When the Need Strikes - Chapter 4 - Sex Stories

When the Need Strikes - Chapter 4

... know, where “normal” is defined as pleasuring each other whenever we’re horny. Fuck you, DeGraves, I thought, grumbling, as I put on a set of lingerie that I knew Craig would like. Why can’t you just be a normal billionaire? Why do you have to play with people like this? Making sure the coast was clear (getting caught sneaking into my brother’s room in Victoria’s Secret underwear would, I knew, be pretty hard to explain) I made my way onto Craig’s bed and lifted up the covers… And as I did, I saw a truly horrifying sight. As he’d slept, his hand must have drifted into his underpants. His dick was still hard, but softening—his hand was resting on it, and his underpants were wet. From the incredibly familiar smell, I could tell that he’d only just cum. “Craig!” I said in shock, making sure to not be too loud. “Oh, fuck…” he said when he awoke saw what he’d done. “Oh, fuck. Fuck fuck fuck! Does this count??” I tried to remember the exact wording of the contract that we’d signed, but I couldn’t. For a brief moment, I was furious. “What the fuck, Craig? How could you do this?” “How could I do this?” he replied, sitting up and staring intensely into my eyes. “This is your damned fault—I dreamt all night about your little escapade last night. I couldn’t close my eyes without thinking about how good it felt, about how much I wanted to…” He trailed off, and—not for the first time—I wondered what was wrong with me. Why did I find that strength of character, that dominance, so…so… I ...

... took a deep breath, trying not to think about what he’d just said—or how much how he’d said it had affected me—and replied as calmly and rationally as I could. “Look, it’s no one’s fault. I’m sorry for winding you up…we’ll just have to go see Lord DeGraves, and see what he says.” “Fine,” Craig said, avoiding eye contact. “I’ll make an appointment.” * * * The earliest DeGraves could see us was the next morning, and Craig and I avoided each other’s company until then. I knew we were both turned on—well, I knew that I was turned on, and I couldn’t imagine that my brother wasn’t—but it was too awkward…we didn’t want to risk using each other to get off needlessly. If it turned out that we’d already lost. After a brief conversation, we agreed not to masturbate either…just in case. One more almost-sleepless night later, the morning finally arrived. I went in to check on my brother, and was amused to find him laying asleep in bed wearing pajama pants…and a belt. At least he was taking this seriously. “Wake up,” I said, throwing a pillow at his head. He woke up, looked around sleepily and glared at me. I would have said it felt just like everything had before the wager, except for the pulse of arousal that passed through me at Craig’s glare. Our parents let us borrow the car, and half an hour later, we were sitting in Lord DeGrave’s office, sipping the tea he’d insisted we take, waiting for him to get off the phone. “Fine!” he finally said, rolling his eyes at whoever was on the other ...