ツ)ツ「I'm going to the dentist to get a tooth pulled.ツ」ツ「You have fun with that.ツ」ナス窶樞?堙坂?堋?窶堙遺?堋ス窶堋ェツ「窶堙?」窶堙ーナスg窶堋、窶堙??堋キ窶堙ェ窶堙寂?堋サ窶堋、ナスv窶堋、ツ。窶堋サ窶堙ェ窶堋ゥ窶堙ァツ「having fun with a ballツ」窶堙娯?堙ヲ窶堋、窶堙遺?ーツス窶堋ゥ窶堙戸?凪?督。窶堙俄?堙遺?堙ァ窶堙遺?堋ッ窶堙ェ窶堙寂?堙遺?堙ァ窶堙遺?堋「ツ。
Hmm It was so difficult to translate.

I think I made a lot of mistakes in my sentences which I translated.
Thank you, Golgo, Glenn and Elizabeth.
But I got confused a little bit. I'm going to read it again later.