Dearest Stepbrother: Double Trouble - Ultimate Bundle

by Olivia Hawthorne

  I laughed, but the humor was replaced with something more needy when he wrapped his palms over the weight of my breasts and squeezed. A shiver ran down my spine, my back arching to press my breasts tighter into his grip. Cars sped past us on the road, none of them able to see what we were doing in the back seat. I liked the freedom we had, the knowledge that there was nothing holding us back from taking what we wanted from each other.

  At home, it was difficult to restrain ourselves from touching each other, tasting each other, whenever the mood struck us. We’d learned secret ways to be together, but it was never enough. I was addicted to them as much as it seemed they were addicted to me.

  “You know what I’ve been wanting to try?” After asking the question, he took the tip of my breast into his mouth, rolling the nipple with his tongue. I trembled, unable to talk when he was nipping at the tip with his teeth. He looked up at me from beneath his lashes, his green eyes flashing with mischief.

  Pulling back to rest against the back of the seat, he ran his hands down my body, eventually finding the button of my jeans and loosening it before pulling down the zipper. “I was thinking about trying something new with you. Something we haven’t done before, but I’ve been dying to try. I read about it on some porn site, but from what I read, it’s something that will have you screaming for more once it’s been done to you once.”

  Moving off his lap, so he could remove my jeans, I laughed when he yanked them down my calves and leaned over to pull my panties off with his teeth. “Okay, I’ll bite. What do you want to try?”

  You never knew what Alex had up his sleeve. The boy was always full of surprises.

  “Anal.”

  He said it quietly, as if he wasn’t sure how I would react. I noticed Asher glancing back, his green eyes catching mine for only a second before he looked back towards the road.

  Gripping my legs to pull me back where I was straddling his lap, he reached down to circle his finger over my clit, the sensation making it impossible for me to think clearly. Slipping his finger down, he pushed it inside my body, his other hand massaging the weight of my breast as he pinched the tip between his thumb and finger.

  The one word hung between us as he leaned forward to kiss me softly. When he pulled away again, I reached down to unbutton his pants and free his hard cock. He gripped my hips with his hands, lifting me up to position me over the tip of his cock, holding me there as he locked his eyes to mine.

  “What do you think, Kelly?”

  I opened my mouth to tell him that I didn’t know what I thought, but the words were lost as he pulled me down on top of him, pushing inside me to stretch me full. My head fell back, his hand gripping into my hair as he moved his hips beneath me. Our bodies rocked together and small moans left my lips, his mouth working on one of my breasts. I opened my eyes and watched as cars drove next to us; the drivers and passengers completely unaware that we were fucking in the back seat.

  “Think about it, baby. The first time will just be one of us, but eventually, you can have both of us inside that fine little body of yours at the same time. It’s the best of both worlds.” His words were choppy, but he was still able to speak them. Slowly, he rotated his hips below me, pushing in and out of my body with a slow, lazy rhythm that was building a comfortable heat inside me.

  “Don’t push her, Alex. If she doesn’t want to try, she doesn’t have to.” Asher warned from the front seat.

  Barely able to formulate thought because of the way he felt inside me, I admitted, “I don’t know what it would feel like.”

  He grinned. “Would you like me to show you?”

  I gripped my hands tighter on his shoulders, fear shooting through me because I didn’t want to do it here in the car. It was too new to try when we were in a moving vehicle. “Not here, Alex. If I do this, we’d have to go slow.”

  Smiling so brightly that dimples indented his cheeks, he said, “Not here, but I can give you a taste. Lean forward.”

  I did as he said, but whispered, “I’m scared.”

  He kissed my cheek before whispering back, “Don’t be. I’ll take care of you, Kelly.” Slipping his finger inside my mouth, he said, “Suck on this for me.”

  I slipped my tongue over his finger, sucking the tip before he pulled it out and whispered, “Don’t be afraid.”

  Moving his hand behind my body, he pressed the tip up against the entrance of my bottom, pushing in just enough to stretch the muscle. I jumped, but the muscles of my core gripped tighter to his cock, his hips still moving in a slow rhythm that was driving my body wild.

  “Is that okay?” He asked softly.

  “Yes.”

  He pushed his finger in farther, moving slowly enough to allow me to get used to the feel of it.

  It was so dirty, so raw that the orgasm that had been slowly building inside me became stronger, his hips moving faster when he noticed how my core gripped his cock.

  “You like that, don’t you?”

  “Yes,” I admitted.

  Moving his finger in the hole with the same speed of his cock in the other, he kept whispering to me about how beautiful I was. My body felt twisted up inside, the orgasm more powerful than I’d experienced before. It felt like he was triggering two different types of pleasure at the same time and I came so hard, that he moaned out just to feel my body grip him even tighter.

  “Fuck…” He breathed out. “Yeah, baby, you’re ready.”

  He came into me immediately after, leaning back so he could take my mouth with his. His lips moved over mine with need and desire and I knew that the next time I had sex with them both, I’d be in for something new. I was scared, but after just a taste of what it would do to me, I was excited as well.

  Chapter Three

  Choosing a hotel to stay in for the night, Asher, Alex and I laid on the large king sized bed, stretched out with arms and legs all over each other as we attempted to smooth out of the muscle cramps from a full day spent on the road.

  “It feels so good,” Alex groaned. Staying in a car all day sucks!”

  Asher laughed. “Shut up, asshole. At least you got some on the road. Kelly owes me.”

  Smacking him on the chest, I chuckled. “I’ll pay you back tomorrow when we’re on the road again. Alex has driving duty.”

  “Deal.”

  Alex sat up finally, making Asher and I look bad because we still didn’t have the strength. “We need to eat. I think I saw a restaurant down the street when we pulled up.”

  “I don’t want to get back in the car!” I complained. Although the day had been fun and we stopped at all the cheesy roadside tourist traps we could find, the thought of getting back in that car made me want to cry.

  “We’ll walk. It wasn’t that far. We need to stop by a convenience store as well. Hopefully, there is one close by.”

  “Fine,” I answered. Pushing up from the mattress, I threw my legs off the bed and stumbled towards the shower. “I need hot water on my body now.”

  Asher lifted his head to look at me. “Did you just announce that you’re about to be all naked and sudsy to two horny men?”

  I glared at him. “No. I just announced that I’m going to be all naked and sudsy behind a locked door to two horny men. Seriously, you two; it’s like you’re constantly ready to go.”

  In unison, they answered, “We are.”

  I hated it when they did that. It was freaky enough that they were identical, but when they talked in unison it reminded me of something out of a horror movie. “Stop that. You know I hate it when you both say the same thing at the same time.”

  Closing myself into the bathroom, I made sure to lock the door because neither of them could be trusted not to sneak into the shower with me. The water felt like heaven on my skin, massaging out all the painful kinks I’d gained from sitting in the car all day long.

  Refreshed, I stepped out of the shower, wrapping a towel around my body and remembering that I’d forgotten to bring in a change of clothes. Shit. That meant
I’d have to go out to the room and beg one of them to get my suitcase. Either that, or I could put on my old clothes that I’d been wearing in the car all day.

  Ew.

  Breathing out a resigned sigh, I unlocked the door and stepped out into the room. Both men were sitting on the bed, thumbing through their phones.

  “Hey. Could one of you go grab my suitcase? I left it out in the car and I need a change of clothes.”

  Asher started to get up, but Alex’s hand flew over to grab his arm. “What are you doing?”

  Asher shrugged. “I’m going to get her suitcase for her.”

  Alex smiled. “And miss a golden opportunity? I thought I knew you better than that. Use your head, brother.”

  I groaned, knowing exactly where this was going.

  “What are you willing to do for Asher here if he agrees to go get your suitcase for you?”

  Smiling, I glared at Alex. I didn’t have it in me to pretend that I was mad. He was so cute with that cheesy smile. “What should I offer to do?”

  Asher just remained quiet, but I didn’t miss the grin pulling at the corner of his lips. He was enjoying this just as much as his brother.

  “Well, I think since you’re all nice and clean, I can come up with an arrangement that benefits all of us. I’m going to lay on the bed and Asher is going to kneel on the bed at my feet. Then you are going to drop that towel and let me taste you. And while I’m making you come, you’re going to wrap those pretty little lips around Asher’s cock and make him come too.”

  I shivered at the thought. “What do you get out of it?”

  He smiled. “I’ll think of something you can do to pay me back later.” A quick wink of his eye and the deal was sealed.

  We took our positions and Asher grabbed my boobs as soon as he had the chance.

  “You are such a boob man,” I laughed.

  He didn’t try to deny it. “Yes. Yes I am. And you love it.”

  I opened my mouth to respond, but Alex pulled my hips down, covering my pussy with his mouth and licking through the skin with his skilled tongue. My eyes rolled back in my head at the sensation and Asher stroked his cock in front of my face until it was hard.

  I opened my mouth, licking the tip and tasting the salt of the bead of pre-cum that had already seeped out. At first, he only pushed the tip in, but when I moaned from Alex’s tongue between my legs, Asher pushed in fully. I worked hard not to choke on his length and within seconds I was working his cock at the same rhythm that Alex was working me.

  Asher didn’t last long, his cock thickening as his orgasm spilled into my mouth. I swallowed just in time for my own orgasm to tear through me, Alex’s skilled tongue lapping up the evidence of my release.

  The three of us collapsed into an entangled pile of bodies, arms and legs, laughing because we were nothing more than three sex fiends who couldn’t get enough of each other.

  Minutes later, when we’d caught our breath, Asher pushed up from the bed. “Okay, I’m bringing in the suitcases. Let’s go get some food and get back as soon as we can.”

  Alex smiled. “Yes. I believe Kelly said she wanted to try something new tonight.”

  My heart stopped for a moment, my nerves tingling with thoughts of what the night would bring.

  Chapter Four

  Dinner was good and we had a great time laughing at each other’s jokes and genuinely enjoying each other’s company. As a threesome, we were so balanced and caring, that it seemed natural for us all to be together. On the way home, Alex made a quick trip into the convenience store, coming out with a paper bag that he held up for me to see. “All ready for tonight, Kelly.”

  My stomach was a jumble of nerves, butterflies making me feel like I might lose everything I’d just eaten. “Are you sure about this?” I asked.

  Throwing an arm around me, he said, “Asher will be doing it for your first time. He has more control than me. Plus, I’m not blind or stupid. I can see that you have more of an emotional attachment to him. I think it’s only right that he be the one to be your first. But, that doesn’t mean I won’t be helping you through it. You’ll love it. You just have to try.”

  “And if I don’t love it?” I asked.

  “Then you don’t have to do it.” Asher answered, the sternness of his voice making all too clear that this was my decision and mine alone. I knew he thought Alex was trying to pressure me into going along with this, but I didn’t see it that way. As usual, Alex was simply excited about trying something new with me. He enjoyed getting me off, almost more than he enjoyed getting himself off.

  “Okay. I’ll try. The worst that can happen is that it hurts and I ask you to stop.”

  Asher nodded in agreement and the three of us walked arm in arm to the hotel room. The few people that passed us gave us odd looks, but I didn’t care. I was happier than I’d ever been because of Asher and Alex. I wasn’t going to give that up.

  We let ourselves into the room and Asher grabbed my arm as I walked past him, pulling my body against his and kissing me with such passion, it took my breath away. He pulled away from the kiss, but pressed his mouth to my ear to whisper, “Are you sure about this?”

  “Yes.” Reaching up, I squeezed his arm to assure him, our eyes locking as he leaned in to place a sweet kiss on my lips.

  “Okay.”

  Leading me to the bed, he cupped my face in his hands, taking control of my mouth as he kissed me with no real hurry. Slow and seductive, he worked his tongue over mine, chuckling when my knees went weak.

  He pushed me down onto the bed, gripping the material of my shirt and pulling it over my head. Barely a second passed after he’d removed it before his mouth came crashing down on mine again.

  His hands moved quickly to unlatch my bra, pulling it off my shoulders with such tenderness it made me sigh. He worshipped me. I could see it in his eyes, feel it in the way he kissed me – the way he made love to me.

  Asher was just as much of a beast as Alex was in bed, but, with him, there was an added warmth, an emotion that made me feel cherished.

  He pushed up over me, kissing me on the forehead before kissing softly down my body to remove my pants and panties. After stripping me of my clothes, he stood up to remove his own. I couldn’t help but watch him. Brown wavy hair framed his stunning face, green eyes watching me that sparkled beneath the lights in the room. He was so beautiful.

  He kissed me between my legs, his hands sliding up the inside of my thighs to spread my legs wider. Alex sat down on the mattress by my head, leaning over to kiss me and play with my breasts as Asher circled his tongue over my sensitive and swollen clit. I moaned from the sensation, Alex swallowing those moans as his kiss stole the breath from my lungs.

  I was in heaven, every part of me teased and tasted, my mind twisted up into mush because I couldn’t think.

  My body tightened from the orgasm building inside me. Asher pushed two fingers in to my body, circling them around as he pumped in and out. I came almost immediately, not able to handle the stimulation.

  He peeked up at me over the line of my body and smiled. Standing up, he waited for Alex to back up. I was turned over onto my knees. My head in Alex’s lap and my ass presented in the air. Asher smoothed a cold substance over the hole before bringing his fingers down to play with my pussy.

  I pushed back against his hand, desperate for more.

  The tip of his cock pressed against the hole and I jumped. His hand rubbed softly over my back and he spoke his a hushed tone. “Relax, Kelly. I won’t go fast.”

  I relaxed, appreciating it when Alex ran his fingers through my hair. With his other hand he stroked his cock, getting himself hard right before my eyes.

  Chapter Five

  I was frightened, but at the same time I was excited. I hoped I would like it. Having both of them inside me at the same time sounded like a dream.

  Asher pushed the tip of his cock inside me, stopping so that I could adjust to the width. It hurt, but when he started to move slowly
back and forth, my body responded. I became so wet between my legs, it felt like I was dripping.

  Alex grabbed my hand and wrapped it around his cock, using my palm to stroke himself. Whispering, he said, “Squeeze as hard as you want, baby, it won’t hurt me.”

  Asher pushed deeper and I squeezed Alex’s cock with my hand as a moan broke free of my lips. My body shivered with the new sensation, but as I relaxed more, I started to like it. My body felt like it expanded for Asher, welcoming him to move deeper inside me.

  “Oh fuck, this is heaven…” Asher couldn’t help his words. His hand gripping my hip as his hips moved slowly behind me.

  “She looks beautiful,” Alex said. “Kelly, you look like a fucking goddess.” His fingers continued to run through my hair as his other handed guided mine to stroke his cock.”

  I didn’t realize Asher had been pushing deeper, but when I felt his hips against the cheeks of my ass, I knew he was all the way in. He began to move faster, his fingers moving below his cock to push into my pussy.

  “Ah!” I cried out, barely able to keep from breaking apart. I pushed up onto my elbows, taking Alex’s cock into mouth, muffling the moans and mewls that poured from my lungs.

  Alex’s hand gripped into my hair, pushing and pulling to direct my mouth. “I love you so fucking much, Kelly. So. Fucking. Much.”

  I came, the orgasm forcing its way through me like an explosion. My body gripped Asher’s cock and Alex came in my mouth, I swallowed it down just as Asher came inside me. He pulled out and I cuddled down into Alex’s arms, Asher lying down to spoon me from behind.

  * * *

  The summer passed quickly and we’d been in Oregon for a month and were traveling south to drive the California beachline before heading back home to start college. I was in the driver’s seat while Asher sat in the passenger seat. Alex was in the back snoring away after barely getting any sleep the night before.

  “So, it’s been a fun summer, huh?” Asher reached over and squeezed my knee. When his hand started to travel up my leg, I glanced at him and laughed.