It’s been almost two years now and I’m still with the person who ‘popped my cherry’ as they say.
It happened in New York City, fairly early on in the relationship. In fact we’d originally gotten to know eachother online and after a while we decided to meet up on neutral grounds. The choice fell upon the city of New York, where we met at the airport for the very first time.
Even though I had been insanely nervous about meeting in person, everything just clicked when we found ourselves standing there, staring at each other. We talked some, hit the city, and had a lot of fun.
At some point during the night, we went back to the hotel we had checked into. But neither one of us could sleep so we kept talking throughout the night. I already knew that he’d been with a couple of other girls before me. I, on the other hand, had never taken that final step with anyone before. It just hadn’t felt right with any of them. And for a good while I had been determined to wait until marriage before having sex. It was a promise I would end up breaking.
Like most new couples in love, we enjoyed petting each other. We lay in bed together holding each other, touching each other, kissing.. He was extremely gentle with me. Although I could tell he wanted to progress at a faster pace, he respected me enough not to move any faster than I was ready for. But that entire day his eyes had been.. glowing.. It was the softest, gentlest, most loving look anyone ever gave me.
Of course, I had no intention of losing my virginity on the first night. But I was really enjoying the closeness of the two of us affectionately touching each other. We had known each other for a year and a half before finally meeting up in person, yet everything is different when you can be physically ‘with’ that person.
Our hands would trace across the other’s body, and at one point he put his hand on my panties. After a little while of touching on the outside, I pulled the panties aside a little bit to feel his hand on the skin itself. He would rub the clitoris region and around it yet never let his finger penetrate me.
I was so insanely happy, dazed and simply.. in love.. I don’t even remember all the clothes coming off. All I know is that for three and a half hours we lay there entangled with each other. He would tell me to let him know if I was ready for the next step, and finally after nearly 4 hours.. I was.
He pulled off me a little bit and I found myself staring at the ceiling for a moment. As he moved into position, he asked me three times if I was sure. He cared enough about me to want to make sure I wasn’t making a mistake. But no, I urged him on. I have never felt as horny as I was in that particular moment ever before.
And then it came. He penetrated slowly, only going in a little bit at the time and letting me rest in between thrusts. I yelped out a total of 6 times before he settled within me. Yet, even though it hurt, it felt completely right. I can’t even begin to describe the intense feelings that were rushing through me at the time. This man was so gentle with me, I can honestly say there was not a single awkward moment about it.
He stroked my hair, asking me if I was ok, and when I said I was he began thrusting in and out ever so slowly at first. I was feeling kind of numb at the time, but still I was in heaven. My first time really was perfect in every way.