s. meer asks:
Why are words like asev and besadecha or hakanaf and pesil, where the last letter and the first letter are the same but are pronounced differently considered to be likely to be accidentally attached
s. meer, chicago, usa
The Kollel replies:
The Me'iri asks your question and gives two answers:
1. The Gemara refers to a tendency one might have to pronounce both letters with a Dagesh or both letters without a Dagesh (obviously incorrectly).
2. Perhaps in the Gemara's time there were some who made no difference in pronounciation between those letters with and without a Dagesh (the same way that we (Ashkenazim) don't differentiate between some letters, like Gimel and Dalet, with or without a Dagesh).
All the best,
Reuven Weiner