(Tosefta): If a person told his friend, "Go and pick for yourself twenty of my figs and I will fill my stomach with your figs; the one that fills his stomach is exempt and the one who eats the specific number is obligated.

Question (R. Bun bar Chiya to R. Zeira): Why is the one who ate the specific number obligated? Isn't a person who eats from his friend's produce permitted to eat all of the fruits, as long as he eats them one at a time? R. Zeira answered that here, he received them all at the same time.

Question: If so, even the one who fills his stomach should be obligated? (This question is not answered.)

Question: Even if he didn't receive them at the same time, when one tells the other, "Go and pick for yourself twenty of my figs and I will fill my stomach with your figs'', it's called a Chalipin (exchange), which is like a sale, and it should establish the obligation to tithe?

Answer (R. Simi): It's not an exchange, as he only intended to make the recipient feel comfortable to accept the figs, making it a gift.

(Baraisa): 'Go and pick for yourself 20 of my figs'', he may eat them in the regular way and he is exempt from tithing.

'Go and fill up a basket', he must first tithe. When is this the case? When the donor was an Am HaAretz, but if he was a Chaver, they must certainly be tithed, as a Chaver would not separate from produce unless it's in close proximity.

(Rebbi): My view is more logical than that of Rabban Shimon ben Gamliel - it's better that he separate from produce that is not in close proximity rather than feed Tevel to Amei HaAretz.

(R. Zeira): From the words of both Rebbi and Rabban Shimon we can conclude that even if a Chaver allowed another Chaver to pick and fill his basket, the recipient would need to tithe.

The Bnei HaYeshiva wanted to explain that according to Rabban Shimon, that a Chaver would not separate from produce that is not in close proximity; even if the recipient is an Am HaAretz, he must certainly separate; and all the more so when the recipient is a Chaver. And according to Rebbi, that it's better that he separate from produce that is not in close proximity rather than feed Tevel to Amei HaAretz - that only applies if the recipient is an Am HaAretz, but if he is a Chaver, he must separate for himself.

Question (R. Yona): At the beginning of the Baraisa, you understood that the recipient was a Chaver and at the end you understood him to be an Am HaAretz?

Answer (R. Yosi): Both parts refer to an Am HaAretz, but you must separate as Demai because perhaps he listens to the Chachamim who require him to tithe.