May 22, 2022

Crazy Lenny: The Final Year Virgin II (18+)

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Crazy Lenny: The Final Year Virgin II (18+)

She was breathtaking. Her breasts, which I would later learn were 36DDs, were magnets to my hands. I tested their weight, as her hard nipples centred in broad areola pressed into my palms. A small moan escaped her lips, as she leaned in to kiss me again, taking my cock in her hand, stroking slowly.

She began kissing down my jaw, to my neck, swirled her tongue around each of my nipples, causing my cock to spasm, as I saw some precum leak out, which Tolani spread across my glans. Soon, she was kissing and licking my navel, just inches from my cock.

When she kissed the head, softly, then extended her tongue to lick another droplet of precum off, I had to close my eyes to keep from cumming that very instant. I knew that if I watched her take me into her mouth, I would have lost it immediately.

Instead, she kissed and licked her way down the shaft. I opened my eyes when she gripped the base hard, to stop me from shooting off the moment she sucked one of my balls into her mouth.

“Gawd, Tolani!” I got out, feeling overwhelmed by the sensation of her warm mouth, her tongue sliding around my testicle. She repeated the same on the other nut, maintaining that grip on my cock until my need to cum receded a bit, then she began stroking up and down again.

Looking down at her, her mouth beginning to work its way back up my shaft, her breasts pressing between my legs, the ends of her hair tickling my left knee and her naked back and ass the rest I could see of her, I said a small prayer that I wouldn’t wind up disappointing her, this goddess in the process of answering so many of my other prayers.

I didn’t care that she was doing this because my roommates had asked her to. I didn’t care that she was going to get 40,000 naira for it. I only cared that it was one of my best female friends I was going to give my virginity to, very soon.

Tolani’s mouth had reached the top of my cock. She repeated the grasp around my base at the same moment she swirled around the glans with her tongue for the first time. I arched my back, anyway. Her grasp tightened even more, as I felt my balls tighten up. She looked up at me, and said, “You’re not going to cum until I say so, baby, so relax a little and enjoy this.”

“I… I’ll try.”

The sensation of her mouth taking my head inside was unlike anything I had imagined it would be. I hadn’t imagined the warmth, hadn’t imagined the texture of her tongue sliding across my nerve endings, hadn’t imagined the suction. I sure hadn’t imagined also sliding across the roof of her mouth, to bump against the beginning of her throat, before she slurped back up to the head.

My brain surrendered to the experience, feeling instead of thinking, my fears of disappointing her, of being rejected by her, fading away, as I let myself be just my cock for a while, as she made love to it, as I let her love me.

She repeated that grasp around my cock several times, as she sensed I was getting close again. I was beginning to go crazy from being denied, but each time everything got more intense. I really thought my balls were going to explode if she didn’t let me cum soon.

“Please,” was the only word I could get out.

She must have taken pity on me, because the next time I peaked, she let my cum burst forth, deep in her mouth, where I could feel her swallowing as I pumped shot after shot of my seed. I think I blacked out because the next thing I could remember was Tolani standing in front of me, pulling on my arm, saying, “Let’s get in bed, Jide.”

I stood, still feeling a bit groggy, and let her pull me to my bedroom. She managed to roll herself onto her back on my bed and simultaneously pull me on top of her. My cock was just beginning to recover. Being pressed against her pubic hair, while she started to kiss me and I felt her nipples, I was soon rock hard again.

“Do… do I need a condom?” I asked, knowing Lekan kept some in his desk.

“No, baby, I’m on the pill,” she answered. “Are you ready for the next step, to stop being a virgin?”

“What do I do?” I asked, feeling stupid as I did.

“First, put your hands on the mattress by my sides, so you can take some of your weight off of me.” I did this, which pressed our groins together more tightly. “Get your knees onto the mattress between my legs, and I’ll guide you inside me, okay?” She spread her legs, as I shifted more weight onto my knees.

Tolani’s hand slipped between us, I felt her slip my cockhead across her clit and down to her opening, then her other hand went behind my ass, and pulled me into her a couple of inches. “Now, it’s just a matter of pushing in and pulling out with your hips. Not too fast to start, I’ll let you know when to go faster or harder, okay, baby?”

I wanted to say, “Thank you,” but knew it would sound boring. Besides, it ought to be saved until after we were done. I began pumping into her, adjusting to the sensation of her flesh both sliding by and gripping me as I moved through them, every nerve ending tingling. I was glad for the first orgasm, as I knew I wouldn’t have lasted long without it.

I watched Tolani’s breasts wobbling on her chest as I fucked her, and I leaned down to grab one of her nipples in my mouth, causing Tolani to moan, “Suck me, fuck me, Jide. Oh, gawd, I’m gonna cum! Oh, baby, just like that! Fuck! Cumming!!”

Feeling her start to shake under me, squeezing around my cock, was marvellous I had made a woman cum. Me, the last person I knew who was still a virgin, had not only stopped being one, I had just achieved another dream as well. I kept sucking on her nipple and thrust harder with my hips, feeling my own intensity rising and rising.

“Oh, baby, so good,” Tolani said, breathlessly, when she stopped shaking. “Faster now, baby. Get yourself off in me. I want to feel you splash inside me.”

I released her breast and started slamming into her faster and faster, our pelvises slapping against each other, feeling my orgasm racing towards me. I screamed, “Tolani!” when I started to cum. And cum. And cum.

I managed to not blackout this time and kept thrusting into her, hoping to get Tolani off a second time, but my cock softened against my will. I brought myself to a stop, slipping out, then rolled to my left, between Tolani and the wall my bed was against. I reached my hand over to rub her clit, only to find that her hand was already there, working furiously.

I leaned over to kiss her, one hand groping her closer breast, as I watched her get herself off next to me. She shuddered again, moaning into my mouth.

Once she was done, she turned her back to me, then snuggled her ass back into my hips, pulling my right arm over her, and under her breasts.

Cuddled behind her, I whispered, “So, I guess you won.”

“Won what, baby?” she asked.

“The 40,000 Naira,” I said, feeling her stiffen in reaction.

She rolled back over to face me, putting her left hand on my cheek. “You knew? It wasn’t about that for me, Jide, you have to believe me.”

“I know, Tolani,” I said, taking her hand and kissing the back of it. “I overheard at the window the day Lekan and Hassan arranged everything. Even if I hadn’t heard you girls raise your objections, that’s never been the kind of girl you are. Besides, I don’t really care if it had been the reason.

However it happened, tonight is going to be a glorious memory for me, forever, when I got to make love with the woman who’s been closest to me these four years. Thank you so much. But I… I have to ask you something.”

“Anything, Jide,” she responded.

“Can I… Can I buy your silence, for another 40,000 Naira? Don’t tell anybody that you succeeded tonight until I’m ready to tell everyone myself? Tell them that we kissed a lot, but we didn’t go all the way, that I got scared.”

“Why?” she asked. “I would think you’d be happy to let your best friends know you weren’t a virgin anymore.”

“Normally, I might,” I said. “But this bet changes things. What happens if you go back to your roommates and mine and announce that you won? That would be it, it would be over. And any shot I have at being with the other three girls goes away with it. I would rather they still thought they have a shot at winning if you don’t mind.”

Tolani giggled. “Oh, you do have a naughty mind, under that shy exterior. Okay, I’ll keep quiet, but I want something else instead of the 40,000 Naira.”

“What’s that?”

She kissed me quickly before saying, “After you manage to get with all three of my roomies, I want one more night with you before finals, then another before graduation. Deal?”


We snuggled for a little while longer, before she got up and got dressed, then slipped out of the apartment to get back to hers, about half an hour later. I picked up my own clothes and was asleep before my roommates returned.


Fatima – always Fatima – was a 5’3″ black-haired beauty of Iranian heritage, although she herself claimed to be an atheist. Her curly hair was down to her mid-back, slender everywhere but her C-cup tits, which she tended to leave braless all the time.

The closest I ever came to flirting with her was one day during the Harmattan season when she came into our apartment looking for Lekan. Her nipples were very prominently popping out against her grey sweater.

She hadn’t bothered putting a jacket on, that’s how close the two apartment doors were. I asked, “Cold out?” while looking right at her chest. Her answer was a tap on my arm, and a smile, while she tried to cover up with the other arm. The image is burned into my brain forever, though.

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Written by
Dr. Deolu Oniranu-Bubble


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