Alone at Last... 15 Blush Worthy Stories -- They Never Thought It Would Go So Far... Short Story Off Limits Romance Collection
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He looked at me as he reached down to unbuckle his belt. I kissed down his chest as he pulled his jeans down a bit. I positioned myself between his legs and pulled his hard cock out of his pants and boxers. I gasped a little at the size and girth of his cock. His hardness stood straight up, perpendicular to his masculine frame as he lounged on the couch and stared at me. I wrapped my hand around it and my fingers couldn’t quite close. Slowly at first, I moved my hand up and down, jacking him off. His eyes rolled back in his head.
“Mmm, Jen, that feels amazing.” I smiles and climbed over him, keeping my hand on his cock as I kissed his mouth. Slowly, hungrily, I kissed down his chest, pausing and looking up as I got close to his cock. I winked at him and scooted down, positioning myself between his legs as I continued to slowly jack him off.
‘I’ve never done this before.” I confessed, I wasn’t embarrassed, just worried. Ben had just made me cum incredibly hard, I wanted him to feel just as amazing; I wanted to send the same shockwaves through his body, the same ecstatic release. I was surprised as I felt his cock twitch in my hand when he heard my confession. He grew harder, as though he was turned on by my innocence and desire to please.
“I’ll teach you.” He said, I smiled at the sexy game.
“Yes sir, teach me how to be a perfect little cocksucker.” Ben moaned loudly and I lowered my head and slowly sucked the head of his cock. I felt myself gush with wetness and desire, turned on by how hot it was to see him responding to my mouth.
“Mmm, that feels good, that’s perfect. Now open your mouth and flick the underside of the head of my cock.” I did, eager to be an A+ pupil and to defy all first time blow job expectations, I enthusiastically and exactly followed his directions. “Fuck, Jen, your mouth feels so good.” Following his lead, I took my mouth off him for a moment, replacing it with my hand.
“It turns me on to suck your cock, Ben. You’re a very good teacher.” I purred as I jacked him off. Ben breathed deeply, slowly.
“You’re a good little student.” He growled back. His cock was leaking pre-cum and I felt like I was going to explode— I was so turned on by the power I had to make this sexy, accomplished, older man feel good. “Now keep your hand like that, jacking me off, and put your mouth on the head, swirl your tongue around while you bob your head up and down, just a little bit. I did as he said and felt him harden further.
“Use your other hand to cup my balls, mmm, fuck that’s so good Jen. Very gently.” I moaned against his cock, impossibly turned on. I couldn’t believe I was giving my first blowjob ever to an incredibly sexy older man, loving it, and doing (at least based on his reaction) a pretty good job. “Good, now, move your whole mouth up and down along with your hand, each time you go down take as much of me in your mouth as you can.” I did as I was told and Ben started breathing more heavily. I stared up at him and he was looking back at me, I could tell he was very turned on and it made me want to make him feel good. I was gushing wet, my nipples were rock hard, I was so turned on by sucking Ben that if anything had just brushed my clit I probably would have cum instantly. I made eye contact with him and took my mouth off of him just for a second.
“I can’t wait to taste your cum.” I put my mouth on him as he moaned. I swirled my tongue and moved it over his delicious, perfect shaft as I took him in my mouth.
“Oh my god, oh Jen, oh my god.” Ben said as ropes of his salty, bitter, sweet fluid filled my mouth. I loosened my grip on his cock but kept my lips sealed over the head of his dick until I was sure I’d swallowed every last drop of his cum. I was so turned on by the whole thing, the power, the new experience, his lessons, the case of him, that I was shaking a little.
“Did I do a good job?” Ben just smiled at me and pulled me to him. I put my head against his chest and snuggled against him for a few minutes.
“For your next lesson,” Ben whispered as he stroked my hair, “since you were such a good student, I’m going to teach you how to deep throat. Wouldn’t you like to take my whole cock in your mouth?”
I was too turned on to respond with words, I kissed him deeply and started grinding against him, eager to get him going for round two. I wanted to feel Ben inside me, wanted him to push that perfect, hard cock into my virgin pussy so I could know what such an ideal cock felt like inside of me. Ben kissed me back but then pulled away, he reached down and grabbed my bra from the floor, handing it to me.
“Jen, we better get dressed. Max and John will be back here any minute.” Disappointed, but excited that I was spending the night in the same house as Ben, I pulled on my clothes. My pussy was still throbbing with desire as I buttoned my jeans.
Ben was right, almost as soon as we were dressed I heard the back door open and close, Max and John were in the kitchen. I followed Ben as he walked in to welcome them back.
“Did you guys find everything okay?” Ben asked.
“Yes, of course.” John answered as he put ice cream into the freezer. I stared at his smile for a moment. Of course, I was still very turned on from my encounter with Ben, but he looked great. I pictured John’s mouth on my pussy, him looking up at me over his glasses as he licked and sucked and teased my clit. I felt myself blushing. Was I being disloyal to Ben by fantasizing about his friend? I figured it was okay, it was just a little fantasy, Ben’s the one whose cock had actually been in my mouth. John caught me staring at him and made eye contact. He winked, causing me to turn an even deeper shade of rouge.
“What are you thinking for dinner? It’s getting close to time to start cooking.” Max asked. He, I noticed, was also incredibly sexy. He had a boyish, carefree charm that made him seem like fun, plus his eyes were warm and friendly. I felt my mind wandering, I pictured him coming up behind me and pushing his hand into my panties, teasing my desperate clit while kissing, sucking, nipping at my neck. I felt my nipples strain against my bra and tank top as I became even more impossibly turned on.
“Why don’t we just order pizza tonight?” Ben suggested. “We’ll just have them send over a couple of pies, that way we can spend more time just hanging out. After all, we do have a very special guest.” Ben winked at me and I smiled. John grabbed four Diet Cokes out of the fridge and walked toward the living room. Ben gestured for me to follow him.
I sat on the living room couch next to Ben and Max came and sat on the other side of me. John handed each of us a Diet Coke and then sat in a cozy looking arm chair off to the side. To my surprise, Ben put his arm over my shoulder and started playing with my hair. It was affectionate and definitely obvious to Max and John that Ben and I had hooked up.
“Did you two have a nice afternoon?” John asked. I blushed a little embarrassed, but Ben just smiled at him.
“It was good, relaxing. Thank you for getting all of the errands done. It was nice to have the afternoon to chill.” Ben answered.
“I’m glad you got some rest. Jen, how are you feeling? I know it was a bit of a stressful morning.” Max smiled at me and I melted a little. I turned toward him.
“I’m alright, I’m glad that I’m spending the night here. It’s a really long drive back to school, and I’d hate to make the whole trip without even spending an evening in my home town. Plus, it’s been nice getting to know you three.”
“Well there’s lots more to know about us.” John answered. His eyes lingered on me for a minute and I wondered if, when he’d caught me staring before, he’d been thinking naughty things about me as well. John was such a nice, friendly guy. He seemed more innocent than Ben or Max.
“Our evening is just getting started.” Max added, winking at me.
I felt Max rest his hand on my thigh. At first, I thought it was an accident, but then I felt him squeeze my leg, he slowly started rubbing his hand up and down my inner thigh, stopping a few inches short of my pussy. It felt good, made me tingle-y and even hornier. I needed release. It seemed like every time I started to cool down and think about something other than sex— an ironic thing for a virgin to be obsessed with— someth
ing else happened that put me right back in the mood. I looked up at Ben, expecting him to be upset with Max, but they were smiling at each other. I thought about how amazing Ben’s fingers had felt as he teased and fucked me with them. I remembered how much I loved sucking his cock, learning to be a perfect little cocksucker. I wondered if Max and John’s cocks were as perfect as Ben’s. I couldn’t believe all the dirty thoughts I was having.
Back at school I touched myself, of course. But I’d never really had dirty fantasies about anyone I knew, much less about three people I was in the same room with at one time. I guess maybe I was just into older guys the whole time? I started thinking about my past crushes, in high school; they’d all been teachers and coaches. In college, however, the professors were a little too old or too nerdy. Not like John or Max or Ben. I looked at each of them, my whole body tingling with desire as I thought about what I liked about each one. John was warm and his glasses gave him a sexy-nerdy vibe. Max’s boyish charm and all American good looks reminded me of the leading men in teen romance novels I used to read. And Ben, Ben was the perfect male specimen. Tall, attractive, successful, sweet, barely unattainable, a bit of a player. I had to shake myself a little to stop myself from imaging how Max and John’s cocks would feel in my mouth, what sounds they would make as I blew them, how their cum might taste.
Surprising me again, Ben leaned down and kissed me deeply. I kissed him back, turned on by Max rubbing my thigh and the memories of the afternoon. Ben’s hand groped my breast and I pulled back for a moment, not because I wasn’t turned on. I wanted his hand on my boob, but I wanted to make eye contact with him, to make sure that I understood what was happening. Ben smiled and winked at me. I nodded up at him and pulled him back toward me, kissing him deeply. I felt myself get wetter and more excited thinking about what was happening. I shifted, pulling myself onto my knees on the couch and facing Ben. I felt Max’s hand on my ass and I pushed it back against him, encouraging him to explore me with his hands. Ben broke our kiss.
“Stand up.” Ben said. I smiled at him and obeyed. I noticed that John was rubbing himself through his jeans, staring at me. I winked at him. “Your nipples are so hard, I can see them through your shirt.” Ben told me as I stood in front of him, I blushed a little, “that’s good.” He added. “I like a sweet young thing who’s not afraid of being turned on and sexy.” John stood up and came behind me, he kissed my neck a little, sending shivers down my spine, and then his hands toyed with the hem of my tank top.
“You’re beautiful” he whispered in my ear as he pulled the tank over my head. I reached back and unclasped my bra, turning to John and kissing him quickly but deeply as it fell to the floor. My heart was racing with excitement at what was going on. I smiled at John, looking into his dark eyes through his glasses. Max was sitting on the couch, he’d taken his shirt off revealing perfect abs; I was surprised and delighted. I couldn’t tell what an amazing body he had while he was dressed, but the sight of his muscles made me shiver, anxious to see more of him.
“Come back over here, Jen.” Ben pulled me into his lap and started gently squeezing both of my nipples. I let out a moan. “She liked it when you play with her tits.” Ben winked at John and Max. “Don’t you, babe?” I was so overwhelmed with the feeling of his hands all over me that I could only nod. A moan escaped my mouth as I leaned back against his chest. I could tell that Max and John were staring at me, watching as Ben responded to my body, teasing me and turning me on further. I was hot and wet and desperate, incredibly turned on by the thought of how much these three sexy, older men wanted my little virgin body. I kissed Ben deeply and pulled at his shirt, he took it off.
“You too.” I said, looking at John. He smiled at me and pulled his shirt over his head. He was thin and tan, with just a sprinkling of chest hair. I glanced down and could see his cock straining against his pants. Ben’s hands found the button of my jeans and he unfastened them and shimmied them down over my hips. I expected him to put his hand in my panties and tease my clit, as he had before and as I so desperately wanted him to. Instead, he whispered in my ear.
“Lie down, Jen.” I moaned, a little disappointed that he wouldn’t touch me yet. But I did as he said. If the afternoon was any indication, listening to Ben’s suggestions when it came to sex would definitely end in experiencing new levels of pleasure. I put my head in Max’s lap as I laid down. John came closer to us as Ben pulled my legs over his lap and slowly massaged my thigh, up and down, moving closer and closer to my desperate sex; never touching it. Max’s hands began to massage my breasts, teasing and flicking at my nipples. I let out a gentle moan. I could feel how wet I was, on the edge of orgasm before anyone had even touched my pussy. I started trying to grind against Ben.
John kneeled beside the couch and tugged at my panties, slowly pulling them down. Ben stood up and I thought they were going to switch places, but John just moved closer to the couch instead of sitting on it. He pulled one of my legs over his shoulder and slowly started teasing my pussy lips with just one finger.
“Oh fuck, that feels good.” I whispered, breathless. My whole body was hot and shaky with desire. John pushed the teasing finger into me and I inhaled sharply, his hands felt amazing. I looked up at Max, who took one hand off of my right breast and stuck a finger into my mouth. I sucked it, flicking it with my tongue like Ben had taught me to do to his cock.
Max breathed deeply and made a content sound as his eyes rolled up into his head. He removed his finger from my mouth and started rubbing his cock through his pants, I could tell he was very hard and the knowledge made me even hornier. John inserted another finger into my dripping sex and started finger fucking me more quickly. Just as I was starting to tighten around him, he slowed and I let out an exasperated moan. Then, he lowered his head and gently sucked my clit. Slowly increasing the speed and pressure of his mouth, tongue, fingers inside me.
“Oh my god, that, fuck, feels so good.” I breathed. I was so turned on I couldn’t believe it. I felt myself on the edge of orgasmic release when John pulled away. I let out a frustrated moan. Ben pulled me up off the couch and kissed me deeply, his fingers finding my dripping pussy. “I am so wet and horny for you.” I told him. He pushed his tongue into my mouth, matching the rhythm of his fingers sliding in and out of me. I reached down and unbuckled his belt, he pulled his fingers out of me and took his jeans off the rest of the way.
“What do you want, Jen?” He asked me, his voice was loaded with desire, but still had a sexy confidence that suggested he already knew the answer to his question.
“I want you inside me.” I said, “I want to feel your big, hard cock inside my wet, virgin pussy.” I reached up and kissed him again. “I need to feel you fuck me.”
Ben kissed me deeply and then pulled me over to the couch where he laid me with my ass up on the arm rest, my torso and head lay across the seats. Max was sitting just above where my head was and John stood near Ben, all three men stared at me with hunger and desire. I felt like the sexiest woman on Earth. I was so turned on, I couldn’t wait.
“Are you ready, Jen?” Ben asked. I could only nod. He positioned himself between my legs and slowly rubbed his cock against my pussy, getting the head and shaft wet with my desire. Slowly, he moved the head of his cock against my opening and started to press into me. The pressure was intense and I felt him push harder against me, breaking my virginity. I gasped a little bit as the tip of his cock pushed into me. The pain was fleeting. Slowly, looking at me intently, Ben pushed his hard cock all the way inside me. I felt completely full, his cock pushed my pussy to what felt like the limit. “Where’s my cock?” Ben asked.
“Inside my naughty virgin pussy.” I breathed. Ben moaned and pulled back a bit, then pushed into me. Slowly at first, and then faster he fucked me. I moaned. “Fuck, Ben, you feel so good.” His fingers found my clit and gently massaged in rhythm with his perfect, hard cock pounding into me. I couldn’t believe that instead of at a belated eighteenth birthday dinner, I was b
eing fucked for the very first time by my older neighbor and loving it. As Ben’s pace quickened I felt myself tightening around him. “Oh my god, I think I’m gonna cum.” I breathed before I felt the first wave of my orgasm hit. Ben slowed as I came down. “That was amazing.” I said. He pulled out of me.
“Flip over” he said, I eagerly obliged and he pumped into me from behind a few times. “Jen, you feel amazing, you’re so sexy, so tight. I want you to suck my cock while John fucks you.” The thought turned me on beyond belief, I nodded eagerly. John’s cock was a little shorter and it had more girth than Ben’s. He was uncut and felt intense as he first pushed into me from behind.