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He should start with his doctor. There are many anti-depressants and any of them can have this effect in some people. May be another one that will have less negative side effects. Erectile dysfunction drugs may also help. Do not change or add any drugs without discussing it with his doctor. The erectile dysfunction drugs get better over time. A little success boosts confidence and makes it more effective next time.
You are correct in stuffing from a straddling position. This allows him to relax and not use the energy or blood in other muscles. The key is now finding the exact position of your legs and hips that opens you the most. A slight angle change can have a big effect. Many of us are most receptive right after orgasm. If does you orally, or somehow, you will be looser for a few minutes.
A creative handjob or a few blowjobs can help. As he experiences the satisfaction, that too is a boost in his confidence. I have a sometimes partner who has nursed an invlid wife for years and had had no sexual experience for years. When I first seduced him, he could not get it up. A few little tricks with fingers and tonge and he is in good shape. He is actually old enough to be my father.
I have done stuffing but never with a lot of success. There is a tendency for falling out, especially as he begins to ejaculate. Your squeezing will actually push him out. No way to get a grip. Once in, do not move up and down. Keep your vulva pressed against him and work in little circles. That tends to keep him in there.
Nothing worng with a sex life based on oral and digital. Only you two can decide what is acceptable. But do have him talk to the doctor.
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Brandye
Don't wear cheap bras!
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