A few days later, we were nearing the end of our holiday. Sitting in a restaurant near the beach, we debating what to do the following day when we saw Josh and one of his friends walk by. We exchanged a look of remembrance.
“He’ll remember that night for the rest of this life,” Callum commented.
“It’ll be a while before he doesn’t hear your voice when he’s getting down to it,” I laughed.
After a while, we moved onto a nearby bar for a few nightcaps. Appearing from nowhere, Josh’s friend appeared at my elbow.
“Hi. I, erm, understand you’re a good teacher,” he murmured.
Exchanging a look with Callum, I let him respond. “She’s actually an accountant,” he laughed.
The lad looked from Callum to me, and back again, as though trying to work out if the reply was the truth.
“Josh said you’d taught him a few things and I was hoping you might do the same for me. I knew he must’ve made it up!” the lad said looking at his shoes.
Taking a half step back, I took in the lad before me. About five-feet-eleven-inches, athletic build, dark curly hair and milk chocolate skin. He was an attractive lad.
“What did Josh tell you?” I asked.
“I’m so sorry, I got really drunk and it just came out. I know you said it was to stay between us, but I couldn’t help it. Only Jackson here knows, please don’t be mad,” came Josh’s voice from behind me.
“Josh! We helped you out of your little dare hole and you do this?” I frowned at him.
“Why do you need a teacher, Jackson? What do you need to learn?” Callum had a puzzled look on his face.
“The same as Josh did. Method and control,” he looked embarrassed. “All the guys presume I've had tons of experience, with the black guys' size rumour, but girls have heard it too and shy away from me. I don’t think I fit the stereotype and I don’t want to hurt anyone; I want to please.”
“Why don’t you two go get us some drinks? Let us talk about this, please,” I suggested.
As they walked to the bar, I watched Callum’s expressions: disbelief at Jackson, disappointment at Josh, contemplation as the idea started coming out of my mouth, pure wonderment and adoration at me.
When the lads returned, we let them stew for a while. Sipping our drinks and talking about the area we were all in, we passed the time ignoring the reason they sought us out.
As we neared the bottom of our glasses, I decided it was time.
“I will be your teacher, Jackson, one night only. Josh, you must make amends, mind you, so you’ll come along with us. As before, nothing happens unless all are comfortable. Callum stays, and this must stay between us. Do you both understand?”
Josh nodded quickly. Jackson was a little more hesitant. Callum merely smiled and drained his glass.
“Shall we?” he asked as he stood. Talking my hand, we made our way back to our hotel once more.
Once there, I put on my best teacher persona. “Take your clothes off, boys. Let’s see what we have to work with,” I commanded.
Sharing a look, Josh and Jackson slowly started unbuttoning and unzipping. Finally, they stood naked. Unsure of themselves, but naked none the less. Jackson’s smooth milk chocolate skin was taught over a defined six-pack, more hair than Josh but by no means hairy. His flaccid cock hung at around four inches; this could be interesting.
“Josh, sit in that chair and put your hands on the arms. Don’t move unless Callum or I tell you to. Jackson, get over here and help me out of these clothes,” I instructed.
Moving slowly, Jackson moved to stand in front of me, his hands shook as he reached for the zip down the front of my top, eyes flicking to Callum as though checking he wasn’t about to be punched! He slowly lowered the zip which ran from above my left boob to the hem above my right hip. The material fell open, and I wiggled to let it slip from my shoulders to pool at my feet. He looked confused by my shorts, so I unzipped those myself, pushing them down to join my top on the floor.
Standing in front of the young, naked Jackson in just my pretty bra, lacey knickers and heels, I watched his thoughts run across his face. Young guys are so readable! He went from uncertainty to desire; you could almost see the point where his cock took over the thinking from his brain.
Reaching for my boobs, his fingers traced along where the lace of the bra met my milk-coloured breasts, the contrast in colour was mesmerising. Callum groaned at the sight. The undies disappeared in a blink (nimbler fingered than Josh!) those milk chocolate fingers held my boob and fondled my pink nipples. His face said he was fascinated by them, his eyes fixed firmly on the stiffening peaks.
Stepping back from him slightly, I got my first look at his awakening equipment. Around three-and-a-half-inches thick and eight-inches long, he was almost at full mast, judging by the skin stretch. His cock was darker than the rest of him, which gave him an almost toy-like appearance. Sinking to my knees, I had to taste this chocolate rod.
Running my tongue around the head of his cock earned me a groan. Having a small mouth (Honestly! My dentist said so!) there was no way I was going to be able to swallow this one. I worked my tongue around the rim, flattening it to lick across the head, I did what I could. Luckily, with the owner being young and here to learn, there was no requirement for me to do much more.
Standing up, I lead Jackson to the bed. Bending over the foot, I offered my rear to the student. My three-inch platform heels meant my pussy was at the perfect height for him.
“Push in slow, Jackson. She’ll need to adjust to your size. When she wiggles, you can fuck her slow and deep,” Callum spoke up. “It’s ok, we can both see fine.”
I’d forgotten about Josh sitting in his chair. Looking across, I could see his cock straining straight up, his hands still gripping the arms of the chairs so hard, his knuckles were white.
Then all thought left my mind as that chocolate cock pushed slowly into my moist pussy hole.
He only pushed in a couple in inches, as he’d been instructed, but my goodness he was thick. Rock hard and hot, he was similar to my largest dildo but so much better.
It wasn’t long before I started pushing back, wanting more of that cock. Taking that as his cue, Jackson held my hips and slowly rocked in and out of my body, going a little further in each time. Each time he rubbed by g-spot, I groaned.