Top and bottom problem, really need advice

[peterinmalaga]

You have to take a fairly long term approach to this. First you have to get him to associate his arse with a source of pleasure - this could take months. Give him a back massage. Other times caress him and slap him on the butt during sex. Then try getting a bit closer to the desired orifice, perhaps while giving him a blow job. Try licking his cock, then his balls and finally rimming him. If he gets anxious, assure him you have no intention of trying to fuck him. When he is enjoying each of these things, move on to the next. Just insert a finger less than half an inch inside. Progress to two fingers and then using a finger of each hand at the same time to widen his hole. Maybe use toys. Finally I think he will be gagging for it. You'll have to progress very slowly for this to work.
I wouldn't let anybody fuck me for years, it's not unusual.