Linq left outer group by, then left outer the group - linq

Question

I've this query that i'm trying to put as linq:
select *
from stuff
inner join stuffowner so on so.stuffID = stuff.stuffID
left outer join (select min(loanId) as loanId, stuffownerId from loan
where userid = 1 and status <> 2 group by stuffownerId) t on t.stuffownerid = so.stuffownerid
left outer join loan on t.LoanId = loan.LoanId
when this is done, I would like to do a linq Group by to have Stuff has key, then stuffowners + Loan as value.
I can't seem to get to a nice query without sub query (hence the double left outer).
So basically what my query does, is for each stuff I've in my database, bring the owners, and then i want to bring the first loan a user has made on that stuff.
I've tried various linq:
from stuff in Stuffs
join so in StuffOwners on stuff.StuffId equals so.StuffId
join tLoan in Loans on so.StuffOwnerId equals tLoan.StuffOwnerId into tmpJoin
from tTmpJoin in tmpJoin.DefaultIfEmpty()
group tTmpJoin by new {stuff} into grouped
select new {grouped, fluk = (int?)grouped.Max(w=> w.Status )}
This is not good because if I don't get stuff owner and on top of that it seems to generate a lot of queries (LinqPad)
from stuff in Stuffs
join so in StuffOwners on stuff.StuffId equals so.StuffId
join tmpLoan in
(from tLoan in Loans group tLoan by tLoan.StuffOwnerId into g
select new {StuffOwnerId = g.Key, loanid = (from t2 in g select t2.LoanId).Max()})
on so.StuffOwnerId equals tmpLoan.StuffOwnerId
into tmptmp from tMaxLoan in tmptmp.DefaultIfEmpty()
select new {stuff, so, tmptmp}
Seems to generate a lot of subqueries as well.
I've tried the let keyworkd with:
from tstuffOwner in StuffOwners
let tloan = Loans.Where(p2 => tstuffOwner.StuffOwnerId == p2.StuffOwnerId).FirstOrDefault()
select new { qsdq = tstuffOwner, qsdsq= (int?) tloan.Status, kwk= (int?) tloan.UserId, kiwk= tloan.ReturnDate }
but the more info i get from tLoan, the longer the query gets with more subqueries
What would be the best way to achieve this?
Thanks