I recall the first time as a boy I discovered that there was something under my foreskin and that the soft shrivelled foreskin was not in fact the tip of my penis. At shower time one day my father called me into the shower to show me how to wash under the foreskin. He demonstrated for me by pulling his foreskin back to reveal the head of his penis, but when I tried to do the same mine was too tight to roll back and hurt when I tried, so I gave up.
It was some time before I thought about my penis again, and was quite surprised to find it had a use other than urination. I did not learn about masturbation from other boys, but was somehow instinctively drawn to touch myself and was surprised to find it expanding and that my father was right, the foreskin does pull back. My first ejaculation was a massive surprise. I knew that stroking my dick made me feel good and found it somehow compulsive, but when I came and jizz exploded everywhere, I faced my first clean-up panic attack. Probably as a result I have never been caught in the act, so there is still the chance of a first time for that.
At that stage I still had no idea that vaginas existed. My first wet dream involved an image of an ambiguous figure in a white shirt, who I approached from behind, to realise that the person had no pants on, and as I caught sight of the figure's buttocks I came in my sleep. This has often made me wonder about my sexuality but was probably simple ignorance of anatomy.
This ignorance and my schooling at an all boys school meant that I was over 21 before I experienced kissing and cuddling girls. Painfully shy, it was only through the initiative and persistence of my first girlfriend that I finally took her in my arms and experienced my first kiss that, once started, I never wanted to let go. How easy to lose track of time between lectures at university while lying together kissing and cuddling in the safety of public spaces that inhibited a deeper exploration of female anatomy. The first time I came in my pants after a long session of kissing and cuddling with entwined legs was painfully embarrassing, as I had to run to the bathroom and clean myself up before the stain could spread through my jeans, not to mention facing the girl afterwards.
I then graduated to make out sessions in her room in college, the first hand up her shirt and fondle of a breast, the first hand down her pants to caress her pubes and, to her embarrassment and amusement, my first close visual inspection of her pussy, and the first time I made her come from fingering her pussy. This was all pretty innocent, as we had not yet fucked, and I had not even had my fingers inside her cunt. She gave me so many hand jobs I cannot recall the first, but it was an anti-climax after I came in my pants that first time.
I did meet her parents, and first went down on her in the bedroom she shared with her sisters. The house was empty at the time but they could have returned at any moment, and it was slow going. She was lying on the bed with her legs over the edge, I was kneeling between her legs with my mouth on her snatch, my arms reaching out to fondle her breasts, and my tongue was getting tired. Then I tasted the sweet let-down of pussy juice and felt her hips start to respond and she came suddenly with a moan.
