Being roommates with Jessica had already been interesting for sometime. We didn’t know each other before she moved in. I had a room to spare and plainly put in the want ad that I was a male but she didn’t seem to mind and I was always one to appreciate a woman’s company.
A month or so after she had moved in I inadvertently caught her removing her panties while she was doing laundry. She was at the laundry closet starting a load while I was down the hall in the kitchen working on a new recipe. I tend to wander while stirring or whisking bowls and as I stepped in to the hall I saw her hands disappear up her skirt, her hips made a little dance as her panties were eased over them. Then down they came, one leg stepped out then the other.
My stirring of the bowl became more deliberate, the spatula my pseudo cock. I snapped back to reality as a bulge grew in my pants due to my over active imagination. I quickly returned to the kitchen before my hard-on could be discovered.
When Jessica made her way back down the hall and past the kitchen I confessed to being a witness. “I saw that you know.” “Saw what?” she didn’t know I had seen. “You switching to commando.” “Oh!” she blushed. “Sorry. If it makes you feel any better, it doesn’t bother me.” A smile flashed across my lips, now projecting me more as a pervert than someone open-minded and easy going. “It does make me feel a bit better,” she smiled back – a smile that grew as she went out the door.
Three months into our cohabitation she caught me by surprise again. I had been at the bistro all morning preparing and returned home to unwind a bit before a busy afternoon and evening. Jessica was in the shower when I got there. I know you can hear the front door close while in the shower but maybe her head was under the water when I arrived. The water shut off and the sound of cabinets and drawers came through the door for a bit. I was at the table reading the newspaper when the door opened.
I glanced up to see her go from the bathroom to her room, completely naked. Her round ass bounced with each step. Time slowed and nearly came to a stop until her door closed. She flung it open a moment later as if she forgot something in the bathroom. She stood in the doorway still naked, her breasts bright pink from the hot shower, her muff neatly and freshly trimmed. She faked a gasp, covered nothing and slammed the door shut. I excused myself for the rest of the day, unsure of my ability to keep from being turned on by the memory of her unclothed body.
The following week she had a girlfriend over from out of town. Jessica had been bragging to her friend that I owned a bistro and so I agreed to make them a dinner that they wouldn’t soon forget. After dinner and too much wine, our talk turned to sex. Her married friend was telling a story about some “mind-bowing morning sex” she had with her husband. She gets up for work before him in the mornings but would often uncover the coveted “morning wood.” Before she left for work this particular morning, she climbed atop his raging hard-on and rode him for all she was worth then went to work pantiless, her pussy buzzing all day long.
Jessica wasn’t really buying the story. Apparently she didn’t spend a lot time in the morning with a man in her bed. “JD, do guys really have morning wood” she asked me. I blushed now that the both of them were focused on me and my dick indirectly. “Uh, ya I guess.” “Really? I just thought that was an urban legend or whatever.” “No, I think it has something to do with the state of sleep you’re in.” I explained “The body is relaxed and as a result you get a boner. Every guy has morning wood from time to time.”
“Even you J?” Her friend teased. “Yes, even me.” “Maybe we will sneak into your room to check it out while you’re sleeping,” Jessica teased. “Uh, I don’t think so. You’re my tenant.” Of course the thought of two women trying to sneak a peek was entertaining.
“You owe me for spying on me last week!” “What?! I didn’t do anything of the sort!” I was immediately defensive. Jessica’s friend looked to her for more explanation, eyebrows raised. “He watched me get out of the shower.” “Now wait a minute!” I tried to keep my head above water – I’ve learned that being out numbered by women can be very dangerous. “I was sitting at the table reading the paper and YOU went from the bathroom to your room naked!” “You’re supposed to avert your eyes J.” Her friend teased and gave me a wink.
“Ya, you saw mine, now show us yours!” Jessica demanded. “Fat chance!” I was far too embarrassed now to even give them a quick flash. “Well fine!” she pouted, “then you don’t get to watch us make out.” With that she grabbed her friend’s hand and they went to her bedroom and didn’t come out until breakfast.
Jessica was an avid reader of magazines like Cosmo that “spill” all the secrets of men and tell you how to “drive them wild in bed.” Mostly I see them as rehashes of things everyone already a knows. Everyone except Jessica it seems. A few days after her friend’s visit Jessica sat at the table pouring over some supposed secrets. “Hey J, it says here that men occasionally give names to their penises, is that true?” I raised an eyebrow “Ya, I guess but I think that is mostly just high school and college kids.” “What’s yours called?” I laughed as I knew that was the follow up. “I didn’t name mine.” “Really?” She apparently had some lingering interest in my manhood from the other night and was upset that I still wasn’t sharing. “Really. Sorry to disappoint, I just never saw the point of it.” “Whatever.”
Jessica continued to read and piped up again when she found another piece of bait. “Okay, here’s one. Says here that ALL men have measured their own penis. That includes you, J.” “Does it?” I wasn’t taking the bait easily. “Yes!” She was almost angry with me now, “Don’t tell me you haven’t measured it.” “Okay, I won’t,” I quipped. “So you have?” “Maybe,” I teased. “Don’t be a jerk, JD. Have you measured it or not?” “Fine. I have.”
“How big is it?” I had wondered if she would dare to ask but didn’t really think she would. “That’s pretty personal, don’t you think?” “Oh come, on J. We’ve been roomies for awhile now, you can tell me.” “What? How does being roomies for awhile make it okay to talk about the size of my dick?” I didn’t really care I just wasn’t following her logic. “Girls share dirty details all the time, even moments after meeting each other!” “Ya, I’m not a girl.” “You might as well be, J. Fuck.”
“What’s that mean? Don’t get upset, I was only playing.” I tried to calm her down a bit. “Well, it was just a question and you don’t have to tell me, but really… what’s the big deal?” she was winding down but still hadn’t given up. “No big deal, I guess. Maybe I just don’t want you to be disappointed.” She was surprised, “Is it that small?” “What? No! Of course not.” it wasn’t what I meant and now I’d have to save myself. “I meant disappointed about something you can’t have.” “Why can’t I?” She was dead serious.
“I, uh…I don’t know.” I was caught off guard with that one and now was trying to think of something witty but was hung up on the idea of being with her. “Because then I wouldn’t be able to be your landlord any more.” “Seriously J? You’re going to kick me out?” she was obviously hurt at the thought. “God no. Maybe I like my power.” She was really starting to get tired of the games. “Maybe I’m afraid that I might become pussy whipped.” “Just answer the question JD. How big is it?” I paused for a moment and wondered if I should really tell.
“What?” she seemed angry again instead of happy or excited, “You don’t have to lie. Why can’t you just fucking tell me?” With that she got up, grabbed her coat and headed for the door. “I’m serious!” I yelled as she slammed the door. I knew better than to go after her so I tidied up the place a bit before I headed out myself. I looked at the magazine that had set everything off and was surprised to learn that I was quite a bit bigger than most and that she must have assumed I was exaggerating.
It was late when I returned home. Jessica still hadn’t come back or at least it didn’t seems as such. I poured myself a night cap and plopped down in the arm chair hoping she’d return before I retired. I had been thinking about the discussion all evening and wanted to clear things up. I always feel guilty after a disagreement, regardless of how serious it is. I gave up after an hour and headed off to bed.
I was completely out of it and didn’t notice Jessica come in to my room in the wee hours of the morning. I even slept through her climbing on to my bed. It wasn’t until she peeled back the covers and upon the sight of my morning wood, exclaimed “Holy shit,” that I finally woke up.
“What are you doing?” I asked. “Taking things into my own hands,” she replied and with both of her hands took hold of my cock. She wasn’t drunk but seemed to have had few so that she was obviously brave enough to push the limits. “Are you going to kick me out if I suck your dick, J?” With that she licked the tip then took as much as she could into her mouth. I had no response mainly due to the initial shock of a hot mouth.
I moaned. “What’s that J?” she said, coming up for air. “Of course I’m not going to kick you out. It really was just a misunder…” Jessica interrupted, “What if I fuck you, J? Are you going to kick me out then?” She stood up on the bed, reached beneath her skirt and slid down her panties, stepped out of them, then tossed them at my face. Their warmth and aroma were intoxicating. I brushed them aside to see her hike up her skirt as she straddled me. She lifted up my cock as she lowered herself, guiding me inside her wanting pussy.
She bit her lower lip and half moaned, half whimpered. “Oh god,” I breathed. Months of watching her and being teased by her were coming to fruition. Jessica leaned forward, place her hands on my chest giving herself the freedom to slowly slide up and down my shaft, familiarizing herself with its girth and depth. She made a little oomph noise each time she slid all the way down to the base.
She finally leaded back, fully sitting upon me, burying my dick deep inside her pussy. She removed her shirt, unfastened her bra and slowly slid if off, holding my gaze the whole time. “Squeeze my tits, J.” She grabbed my hands and placed them on her breasts. I squeezed them gently. “Harder!” she demanded. I tightened my grip, digging my fingers into her supple flesh.
“I’m going to make you come now, J. If you’re going to kick me out, I’m going to make it worth it.” She started grinding herself against me in a circular motion. I started taking deeper, slower breaths, trying to hold out for as long as I could. Jessica took notice and accepted it as a challenge. “You better fucking come, J.” She changed her tactic and began to bounce vigorously up and down, her ass slapping against my upper thighs.
Soon she was screaming in ecstasy, throwing her head back. Seeing her give herself fully to her pleasure sent me over the edge. I released her breasts and grabbed her hips, pulling her into me, holding her in place, making us one. I exploded inside her and held my breath for what seemed like an eternity – one spent in complete bliss. We both were racked with spasms, her pussy squeezing my cock and it grew and relaxed over and over again inside her.
She collapsed beside me on the bed exhausted. “So? You going to kick me out?” she asked. I tried to catch my breath, “Yes.” “What?” she sat up and turned to look at me. “You need to move out of your room and in to mine. I don’t think I could let you go after that.” Jessica smiled and laid back down. Snuggling against me she drifted off to sleep. I laughed to myself when I realized that though I placed an ad looking for a roommate I had inadvertently found a lover.