I was done with sex. My first time had been awful. I'd just turned 18 and was at a party. I'd had too much to drink. Steven had too. We hooked up, but neither one of us knew what we were doing. It was painful for me and not pleasant, at all.
I say "was done" because, about a year later, my older sister, Christy, came to my rescue. Christy is two years older than me. I'm 20, and she's 22. We're practically twins, about 5'7" or so, with olive skin, dark hair and breasts on the smaller side with large, dark areola, and nipples that like to harden when we're turned on. The only real difference is that Christy has a dark bush, where I wax my pussy. Christy's hair is dark like mine, but longer.
Last summer, when she got home from college, Christy shared with me her sexual experiences with her best friend Melissa. It sparked an interest in me and, with Christy's help, I discovered the incredible highs of sexual intimacy. Yes, it was with my sister, but my love and trust for her overcame any social taboos.
We spent much of the summer discovering the wonders of lesbian sisterly love. That fall, we ended up at the same college and rented an apartment together. Melissa would come over to visit sometimes, and even bring her older sister Karen. Those were fun times, with lots of kissing and licking and cumming!
I was over my fear of sex, but I wondered if I was over my fear of sex with men.
How I overcame my fear started innocently enough. Well, maybe not totally innocent. Craig's friend Mitch was coming over to our family home to spend the night. My folks were going away for the weekend and asked Christy and I to come back and be in charge. Christy and I both liked Mitch. He and Craig are both 18 and, at 6' or so, brown wavy hair, muscular build with a narrow waist, Mitch was very handsome. He was also a virgin, which I learned from overhearing a conversation between him and Craig.
We were pretty sure he had a crush on both of us. I was just beginning to wonder what it might be like to let a man's cock get back inside my pussy, but wasn't ready yet. Christy wanted to fuck him in the worst way.
She had this naughty idea for us to do a modified strip tease for the boys. We wouldn't get totally nude, but down to our underwear. Yes, it was flirting, and yes, I was pretty excited thinking about it.
As the boys did the dinner dishes, Christy and I changed into extremely short skirts, black tights over black panties, and clingy tops that outlined every curve in our boobs quite nicely.
We told them to sit on the couch. I put on some soft jazz music and we entered the room. We'd choreographed a pretty sensual routine, hips gyrating to the music, hands working in unison while we tossed our heads to the side and gave the boys a very seductive look. Then, the undressing part began. We kicked off our shoes, and turned our backs to them, lifting our butts in the air as we removed our tights.
I noticed Mitch getting pretty uncomfortable, moving around to adjust himself. I could see pretty plainly that he had a hard on. What surprised me was that Craig had one too. I could see his dick swelling in his shorts as we turned and began stripping off our tops to reveal skimpy matching bras. Finally, we shimmied out of our skirts, leaving us only in black underwear.
We grabbed our things and hurried out as Mitch called after, "You didn't have to stop!"
We laughed as we got back to our room and put our regular clothes back on.
"What'd you think?" Christy asked as we sat back down on the couch.
"Did we do good?" I asked.
"What was that about?" Mitch asked, trying to hide his erection.
Craig actually had to shift his cock around to find a comfortable position. I found myself drawn to it, and tried not to stare. Truth is, I'd never been attracted to my brother before. But realizing the power we had over him, our ability to really turn him on, was intoxicating.
"Did you see their cocks?" I said after we were back in our rooms for the night.
"They were both pretty turned on," Christy said. "And so am I!"
Later that night Christy, made her move on Mitch. She waited for him to get up and use the bathroom. She then got up and waited for him in the hallway.
She later told me she kissed him and grazed his cock as she went by. The next day she invited him over to our apartment to work on her computer. I knew that she was going to have sex with him, and I began thinking about sex, and about Craig. I wondered if doing it with someone safe, like I did with Christy, might be just what I needed.
We left home together, but I came back to give Christy some privacy. It was just Craig and I for the next 24 hours.
He was playing video games when I came in. He was dressed in running shorts and a t-shirt. He's pretty muscular and as tall as Mitch. Some might say he qualifies as tall, dark and handsome. I put my bags back in my room and joined him on the couch. When I sat down, he paused the game.
"So what was that really about last night," he asked.
"Oh, the strip tease?" I said.
"Yeah the strip tease!" he said, wagging the game controller at me.
"Well, honestly," I said. "We were trying to turn you guys on."
Craig shook his head. "Well, it worked!"
"I could tell," I said slyly, glancing down at his crotch.
Craig must have been remembering the night before, because I noticed a slight movement under his shorts.
"Mitch I understand," Craig said, shifting a little. "But I'm your brother!"
"I know!" I said, smiling. "We were just being silly. It didn't mean anything."
Craig paused, looking at me strangely. "Well, it wasn't silly to me."
"I'm sorry," I said, regretting what I'd done.
"Don't be," he said. "You actually did turn me on big time. I couldn't believe it, but when I went to bed, all I could think about was you taking off your clothes and seeing your nipples poking through that thin bra."
"Oh!" I said, surprised.
"I hate to admit this, but I jerked off thinking about you, my sister!"
"Wow!" I said.
"And it was fucking amazing!" he said, setting the controller down. "I'm not supposed to think about having sex with my sister but I can't seem to stop!"
He seemed almost mad at himself.
"You must think I'm some kind of a perv," he said, looking down.
"Not at all," I said, putting my hand on his thigh, his very muscular thigh.
I began very gently running my fingers through the hairs on his leg. Craig stared at my hand. I noticed the front of his running shorts beginning to bulge.
"Shit!" he said. "It's happening again!"
"It's okay. I kind of like it, actually," I said, moving just slightly towards his growing cock.
"You like it? Does it turn you on looking me getting a hard on?"
I nodded, looking up into his eyes. "I'm totally wet right now thinking about your cock."
Craig looked surprised at first, but didn't move my hand away as it inched closer to a now very obvious erection.
"Shit!" he said again.
"Is that the only word you know?" I said.
"No, but it's the only one I can think of with your hand almost touching me."
"Do you want me to touch you, Craig?" I asked, looking down at his crotch.
"I do. Is that wrong?"
"Not to me it isn't," I said, moving my fingers to just graze the head of his cock, which was laying on its side and nearly pushing out of his shorts.
His cock jumped in response to my touch and grew even bigger.
"Oh fuck!" he said.
"You okay?" I asked.
"Shit yeah!" he said, shifting so the head of his dick actually did peak out from under the fabric.
I became bolder and put my hand on top of his cock and squeezed slightly. Craig moaned in response.
"More?" I asked, not wanting to take this too far for him, or me.
"Oh please!" he said, pulling down his shorts and underwear in one motion.
His very large dick sprang out, standing straight up in the air, fully erect and throbbing.
I caught my breath. It was beautiful. And I wasn't repulsed like I thought I'd be after my first bad experience with sex. Instead, I reached out and grasped his shaft in my hand, stroking up and down softly.
"You have a beautiful cock, Craig. It's so big!"
"I guess," he said. "No one's ever seen it like this before, or touched it."
"You mean?" I said, still staring at his member.
"I'm a virgin," said, in an almost defeated tone.
I looked up, removed my hand from his dick and cupped his face in my hand. "I'm glad you're a virgin, Craig."
"You are?" he asked. "Why?"
"Well," I answered, "this is going to sound really strange, but I've only been with one guy before, and it was bad. I've been thinking lately about maybe giving guys another chance, but wanted it to be with someone I know well and trust."
"You mean?" he said, looking into my eyes with an almost pleading expression on his face.
"I mean, I would be honored if you'd let me be your first."
Craig reached over and put his hand on my shoulder. "I can't believe I'm saying this, but I would love to fuck you, even though you're my sister!"
With that, he pulled me close and planted a gentle kiss on my lips. I pulled back and then went in for a much deeper one, sending my tongue into his mouth. While we French kissed, I put my hand back on his cock and began stroking it again.
After we broke off, Craig kicked his shorts the rest of the way off and onto the floor. I took his hand and put it on one of my boobs. He started kneading it gently.
"My nipples are hard," I said. "Can you tell?"
"Uh huh," Craig said, running his fingers across my tits.
"Do you want to touch them?" I said, reaching down and pulling off my t-shirt. I wasn't wearing a bra.
"They're incredible!" Craig said.
He reached over and began touching both nipples.
"Ummm. That feels good!" I said. "Squeeze them, oh, like that, yeah. Now put your mouth on them and suck my tits!"
Craig leaned in and took a breast into his mouth. It felt so warm to have his tongue licking my nipple. I could tell I was getting really wet and really turned on.
I kissed him again, and moved down to take his cock in my mouth. First I just grazed my tongue on the head of his dick. He took in a quick breath as my mouth went over and down his shaft.
"Oh fuck!" he said. "You're sucking my cock. You're sucking my cock!"