It feels wonderful. It's exciting. It's like that feeling you had as a little kid going to Grandma's for Xmas. "Are we there yet ?". At the same time you're thinking "is this OK? Is she really gonna let me do it to her ?". Any minute, you think, she's surely going to return to sanity so before that happens you better get it while you still can, you nasty little boy, you. And then you frantically start kissing and feeling each other's private parts, starting with her boobs. It affirms your sexuality and you feel great that someone thinks you're good enough to do something so private and special with and she picked you to do it with.
My first time we were both virgins and lived next door to each other. She was 15 and I was 17. We discovered each other and afterward became good friends. We eventually began to do what most kids did in those days - dry-humping (grinding wasn't in vogue yet and only nasty people would do that anyway). The first time we did it I could hardly believe this girl was consenting to do it with me. It was on her living room couch in her parents' apartment after school, before her mom got off work and the place was empty. She really was beautiful and I considered myself very lucky, indeed. I still have that sense of it 50 years later. We were kissing and as I lay on her I impulsively pressed my hard-on against her pussy on the outside of the sweat pants she was wearing. I wanted her so bad I was overcome with desire. You can't imagine my surprise and secret joy when I heard her whisper "Let me fix it", whereupon she positioned my hard-on exactly between the lips of her labia I could feel through the thin fabric and then she pushed back in synch with me ! The reason why I'm telling you this is because it had such an influence on us having official, real, missionary sex for the first time a few weeks later. It was entirely without pain and ended with both of us having a simultaneous orgasm, and it's the best way for nervous virgins to do it in my opinion. I'd recommend it to anybody who's contemplating their first time and is afraid of the pain, as there isn't any. (BTW I have it on good authority that the best part is when she's very wet and you give her those first precious half dozen or so strokes.)
A few weeks after that first time (during which we dry-humped nearly every day) we decided to do it naked. I remember how her coarse pubic hair felt against my cock. Like warm steel wool on my tender skin, slightly damp. OMG how her skin felt against me, with us knowing the whole time that we were feeling each other's private parts with our own private parts. We soon moved on to vaginal sex. The dry-humping had accomplished the best way to get her ready to lose her v-card and taught her what felt good and me how to do it to her. She had already cum that day from dry-humping and was very aroused, very wet, and about the only thing she could think about was having me inside her. The usual thoughts about pain, guilt, reputation, or even if I'd "respect her in the morning" seem to have evaporated. Her horny desire overcame all other considerations and made doing it about as pleasant a first-time experience as possible. (BTW, I married that same girl 4 years later.)
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