Beginner's Luck

Nancy was next, having been chosen for exactly this eventuality. She was, by her own account, a dirty girl, and was meant to continue adding some edge and grit to Devon's repertoire. Remembering how he had enjoyed her stories earlier, Nancy described more of her past experiences while Devon fucked her. She made sure he went slow enough that she could fully describe the time her boyfriend shared her with a friend, and later being gangbanged by five guys. When he was sufficiently worked up to get past his kindly nature, Nancy had Devon hold her down while he pounded into her. She continued whispering dirty talk in his ear while he took her roughly and nearly passed out from his powerful orgasm.

That evening, Sue had her own encore with Devon and he got the full experience of a lithe, eager Asian girl. It turns out she has a penchant for sucking a cock straight from her pussy, which Devon enjoyed immensely. She says they spent a lot of time doing her "back and forth" trick. Interestingly, she offered Devon her ass and, though obviously intrigued, he declined. Turned out he wasn't bored of pussy yet. Which brings us to the next day.

Anyone in education will tell you that assessment is crucial, and it must be both valid and statistically reliable. It was my turn and I suspected this would be one test Devon wouldn't mind taking. But I didn't want to be the last girl, lest anyone think I saw myself as above everyone else and therefore deserving of the climax to our program. So I brought along some help.

Eva and I cornered Devon mid-morning and announced he was done with work for the day. Having long ago commandeered the stateroom, we brought him in and got down to business. We were proud of Devon, how much he had learned and the fact that he had retained his good guy nature. But we felt it our duty to make sure our teachings had stuck so that he could put his newfound skills to good use as he went back into the world.

In other words, he had to satisfy both Eva and myself. A tough job, I know, but unsurprisingly Devon was up for the challenge.

Eva and I took turns soulfully kissing Devon. Once again, I relished the idea that so few people get to have the experience of two women cooperating to pleasure them. Devon eagerly alternated between us while we helped him discard our clothes. Then we got on our knees for a two-girl blowjob -- actually Devon's second time experiencing such a rare act! I had brought along my phone so we could take some photos and videos commemorating Devon's "graduation". Eva and I both smiled at the screen with Devon's cock between us. I got some lovely video of her doing her best work and then handed the phone to Devon for some POV coverage.

After having Devon pleasure us for a time we came to the main event. Gloriously nude, Eva and I stretched out on the bed. In a pre-choreographed maneuver, we both "assumed the position": Knees up and legs spread, wrists crossed over our heads. With a proud smile, I told Devon it was time to impress us with what he'd learned. He could go back and forth between our pussies, but must last long enough for each of us to orgasm.

In truth, this wasn't likely to be an issue because both Eva and I are gifted with the ability to cum from intercourse. But this was an assessment after all, and I wanted to see what Devon had learned. I was hoping he had developed some control and confidence from our program. That's as far as my scholarly interest went, and I'd be lying if I said I wasn't ready for some fun too.

Devon was hard as a rock. As he got between Eva's legs I could see his cock needed to be pushed down to hit the mark. Reaching over, I helped guide him inside her. Moving slowly, Devon savored Eva's wetness. His thrusts were careful, but firm and I could see they were both enjoying themselves. I kept a hand on Devon's butt, gently urging him on, but tried not to be distracting. Eva pulled him down into a kiss, which was lovely to see.

Soon, she urged Devon to give me my turn. He withdrew his cock very carefully and sidled over between my spread knees. It felt very dirty to take him with his cock still wet from Eva's pussy, but I was more than ready. Again, helping him find the correct angle, he sank it into me. The boy really did have a nice cock and as he pressed it fully inside me I realized I might cum sooner than I thought. Not wanting to give him a big head, I "thought about baseball" so I could keep in control. I also pulled him down for a big kiss and relished the feeling of his body over mine, running my hands all around his back as he fucked me. A few minutes later he returned to Eva, then back to me again.

Sensing Devon might be nearing the edge of his control, I stopped him and we disengaged. I then suggested a routine of one minute per girl until we had both cum. Again, challenge accepted! He got back between Eva's legs and went to work. A minute later he pulled out and came back to me. We then incorporated changes of position as Devon took turns with us. When on top, Eva and I were most careful not to overwhelm Devon with sensation, lest things end too soon. I think he most enjoyed taking us both from behind, which also made us feel delightfully slutty. Ladies, again I ask you: have you ever been on your hands and knees, waiting for a guy to pull out of the girl next to you so you can have some more cock? Maybe not for everyone, but if it's to your taste, it's quite sublime.

Eva and I both let ourselves go while Devon fucked us on our hands and knees. In her case, it was combined with dirty talk and an urgent request for him to pull her hair. Her orgasm was accompanied by moans loud enough we were surely heard above deck. When it was my turn I asked Devon to reach under and touch my clit while he fucked me, not because I really needed it, but because I wanted to reinforce that some girls would need more than just intercourse.

Having both reached amazing heights, Eva and I flopped over on the bed to catch our breath. We were smiling and a bit giggly, both proud of how much Devon had learned and matured. He was becoming an excellent lover. But of course, we weren't done.

"What now?" he asked.

"I'll tell you what now," I said. "Now it's your turn. How do you want us?"

Devon asked to be on top once more and I declared it a Lightning Round. He was to go back and forth between us again, five thrusts each. Whichever pussy he happened to be in when the time arrived, that was where he could cum.

The poor dear. He was beyond the point of making it last much longer, though he gave it a hell of a try. We got through only a couple of cycles before he clearly could hold back no more. He was inside Eva and she wrapped an arm around his neck. I again put an encouraging hand on his back and whispered in his ear. "Do it, baby, cum in her! Let it go!"

I backed off as the climax overtook him, not wanting to be a distraction. Devon's body tensed as if receiving an electrical shock, his eyes squeezed shut and his pleasure took him. Eva rode it with him, her legs spread wide and welcoming. Eventually, Devon collapsed into her arms and she waved me over. Together, we held and stroked him as he slowly, slowly came back to his senses.

***

Our week on the boat soon ended. Devon was characteristically sweet when we said our goodbyes. I was pleased that he wasn't awkward with me or the other girls. He had developed some confidence, as I'd hoped. Unable to resist imparting some final advice, I complimented his new attitude, adding that confidence is great but cockiness is not. With that said, I hoped he would find it easier to make things happen with girls.

Devon nodded and gave me a heartfelt thanks for what he called, "The best week of his life."

I gave him a kiss and a swat on the ass. "Now go out and top it!"