No Regrets (10 page)

Getting on my hands and knees and raising my bottom in the air, I glanced at him over my shoulder. “Should we do it this way?”

“Uh-uh.” He took me by the hips and readjusted me until I was lying on my side. Then he spooned me from behind. “You don’t think I’m going to just stick my dick in your ass and start thrusting, do you?”

I blushed again, realizing that was exactly what I’d thought. “I guess maybe you’ll work up to it some.”

“Yeah.”

He began to caress me again, his hands stroking over my belly and breasts and his mouth gently nuzzling the side of my neck. Eventually, he pushed up my tank so he could stroke my bare skin, and I began to relax as my body warmed to his touch.

This was Josh. And he’d always made me feel good.

Why should it be any different in this?

It didn’t take long before my pussy was wet, and I was wriggling back into the erection I could feel against my bottom. He’d slid off my pajama pants so there was no barrier when his hand slipped between my legs to feel my warm flesh.

“You can get going any time now.” My voice was thready, and I squirmed against the hard feel of his body behind me.

He gave a wordless grunt I took for affirmation, since I could feel him adjusting slightly behind me.

He must have found one of the vibrators because I heard him switch it on. It was the small, curved one. He pulled one of my thighs up to provide access to my pussy. Then he slid the vibrator along my swollen arousal, then inside me for a couple of thrusts.

I tightened in response as I felt my channel clinging to the vibrating penetration.

Josh eased it out then and moved it forward to my clit.

I cried out in relief as I felt the sensations course through me, and my hips gave a few instinctive pumps as I gasped wetly against the pillow.

Then I felt one of Josh’s fingers in my slick channel. He dipped it in, getting it wet with my moisture. He traced a line out and backward.

Then, in spite of the whirl of intense sensations from the vibrator on my clit, I felt something else. Felt his finger pushing against another, much tighter entrance.

My eyes popped open as the pressure increased. “Eh!” I huffed out, my spine stiffening as I tried to process the dual sensations.

“I’m going to try it this way first,” Josh murmured, coordinating the distinct motion of both hands with admirable skill, “See if you can relax.”

I did as he said and breathed as deeply as I could. The vibrations on my clit were overwhelming, and they sufficiently distracted my reflexes so that Josh’s finger made it past the initial muscle of that other passage. After that, his finger, slick with my moisture, slid in fairly smoothly.

Now that he was in, he eased up on my clit, and I was able to feel the penetration of his finger far more intensely.

Whimpering, I looked back over my shoulder at Josh. He had propped himself up some so he could use both hands between my legs, but even in the dark I could see that his eyes never left my face.

“Leslie? How is it?” He pumped his finger inside me slightly, causing me to writhe in response.

It felt so weird, so alien. And I had to fight against the urge to push the penetration out.

I was very turned on, however, and the new layer of sensation only increased my pleasure. I panted loudly with both nerves and physical response but realized I didn’t want it to end.

So, when Josh pressed against my clit with the vibrator again, I made of mewling sound and gasped, “It’s…it’s good.”

I could feel an orgasm developing quickly, and the additional penetration wasn’t getting in the way. But it was changing the experience, and I couldn’t stop focusing on the way his finger felt as it moved inside me.

There
. Where it really shouldn’t be.

I was pressing my hips back against his hand unconsciously—not wildly but with tight little pushes. And it felt, for all the world, like my eyes were going to roll back in my head.

I let out a few sobbing sounds, and I tried to concentrate on the vibrations on my clit.

“That’s right,” Josh breathed, watching as I shook and writhed in front of him. “Do you think you can come?”

“Eh heh,” I rasped, feeling my whole body—every part of me—tense up in preparation. “Gonna come.”

“That’s right, Leslie. Come for me like this.” Then Josh pushed against my clit with the vibrator even harder.

I came with a loud sob, feeling spasms of pleasure overtake me. My body convulsed clumsily on my side, and my back passage clamped down around Josh’s finger, squeezing it more tightly than I ever did with my pussy.

The orgasm lasted a long time, with an intensity I normally didn’t feel when I came.

My muscles had pushed out Josh’s finger, and he lowered the vibrator, turning it off. He retrieved his hand from between my legs as my knees drew up instinctively from the release of tension.

“How was that?” His voice was hoarse, almost gruff, and I wished I could see his face more clearly.

“It was good. Kind of weird. But good.”

“So you want to keep going?” He’d reached over to grab a tissue and wipe off the finger that had been inside me.

My heart was pounding wildly, but it was from excitement as much as apprehension. “Yeah. I want to keep going.”

He stroked my messy hair. With his clean hand—I was paying attention. “Okay. Just make sure you tell me if it stops being good.” He started to stroke my body over my tank top with that same hand.

Taking slow, deep breaths to relax myself, I let him tease my body into deeper arousal. It didn’t take long, since I was already primed from my earlier orgasm. Then I let him ease my shoulders forward until I was bent slightly at the waist, providing him better access to my bare bottom.

I was looking back at him, so I saw him pick up the vibrator we’d been using before. “Ease this leg up a little,” he instructed, tapping on my upper thigh. “So I can get to your clit.”

Relieved that he wasn’t yet going anywhere unfamiliar, I parted my legs so he could hold the vibrator to my clit again. It wasn’t long until I was whimpering and pumping my pelvis in my growing need for release. When I could feel the pleasure starting to take shape into the beginnings of an orgasm, Josh slid the head of the vibrator backward, away from my clit.

He played around my pussy for a few seconds, then kept sliding the little device back and into the crease of my butt.

When I felt the vibrations pushing against my other entrance, I experienced a jolt of sensation and a flash of startled anxiety. I reared up, arching my spine. “Oh!”

Josh moved the vibrator away. “Tell me when you want me to try that again. It will make it easier later.”

“Right.” I settled back into position and gave him a sheepish look over my shoulder. “Sorry. Had a little freak-out.” I was red with embarrassment, and I felt like an idiot.

I was the one who had wanted this. And nothing about it had been painful or uncomfortable. I just needed to get over my self-consciousness, to let myself be vulnerable.

I’d done all kinds of other sexual stuff with Josh, and he hadn’t let me down. We would be okay in this too.

Josh had been slicking up the vibrator with lube, and he murmured warmly, “Perfectly understandable. There’s no way I’d let anyone get near my ass with this thing.”

It was exactly the right thing to say, and I couldn’t help but giggle stupidly in response. When I caught my breath, I said, “Okay. Try again.”

He held it against my entrance once more and waited for me to relax my muscles.

I took a few deep breaths and made myself release my hold.

The vibrator wasn’t as big as his cock, but it was definitely bigger than his finger.

And it vibrated.

I whimpered as he slid the slim device inside me, slid it out, applied more lubricant, then slid it back in.

It didn’t hurt at all. But it felt so incredibly strange. And the foreign intrusion combined with the gentle vibrations against my very tight walls sent intense and entirely new sensations coursing through my body.

Panting erratically, I tried to get used to the feeling, squirming my hips and stretching my back.

“That's right. How is it?” Josh was stroking and squeezing my right butt cheek, and he began to pump the vibrator smoothly inside me. “Is it all right?”

“Yeah,” I choked, feeling a strange, new rhythm developing in the instinctive motion of my pelvis. “Feels…” I grunted, as it suddenly felt like he’d managed to hit my g-spot despite the fact he wasn’t in my pussy. “Good.”

“All right,” Josh repeated, like he was trying to soothe a spooked animal. “Make sure you tell me if you stop liking it. Do you think you can manage to reach your clit?”

I was hugging my arms to my chest, and I was concentrating so much on adjusting to my confused feelings that it took me a minute to figure out what he’d just ask. “Oh.” I released my arms and moved one of my hands down between my thighs. “Yeah.”

“Rub yourself off some more. It should help.” He intensified the speed at which he was pumping the vibrator. “But try not to come yet.”

I did as he’d instructed and rubbed my clit as well as I could in my hot, dazed state of mind. The additional stimulation helped a lot, and I felt the bizarre intensity I’d felt earlier transform into the shape of a growing orgasm.

I grunted, using my free hand to clutch at the bedding and pressing my hot cheek down against the pillow. “Fuck, Josh. It’s working.”

The climax that was developing inside me was deep and full and powerful—with an added component I just wasn’t used to—but just as my fingers on my clit were getting frantic, Josh pulled the vibrator out of my ass.

“Sorry, baby,” he said in a strained voice. “But try not to come yet.” He readjusted himself behind me so his cock was in the appropriate position. He had the condom and the lube in his hand. “Are you comfortable enough?”

I wasn’t sure I was really comfortable, but that was mostly because of what I knew was about to happen. And I wanted it. I did. “Yeah. I’m ready.”

Josh squeezed out a substantial amount of lubricant on his hands, then rubbed it along my crease, my entrance, and—when I let his finger in—my back channel.

Then he rolled on the condom and lubed up his cock, and I peered over my shoulder as he lined himself up at my bottom.

I saw a glimpse of the expression in his eyes then, even in the dark, as he stared down at his cock, poised to enter me like this.

And, despite his patience and gentleness, there was an almost primal flare of his nostrils.

Josh wasn’t doing this just for me. He would enjoy it too.

It made me want to squirm but relieved me at the same time.

Noticing my observation, his eyes softened. “You need to talk to me, Leslie. Tell me if anything hurts. Tell me if I go too fast.”

I nodded mutely. Then tensed up automatically as I felt the head of his erection pushing against me.

“Baby,” Josh murmured, “just think about the vibrator.”

This wasn’t the vibrator. It was his cock. And it was a lot bigger. And no one had ever penetrated me like this.

Josh pulled back as I tensed up, released his cock, and rubbed my bottom in a strong massage. “You need to decide for yourself if you really want this,” he said at last, as if he’d once again read my mind. “It will be uncomfortable if you clench up like that. I’m not doing anything unless you let me in.”

“Right.” I was blazing with embarrassment again. What the hell was wrong with me? “I’m ready.”

“Next time, instead of trying to relax, when you feel me there, try to push out.”

I gulped. “What?”

Josh’s lips quirked, and he gave me a significant look. “You know what I mean.”

I did know what he meant, and it made me flush even hotter.

I had a brief moment of panic—a different kind of panic this time—but I decided I was as clean as I was likely to be down there.

He’d been quite matter-of-fact about the possible messiness earlier. And the lights were off—which helped a little.

While I’d been convincing myself that there was nothing to be shy about, Josh had lubed up his cock again. “Tell me when you’re ready.”

Swallowing hard, I let out a deep breath and relaxed all my muscles. “I’m ready.”

He aligned his erection behind me again and then I felt him nudging at my back entrance. “Why don’t you rub your clit?” he suggested. When I did as he said, he pressed forward a little more. “Push out now.”

I did as he said automatically, bearing down instead of trying to force myself to relax.

I felt the head of his cock entering.

“Eh,” I whimpered, arching my neck at the unnatural feeling.

“Good, baby,” Josh encouraged me, pushing in about an inch, then pulling back out.

He silently squeezed out more lube, rubbed it on, and then pushed into me again, this time going a little deeper.

I was starting to sweat, and my whole body felt like it was on fire. I rubbed my clit desperately and whined again—an instinctive sound I couldn’t control—as I felt more of his hard cock inside me.