by Pamela Prim
“I haven’t declared a major yet, but I think I’d like to do psychology or sociology.”
“Are you in a sorority?” John smiled.
“Not yet, but rush is in the spring, so I hope I’ll be able to join one!”
We talked and laughed— I found out they are all best friends from college. Ben had started a logistics company and when it started to grow he moved it to my town where he thought there was a stronger working economy. He hired Max and John recently (they’d all always wanted to work together) and they’d moved here last week. They were staying with Ben (the Johnsons’ old house, Ben’s new one had four bedrooms) for a few weeks until they figured out where they wanted to live. They were all warm and friendly— I felt safe with them, they’d known each other for more than ten years, so they felt like a family. As the conversation continued, I noticed how attractive all of the men were. Guys in college were cocky but unaccomplished, lazy, rude, they weren’t helpful or nice, plus they were all skinny, and didn’t have any chest hair, their faces were still filled with baby fat. I’d never been very interested in guys my age, though I did get my share of attention from them. Surrounded by these men, fourteen years older than me, I felt more and more attracted to them as they spoke. I kept making eye contact with Ben, staring at his lips, which were starting to look very kissable, noticing his broad shoulders, the way he ruffled his hand through his hair whenever he laughed, his tan and toned forearms. The men had fallen into a discussion of business and I started to imagine what it would be like to kiss Ben. I pictured him pushing my hair back from my face, his hand settling under my chin and pulling my mouth to his.
“So, Jen, are you dating anyone at school?” Ben addressing me directly shook me from my fantasy.
“No, not right now.” I felt myself blushing.
“Why not? A pretty and sweet girl like you should have plenty of options.” Max smiled at me. I smiled back.
“I guess I just haven’t found anyone. Boys at school— guys my age, I guess, aren’t really my type.” I made eye contact with Ben and smiled a little. “What about you, seeing any one?”
“I broke up with a girl when I moved here.” John said. Max nodded.
“I just ended something a few months ago, but it was never serious.”
“Ben?” Max and John started laughing a little.
“No one special,” Ben answered. “I do… date a lot, I guess.” Of course he’s a player, I thought. But, somehow, that made him more attractive to me. I started to fantasize about what it would be like to feel Ben’s older, experienced hands on me. “How about you?” He continued, “I’m sure you at least go on your share of first dates.” He winked at me.
“I’ve been on a few, but I don’t know. I’ve never met anyone I felt like I connected with.”
“You didn’t have a boyfriend in high school?”
“No, I went to an all girl’s school.”
“Any wild nights this semester?”
“No, I actually…” I don’t know why I said it, for some reason I just felt like I should be honest with Ben “I’m actually a virgin.” All three men’s eyes popped— just like they say it happens in books! and I caught Ben glancing me over, I caught his eyes pausing for a little too long on my chest, which was flushed red with embarrassment.
“Oh… I, um, well. Wow.” Ben said. The other two just nodded. I smiled sheepishly, turned my head toward my lap and looked up at him with just my eyes.
“It’s not that I’m, you know, waiting for marriage or anything. I just never really met a guy who made me want to do it, you know?” Max, John, and Ben all looked at each other and smiled a little. They seemed to know something I didn’t which, I figured, made sense as they were so much older.
“Well, how about we head inside for a while, we can come back out here for a drink this evening.” Ben said and stood up. I followed him inside and asked him for my phone, he pointed to it— charging on the kitchen counter. I called my parents who were ‘so sorry, they didn’t know’ and wanted me to have the ‘happiest birthday,’ they promised to come visit me and take me to dinner next weekend, but didn’t offer to come home.
“Oh and Jen,” my mom said, I could tell she was anxious to hang up, “don’t drive back to school tonight— it’s going to get dark before you get back and I don’t feel comfortable with you on driving in the dark for so many hours.”
“But mom, I’m locked…”
“Okay Jen, love you— it’s time for us to go meet the Johnsons, thank you for visiting, we’re sorry we missed you, love you!” She hung up, and I let out a frustrated breath.
“Everything okay?” Ben was moving our dirty dishes from the sink to the dishwasher.
“My parents don’t want me to drive home tonight but, you know, I’m locked out.” I figured I could charge a hotel room to my dad’s credit card; he couldn’t get too mad— he was missing my birthday!
“Why don’t you just stay here tonight? I have an extra room.” Ben stared down at me, I noticed him glancing from my chest to my eyes and back again.
“Oh, I don’t want to impose but if you’re sure you don't mind?”
“Of course not, I’ll show you to the spare room.”
It was still early in the day, but I set my things down and took my hair out of the ponytail I’d thrown it into before and changed from my crew neck tee-shirt to a lower cut black tank top that showed more cleavage. I also put on some mascara and blush, you know, just in case Ben (or even Max or John) was looking at me. I walked downstairs to find Ben on the couch, alone.
“Thank you for everything— where are Max and John?”
“They ran to the grocery store to pick up some sodas, ice cream, and some other stuff we need around here. They should be back in an hour, maybe less. I hope you don’t mind being here with just me.” He winked at me and I felt my nipples harden, I could feel a chemistry that I hoped he felt too. I was getting myself excited, I almost couldn’t look at him, I kept thinking about what his chest would look like if he peeled off the his grey tee-shirt.
“I don’t mind.”
“Great, want to watch some TV? I’ll grab you another lemonade.” I nodded and sat down on the couch, when Ben came back he sat close to me, rather than on the other side of the couch. He turned on some movie, I can’t even remember what it was, and I felt myself get turned on and horny with him just being near me. I pulled my legs up onto the couch and then, just to see what would happen, pushed my feet under his leg. He turned his head toward me and smiled and then put his hand on my knee. “You know you’re really a very pretty girl?” He said, “I’ve always liked blondes. You’re a little shy too, but sweet and confident.” He turned back to the television and I stared at him, my nipples pressed against my bra and I had butterflies. I blushed and finally whispered something thanking him. Ben turned the volume off the tv and winked at me.
“Why don’t you come here?” I scooted closer to him, I couldn’t believe what was happening, I hoped Ben would kiss me. It was my lucky day, I guess, because he leaned down and kissed me softly and then, quickly, more deeply. I felt his tongue move in and out of my mouth. I had tingles all over my body. He was self-assured as he let his hands explore. He gently pushed me on to my back and then positioned himself on top of me, between my legs. I kissed down his neck, slowly licking and sucking, letting my hands explore his back. His right hand reached up under my shirt and gripped my breast, he pulled it out of my bra and slowly started flicking and pinching my nipple.
“Mmm, that feels good, Ben.”
“Let’s get this off of you.” He answered, pulling at my tank top. He pulled it over my head and sat up for a second, staring at my base torso. My left breast was out of my lacy pink bra and he grabbed it and started massaging it. “These are very nice, Cs?”
“Thanks, um, yes 32C.” I giggled and reached back to unhook my bra, eager to show Ben more of me. He threw my bra on the floor as I pulled at his shirt. He lifted it over his head. His chest was br
oad and hairy, tanned and well defined. “God, you’re hot.” I felt embarrassed immediately after complimenting him, like a silly kid blubbering on in the presence of her favorite actor or something. He just leaned down and took one of my nipples in his mouth while he massaged the other with his hand. I moaned, savoring how well he read my body. He bit down, just barely, on my nipple and I let out an involuntary moan. I could tell my pussy was getting very wet. I started to grind it up against him.
“You’re an eager little thing, aren’t you? I like that.” Ben kissed me and trailed kisses down my neck. He reached down and unbuttoned my jeans, I lifted my hips and shimmied them off. He kissed down to my panties and then came back up and kissed my mouth, teasing me. I pushed my self back up against him, grinding hard. Impossibly turned on and desperate for release. I could feel Ben’s cock straining against his jeans. His hardness turned me on even more.
“Please” I whispered.
“Please what?” Ben said, but he slipped a hand into my panties and quickly found my clit. He rubbed me slowly, while I moaned and ground against him, desperate for more. “You’re very wet. Do you like having this older man’s hand in your panties?” I breathed out, hard and nodded up at him. “Mmm, good. Want more?”
“Yes.” He pushed a finger into my throbbing, soaked pussy and pulled it in and out of me quickly, teasing and fucking me with it. He kept his thumb on my clit. It was too much. I started to breathe more heavily, and grind back against him. I moaned as Ben slid a second finger into me. He started pushing his fingers in and out of me just a little more quickly, I felt myself getting wetter as I gripped his fingers with my virgin pussy. Ben felt amazing, I’d been fingered a few times before, but college boys didn’t know anything compared to Ben. His hands were strong and he knew exactly how to touch and tease me. I felt myself convulse around him, “fuck” I whispered into his ear as I came. Moaning. “Oh my god, that was amazing.” Ben brought his mouth down onto mine. I pushed my tongue into his mouth, feeling more confident in my post-orgasmic glow. “I want to make you feel good too.” I made strong eye contact with him. Ben smiled and shifted so that I was on top of him.
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 agai
nst 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.