My Best Shots Pt 02

I had waited years too long for fear of getting somebody pregnant. I avoided and deflected and distracted, and used every delay tactic possible and it all kept me a virgin until the unreasonable age of 22. Now, after dating this older woman for 8 months, after eating her out to countless screaming orgasms on her bed, and after talking for weeks about actually having actual (ACTUAL) sex, explaining my fears and listening to the reasons etc etc, a new page of my life was about to unfold in a cheap motel room somewhere in New Jersey.

She explained the diaphragm she was using for birth control. She explained the spermicidal lube. She explained it all to the point where I really did put my fears aside, and was determined to just Get It In.

Now, at long last, we sat on the edge of the bed kissing, our two suitcases not even opened yet. Momentarily pulling away from my face, she asked, "Do you want to take our time, or get right to it?"

I was determined to be a Gentleman and make sure the experience was as good for her as for me, and so I voted for taking things slow. That determination lasted for maybe 10 more seconds. As her tongue swirled in my mouth and the excitement swirled in my mind, I soon enough pulled back and blurted out, "Actually, I'm ready now..."

She had confided that I wasn't to be the first virgin that she had de-flowered, so I don't imagine that my behavior was a huge surprise to her. After one more quick smooch, she got up to do something in the bathroom (diaphragm, I think), while I sat on the bed feeling my heart pounding in my chest. A few minutes later she emerged from the bathroom naked from head to toe. Dang.

24-year-old Kasi was hot in an outdoorsy, girl-next-door kind of way. Petite, short brunette hair in a kind of Pixie cut, a healthy "athletic" body, cute freckles from her Irish mom. Brunette bush, muscular legs and a good rack which sometimes used a bra and sometimes didn't.

And, she was coming my way to take my virginity. Lord.

She laid across the bed next to me and smiled at my awkwardness. "Why don't you get undressed?" she said.

A male stripper couldn't have gotten unclothed any quicker, and I stood at the foot of the bed with my boner pointing at the ceiling and my face turning red with blood pressure. When Kasi put on a show of first rolling onto her back, then spreading her legs, then bending them at the knees, and then beckoning me with a "come here" motion of her finger, it's a wonder I didn't blow my load right there.

I followed her guidance, somehow made my way onto her without injuring her with my knees or elbows, and she took it from there: one hand guiding my cock, one hand pulling my ass, her lips whispering in my ear. These years later, with all the words at my disposal, "Warm apple pie" is still the most fitting description I can think of. I sunk right in.

In no time at all, involuntary bucking took over and the first successful test of my reproductive system was complete. I collapsed onto her, panting like a dog tired of playing fetch. Moments passed, and I realized I was probably crushing her, and so I rolled off, my mostly-hard cock slipping wonderfully out.

I don't remember what was said. I do remember realizing that we hadn't even gotten under the covers of the bed; we were laying on the cheap top comforter. I barely got through a few thoughts before my body reminded me that I had been a virgin for 22 years, and "refraction period" meant nothing to my body, and within a few brief minutes I was unromantically asking if we could do it again. So, repeat it all: the naked brunette laying on her back on the bed, legs spread, knees bent, and my cock went right in that hot wet hole there. Her legs felt so ... foreign ... wrapped around me. Brief moments later, I was crying out eruption #2. For her part, I suspect she was rolling her eyes at the ceiling in bemusement while I did my best to pound her into the mattress.

This time, afterwards, my cock slid out and went completely soft.

We did what I imagined were the normal things: talked, cuddled, and kissed. She was starting to yawn but I was having none of that. When I asked her if we could do it again, she raised her eyebrows and chuckled but said, "If you can..."

I could. Without foreplay or pretense, I rolled onto her body and lined my half-hard cock with her snatch. I went in with a little push, quickly became full-hard and, with me still marveling at the sensation of being actually inside (inside!) her fucking body, and I did my best to properly fuck her, moving awkwardly and in unpracticed motions. Again, it was over very soon, and I deliberately announced a loud, "Yes!" to the motel as I rung the bell a third time.

After laying on the bed catching my breath next to her, I stood up to go to the bathroom. Before turning away from her, I announced, "That was the best thing ever!"

With a sarcasm which I'd remember forever, she responded, "Well, it sounded like it was..."

Before I turned to walk to the restroom, she propped herself up on her elbows and began to sit up on the edge of the bed. As she did so, three pent-up loads of my ex-virgin nut sauce suddenly found their way to her puffy pink opening, and gushed out of her vagina like yogurt spilling from a Chobani cup. The oozing pearly whiteness of my multiple loads emerging from her swollen cunt was simply and divinely gorgeous.

"Oh..." she groaned, and reached down to grab at her dark bush in an adorably hopeless effort to stem the flow from her over-capacity pussy. In later years and later relationships, I'd learn to grab a towel or to at least not stand there and gawk. But at the time, I just watched transfixed as my pearly nut yolk spilled from her pussy, and it took all my willpower to not push her onto her back and dive in face-first for the biggest creampie desert imaginable.