diff --git a/freqtrade/freqtradebot.py b/freqtrade/freqtradebot.py
index 562cdc2e0..1fdf79b68 100644
--- a/freqtrade/freqtradebot.py
+++ b/freqtrade/freqtradebot.py
@@ -1939,6 +1939,7 @@ class FreqtradeBot(LoggingMixin):
         """
         Applies the fee to amount (either from Order or from Trades).
         Can eat into dust if more than the required asset is available.
+        In case of trade adjustment orders, trade.amount will not have been adjusted yet.
         Can't happen in Futures mode - where Fees are always in settlement currency,
         never in base currency.
         """
@@ -1948,6 +1949,10 @@ class FreqtradeBot(LoggingMixin):
             # check against remaining amount!
             amount_ = trade.amount - amount
 
+        if trade.nr_of_successful_entries >= 1 and order_obj.ft_order_side == trade.entry_side:
+            # In case of rebuy's, trade.amount doesn't contain the amount of the last entry.
+            amount_ = trade.amount + amount
+
         if fee_abs != 0 and self.wallets.get_free(trade_base_currency) >= amount_:
             # Eat into dust if we own more than base currency
             logger.info(f"Fee amount for {trade} was in base currency - "
@@ -1977,7 +1982,11 @@ class FreqtradeBot(LoggingMixin):
         # Init variables
         order_amount = safe_value_fallback(order, 'filled', 'amount')
         # Only run for closed orders
-        if trade.fee_updated(order.get('side', '')) or order['status'] == 'open':
+        if (
+            trade.fee_updated(order.get('side', ''))
+            or order['status'] == 'open'
+            or order_obj.ft_fee_base
+        ):
             return None
 
         trade_base_currency = self.exchange.get_pair_base_currency(trade.pair)
diff --git a/tests/test_freqtradebot.py b/tests/test_freqtradebot.py
index 3bfa5a127..742fdcace 100644
--- a/tests/test_freqtradebot.py
+++ b/tests/test_freqtradebot.py
@@ -5023,7 +5023,7 @@ def test_get_real_amount_in_point(default_conf_usdt, buy_order_fee, fee, mocker,
     (8.0, 0.1, 8.0, None),
     (8.0, 0.1, 7.9, 0.1),
 ])
-def test_apply_fee_conditional(default_conf_usdt, fee, mocker,
+def test_apply_fee_conditional(default_conf_usdt, fee, mocker, caplog,
                                amount, fee_abs, wallet, amount_exp):
     walletmock = mocker.patch('freqtrade.wallets.Wallets.update')
     mocker.patch('freqtrade.wallets.Wallets.get_free', return_value=wallet)
@@ -5048,6 +5048,60 @@ def test_apply_fee_conditional(default_conf_usdt, fee, mocker,
     # Amount is kept as is
     assert freqtrade.apply_fee_conditional(trade, 'LTC', amount, fee_abs, order) == amount_exp
     assert walletmock.call_count == 1
+    if fee_abs != 0 and amount_exp is None:
+        assert log_has_re(r"Fee amount.*Eating.*dust\.", caplog)
+
+
+@pytest.mark.parametrize('amount,fee_abs,wallet,amount_exp', [
+    (8.0, 0.0, 16, None),
+    (8.0, 0.0, 0, None),
+    (8.0, 0.1, 8, 0.1),
+    (8.0, 0.1, 20, None),
+    (8.0, 0.1, 16.0, None),
+    (8.0, 0.1, 7.9, 0.1),
+    (8.0, 0.1, 12, 0.1),
+    (8.0, 0.1, 15.9, 0.1),
+])
+def test_apply_fee_conditional_multibuy(default_conf_usdt, fee, mocker, caplog,
+                                        amount, fee_abs, wallet, amount_exp):
+    walletmock = mocker.patch('freqtrade.wallets.Wallets.update')
+    mocker.patch('freqtrade.wallets.Wallets.get_free', return_value=wallet)
+    trade = Trade(
+        pair='LTC/ETH',
+        amount=amount,
+        exchange='binance',
+        open_rate=0.245441,
+        fee_open=fee.return_value,
+        fee_close=fee.return_value,
+        open_order_id="123456"
+    )
+    # One closed order
+    order = Order(
+        ft_order_side='buy',
+        order_id='10',
+        ft_pair=trade.pair,
+        ft_is_open=False,
+        filled=amount,
+        status="closed"
+    )
+    trade.orders.append(order)
+    # Add additional order - this should NOT eat into dust unless the wallet was bigger already.
+    order1 = Order(
+        ft_order_side='buy',
+        order_id='100',
+        ft_pair=trade.pair,
+        ft_is_open=True,
+    )
+    trade.orders.append(order1)
+
+    freqtrade = get_patched_freqtradebot(mocker, default_conf_usdt)
+
+    walletmock.reset_mock()
+    # The new trade amount will be 2x amount - fee / wallet will have to be adapted to this.
+    assert freqtrade.apply_fee_conditional(trade, 'LTC', amount, fee_abs, order1) == amount_exp
+    assert walletmock.call_count == 1
+    if fee_abs != 0 and amount_exp is None:
+        assert log_has_re(r"Fee amount.*Eating.*dust\.", caplog)
 
 
 @pytest.mark.parametrize("delta, is_high_delta", [