Still holding my shaft, I pressed forward, slowly sliding another two inches into the tightest pussy I’d ever fucked. The grip around my cock was unbelievable. It was warm and snug and if I wasn’t careful, I would blow my load quickly.
“Oh, oh, that feels fantastic,” she purred. “Nothing I’ve ever done has felt as good as this. It’s a bit uncomfortable because you’re filling me completely, but it also feels better than anything I could have imagined. “
“I haven’t reached your hymen yet, but when I do, the next part will be painful. I’ll be as gentle as I can.”
Hearing my words, she quickly lifted her hips, forcing me to slip another few inches into her velvet sleeve. Now it was my turn to groan from the rippling caress of her vagina.
“Jesus Christ, that feels fucking fantastic,” I gasped. “You’re so tight and hot, it’s taking all my control not to cum. But I’m almost in all the way and nothing painful happened?”
“Oh, Bill,” she said softly. “I broke my hymen years ago. Between the hairbrush and all the splits we cheerleaders do, my cherry never had a chance.”
That was all I needed to hear. I thrust forward, burying my entire seven inches into her virgin pussy. Our pubic bones pressed tightly together, and I paused again to let her adjust to my cock.”
“That’s so fucking cool,” she exclaimed. We’re completely joined, and I can feel you so deep inside me. It hurts a little, but the pleasure is far greater.”
She laid back down and grabbed my arms as I held my position over her. I pulled back, withdrawing a few inches before pushing forward. She moaned again, louder this time. Using shallow strokes I worked slowly letting her body adjust to the intrusion. As I felt her relax, I began pulling out almost completely before pushing back in as far as I could go. Lisa’s eyes were squeezed shut, and her lips were parted as she gasped out continuous groans of delight.
Her snug sleeve was stimulating the underside of my glans, sending distress calls to my brain to hurry up and ejaculate. Though my orgasm was building fast, I was determined to let her cum first. I lowered my body until she was supporting much of my weight, and I began thrusting faster. In this position, my pubic bone was rubbing her hooded clit, and this new sensation elevated her enjoyment even more.
I felt her hands grab my shoulders as she pulled me closer. The hard points of her nipples were rubbing against my chest with each thrust. I was having the fuck of my life and wanted our time to last forever. As joined as we were, I needed more, so I lowered my head and kissed her as hard as I could. Our tongues swirled as we caressed each other’s mouths, savoring the intimacy. My cock was sliding easier now from all the fluids we were making and Lisa had started lifting her hips, meeting my thrusts, trying to drive my cock in even deeper.
As joined as we were, I didn’t think it was possible to get any closer. But her instincts kicked in and she wrapped her ankles around the back of my thighs and pulled hard. I swear that I felt the tip of my cock penetrate her very soul. Within seconds, her body began convulsing as her orgasm hit. Her velvet sleeve tightened around my cock and that was all I needed to explode into her.
As I climaxed, Lisa was almost screaming into my mouth as waves of intense pleasure rocked her body. My cock was jetting rope after rope of semen into the tightest space it had ever been. There was nowhere for my discharge to go, and I could feel it squirting back out and coating my balls. I continued to thrust as her body relaxed and her orgasm slowed. We were still kissing, and I pulled her into a tight embrace as the last of my semen dribbled out of my happy cock. Things were so wet that we made squishing noises with each thrust.
We broke our kiss and I lifted myself off her chest, using my arms to support me. Her eyes were still closed and she was panting, trying to catch her breath. My cock was still a steel spike buried completely inside her, but I knew that wouldn’t last. I, too, was breathing hard, and my butt muscles were still clenched from the immensity of my orgasm.
“Hi, baby, how are you feeling?” I asked softly. “Are you in any pain?”
She drew a few more breaths and replied, “I’m feeling wonderful. My orgasm was brighter and stronger than any other experience in my life. As for pain,” she paused to assess herself, “I’d say I have some discomfort and my back is a little achy from the pounding, but nothing more painful than what I feel after a long day of cheer workouts.”
I smiled and leaned in to kiss her again. “I’m relieved to hear that. This was a wonderful experience for me too. No girl has ever given me more pleasure than you just did. Thank you for the gift of being your first.”
“I felt you cum,” she replied. “I wasn’t sure I believed a girl could feel that, but I felt squirt after squirt of hot liquid hitting the very bottom of my vagina. Combined with my orgasm, it was unlike anything I’ve experienced.”
I shifted my weight and felt my cock slide partially out of her warmth. I quickly slid myself back in, not wanting the moment to end. But I could already feel my cock softening.
We continued kissing until her vagina pushed my flaccid cock out of her, and we both felt the flow of warm goo as it dribbled over her butt and my ball sack. I rolled off, pulling her with me until we were lying on our sides, face to face. I hugged her tightly and gazed into her striking blue eyes, trying to forever fix the moment into my memory. She smiled and we spent time just kissing and enjoying the closeness.
“I’m hungry,” she announced to the room. “How about we try those strawberries and finish the champagne?”
I got up and pulled the serving cart next to the bed. We each sat cross-legged, knee to knee, as I poured two more glasses of bubbly. The flame on the warmer had almost extinguished itself, but the fudge sauce was still liquid enough to use. I dipped a strawberry in and held it to her mouth so she could take a bite. I took one for myself and we spent a few minutes devouring every bit of fruit and most of the exquisite chocolates.
There was still plenty of fudge left, so I dipped my finger in and smeared a bit on each of her nipples. Leaning forward, I licked each nipple clean and enjoyed feeling them stiffen inside my mouth. I spread more fudge on her tummy and proceeded to lick around her belly button until she was clean. To complete my silliness, I spread some fudge on her lips and kissed her passionately, enjoying the sweet taste.
“Two can play at this game,” she giggled and proceeded to pour a blob of fudge into her palm.
Before I could react, she grabbed my flaccid cock, completely coating it in warm chocolate. She pushed on my shoulder, indicating I should lie down, and then proceeded to take my fudge-covered cock into her mouth and suck it clean. Within seconds, I was semi-hard again and even though the fudge had surely been cleaned off, she continued to suck and stroke my shaft. I let her orally pleasure me for a few minutes, but knew after back-to-back orgasms, I needed time to recharge.
I rubbed her shoulder and said, “Lisa, baby, this feels wonderful. But my poor cock needs some time to recover. You can stop now.”
She slowly, sensuously slid her lips off my cock and sat up, facing me.
“Darn,” she groused. “I was looking forward to something salty to go with the sweet. You old guys just can’t keep up. Guess I need to find me a younger stud.”
Though her words were meant to be playful, they also carried a bit of sad truth. Eventually, she would hook up with a guy her own age and someone who met her parent’s approval. And we both knew I wasn’t going to be that guy. But I refused to let anything dampen this moment.
“Yeah, yeah,” I replied. “Us old-timers can barely get it up most days. Good thing you’re as sexy as all fuck!”
She blushed at the compliment and took my hand in hers, saying, “I know today is the only day we’ll ever be able to do this stuff, and when I go back to school I’ll miss you terribly, but I’m so happy we had this chance to be together. Thank you for making me feel special.”
I needed to change the subject, so I said, “I’m feeling pretty grungy. How about taking a shower with me?”
She smiled at the idea and hopped out of bed. We headed for the bath and jumped into the warmth of the shower. The chamber was large and it was easy for us to move around. We took turns soaping each other up, just enjoying the feeling of each other’s bodies. Even after we both were clean, we continued to fondle each other and I was able to finger her to a mini-orgasm.
Lisa leaned against the shower wall, savoring her latest orgasm, and saw that my cock looked all stiff and lonely. She asked, “What can I do to help you with that?”
Without answering, I turned her around and motioned for her to spread her legs and lean against the shower wall. I stepped behind her, grabbed my shaft, and guided my tip against the tight opening of her vagina. Since she’d just climaxed, her pussy was well lubricated and still stretched a bit from our earlier sex. I was able to easily slip two inches into her before pausing.
I reached around and cupped her breasts in my hands and massaged her nipples. Hearing her groan, I pushed forward, sliding completely inside her, and immediately began a deep stroke. I was already on the edge of cumming from the earlier fudge blow job and our shower play, so I knew this was going to be quick. A dozen full, deep thrusts later, my orgasm hit, and I filled her pussy with yet another load of my seed.
As my cock slipped out, I turned her to face me and as the warm water cascaded over us, I pulled her tight against my body and kissed her like there was no tomorrow. My hands ran all over her back and magnificent ass as she ground her pussy into my cock. If I hadn’t been so spent, I surely would have become hard again. We enjoyed these final moments, and then it was time to get back to reality.
We quickly dried each other off and glancing at the time I realized it was getting late. As far as her parents were concerned, this was a regular workday and she was expected home soon. Lisa dressed in the office clothes she’d left the house in that morning, and I donned my shorts and tank top. As we exited the lobby, we made for an oddly mismatched pair, outfit-wise. The drive to her bus stop was uneventful, though we did smooch at almost every stoplight. Fortunately, I managed to steal one last kiss before she exited my car. When I arrived home and unpacked my bag, I found Lisa’s panties with a note which read: ‘Thank you for this most special day. I want you to have these to remember me after I’m gone. Love Lisa.’
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