Where it happened: Boyfriend's appartment
Langauge: English
Sex: Female
Rating: 5
Category: Straight
James and I have been dating for 3 months, and we are crazy about each other. I have never met anyone so sweet, funny, and understanding, who is willing to accept the best and worst of me together.
The tricky matter of having sex is that we are both concerned about protection, and my parents, my only source of income, refuse to buy me birth control. I would rather not take any chances on a condom breaking, so I added a second level of protection. I waited until a week after ovulation, a few days before my period (I am fairly regular). We planned the date and began preparations.
On the big day, James brought me out to a fancy restaurant. I wore a low-cut, skin-tight dress, and James came decked in a cute bow tie, colored shirt, and dress pants. After our candle lit meal, we headed back to his place.
We started with a make out session and gentle fondling. Before long, we were completely naked. He gently suckled my breast as he ran his hands down my thighs.
“I want oral first,” I murmured. He looked up at me from his position, nipple clasped in his lips like a cigar, and nodded, giving me a little wink.
We had had oral sex before, and I had always liked it, but it came with a characteristic pattern. I would get very excited and then, suddenly, before any orgasm could occur, I would feel a sudden calm come over my body, and I would ask him to stop. This always disappointed me because I had never had an orgasm before.
This time was different, though. Something did happen. I felt a rising tension in my clitoris as he licked it and sucked on it.
“Harder!” I stated.
He lifted up his head to look at me, and my clitoris felt as though it was on pins and needles, screaming.
“Please don’t stop! It hurts when you stop!” I cried.
After about a minute more, I felt something. I don’t think that it was an orgasm, but it was an urge, a strong urge to push out a liquid that I felt was collecting either in my urethra or along the sides near the g-spot. The pressure was so great that it had to be relieved. In little squirts, I seemingly peed all over Jame’s face.
“I’m so sorry!” I said.
“For what?” he said, “It’s sweet and fragrant, so it’s not urine; you just ejaculated.”
He licked some of the clear liquid off of my thighs. It was dripping from his chin.
It was then that we decided to try to have vaginal sex for the first time. He slipped a condom over his 7-inch penis, and began to try to insert it.
What happened next can only be described as uncomfortable. He pushed in only 3-4 inches but I was wincing. It felt like something was grating against the walls of my vagina. Whenever he passed over the spongy g-spot, I howled in protest at the pressure.
We tried elevating my ass with a pillow, and that helped a little, but I felt no pleasure. I tried to kiss James and touch his face so that he, at least, would have a good time, but he could tell that I was not feeling well, and that made him go soft. He pulled out.
“I hurt you. I’m so sorry… Was there any pleasure at all?” he asked.
“None,” I said, “Maybe I just don’t like vaginal sex. I’m bisexual, you know. What if… what if it’d be better with a woman? I’m sorry, James.”
James laughed, “I wouldn’t base your liking of sex off of your first time. You just aren’t stretched out enough. Let me try something.”
He reached down and picked up one of our toys, a neon-colored dildo, which was about half the width of his penis. He proceeded to shove it into me. It slid in with no pain, and as he pulled it in and out, I felt a warm tingling. Suddenly, I screamed, and he stopped.
“That was a good thing,” I said.
So he continued until I felt the need to ejaculate again… and again… and again… and… to a total of 5 times. I never felt the vibrations that women state that they feel at an orgasm, though.
I was left flushed and lying on soaked sheets.
“My point is proven,” James said, “When you are stretched enough, you like vaginal sex. We’ll work on it, and maybe in the future, you will be able to enjoy sex with me.”
We spent the rest of the night cuddling until we fell asleep.
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