Guide For Deflowering a Man - Former fundamentalist begins her ministry to virgin men. (first time) By April601. Listen to the Podcast at Steamy Stories. In my early 20’s I dated a guy named Terry. He was a nice enough guy, very respectful and polite. He was my age and not the typical bad guy type that for some reason I seemed to attract or was it I was attracted to? I began dating him and soon realized he was on the more serious side. Honestly, I didn’t expect that he could hold my attention for more than a couple of dates. After somewhat of a wild start to my sexual journey I reached a point of self-respect and I had established a few ground rules for myself that I tried to follow. The first rule being that I tried not having sex on the first date! Well, I tried anyway; bless my heart. If I managed to get by that crucial rule, I had made up a few more hypothetical rules.First dates were limited to heavy kissing only. Second dates limited to touching, exploring. I would allow my date to touch my breasts and I would go no further than rubbing his groin thru his pants. Third dates maybe a hand job. Fourth dates possibly a blowjob, and If we made it the fifth date there were no limits. I thought these were reasonable limits for semi-nice girls, which I considered myself as being. If you haven’t heard how I was still a naive, shelter, fundamentalist virgin when an older married man deflowered me, we’ll need to have that conversation; because it explains a lot of my personal journey and progression toward sexual awareness of myself. It also added to my empathy for others with retarded sexual awareness in adulthood. I remember telling several of my dates these rules but honestly, I don’t ever recall a time when I was able to really stick to them; except with Terry. My first date with Terry ended with us just kissing and making out in his car. It was all pretty tame and controlled overall. He was polite and seemed to respect the limits and restrictions I was trying to follow. Some guys are just terrified of sexual intimacy; and need encouragement and affirmation. Some guys are raised to think that all women view sex as dirty male desires, that women inwardly abhor, and only tolerate in marriage arrangements. After our second date we again began to make out in his car. As things started to heat up with Terry, I reached into his pants to do an assessment of his manhood. I liked what I felt as it appeared to be a good size and worthy of a third date. Never being the patient type, I unzipped his pants and pulled out his cock. Yes, I know; I broke my second date rule. As I began to play with my new toy, Terry stopped me and said he had something important to tell me. Really? I’m stroking your cock, and you want to stop and talk? This was a first for me. He sheepishly told me he was a virgin! What! Really! He now had my attention. I wasn’t sure if I believed him. I thought maybe he was playing games to entice me into having sex with him. He was a good-looking guy but a bit on the shy side, so maybe I could see it. I guess I must have overreacted as he immediately went limp. I apologized and that was pretty much the end of the date. I wasn’t sure what to make of it. Is this good or bad? Should I go on a third date or run? The next day I called my friend Jenny. She always had answers. I told her everything and wanted her take on the situation. Not to be mean but we did have a good laugh over it. Jenny had never been with a virgin before either. We both pondered over it and the more we discussed it the more intrigued we both became. We jokingly came up with the term “Virgin Boy.”  But his sudden limpness was a result of my failure. He needed me to help him overcome his insecurity, and I’d just magnified it, instead. I owed him a do-over, if he’d even let me have another chance. Jenny pointed out that guys think about sex hundreds of times a day. So if I were his first, he would probably then think of me every day for the rest of his life. W