There’s no shortage of shy callers to phone sex lines. Many are socially awkward, some are even still virgins. I recommend they visit an escort to take the pressure of finding a relationship off of themselves, but many are just too shy to consider such an event. Others come to the realization finally that they aren’t going to be having any luck with the ladies, so they do begin to seek paid services. One I convinced to try one out was happy with the result and felt it gave him the experience and the confidence to look for a girlfriend. He’d gone to massage parlors a few times for hand jobs, but beyond that, no.
He picked an escort and was nervous as hell, but I told him to find an agency and tell them he wanted someone experienced with adult virgins. Kind of an embarrassing conversation to have, but unless you’re honest with them, how can they know what you’re really looking for? An older woman will more have patience in dealing with someone like him rather than a younger girl. He found just the right one and met her at a hotel. He said she put him at ease and he was able to finally do it.
He came pretty quickly, as one would expect he would, but her easy going nature gave him the confidence to realize this wasn’t as scary as he’d imagined it to be. One would assume going forward you’d be a bit more comfortable each and every time. Hopefully he will find a real life girlfriend and can go on to have a normal sex life with them. He’d liked older women before. Some friends of his mom had caught his eye, but he was too uncomfortable of course to let them know about his crushes on them.