The Singles

AUDREY It was a glorious morning. I sat up with a stretch that would make a cat envious, my body still feeling the effects of the incredible night before. When I began my quest for new experiences, I certainly hadn't expected that to be one of them! Still, from the moment I'd answered the classified ad, everything seemed to be building up to something like that, from seeing Imogen wandering past me in the nude, to lounging au naturel in the hot tub together, to my explorations with Imogen, all culminating in Imogen's invitation to take part in Darren's birthday surprise. And all in the space of a couple weeks! I mean, rediscovering a sex life had been on my list, but ending up in a pile in bed with three other people was far beyond my expectations! I was still surprised at myself for initiating things with Imogen. I had never really been curious about being with another woman, but the seed had been planted a few weeks earlier, when I'd stumbled across an ad for an "adult dating" site, and decided on a whim that I could use some attention. I had been completely taken by surprise by the topics of discussion though...people talking casually not just about casual sex, but about things like threesomes, girl-girl sex, multiple couples, a local sex club that I never knew existed, and many other shocking subjects. I was particularly surprised at the number of women who labelled themselves as "straight", but still indulged in sexual encounters with other women, and apparently had a lot of fun doing so. It hadn't taken long to get used to it though, and by the time I moved in with the others, nothing really seemed bizarre, so when Imogen had started talking about feeling left out, it hadn't been much of a stretch to suggest an "alternative". And to my surprise, I had really enjoyed it, not just getting, but giving as well! So with that success behind me, when Imogen presented her plan for Darren's birthday surprise, I was excited at the prospect of adding yet another wild experience. The excitement and the incredible eroticism of the experience still hadn't been enough to give me an orgasm, but after all but giving up on that particular experience more than twenty years ago, it wasn't much of a disappointment. Still, I couldn't help but be a little envious seeing and hearing the other ladies screaming and groaning out their release multiple times throughout the evening. Anyway, back to the present. I woke up still a little worn out from the night before, but feeling good. Darren's cock was the first (real) one I'd had since my husband passed, and I'd almost forgotten what it felt like; even the most realistic fake one doesn't replicate the sensation of having a real live person on the other end of it, and Imogen's strap-on didn't quite do it either, as fun as it was the couple times we'd made use of it. So the first thought on my mind as I relived the night's events was, when can I do that again? Sunday passed in a wild haze as I tried to wrap my mind fully around the experience. I kept pretty much to myself...the few exchanges I did have with my housemates were awkward and gigglish, and I wanted the time to process Saturday night's events before spending too much time back in the social mix of the house. Before I knew it, however, Monday arrived, and my head was still spinning. On a whim, I decided to call in sick and instead spend the day quietly collecting my thoughts. That was the plan, at least. In practice, the long-standing domestic in me found all manner of things to keep me occupied around the house - vacuuming, dusting, tidying here and there. Checking on the unfinished areas of the house and making plans on how we might compete the space (only the basement rec-room was left, and we had taken a break from ongoing renovations in order to bank a bit of cash, as well as use the time to decide what the house still needed). After a while though, having the house to myself lost its charm. Amazing how after only a few short weeks, having a house all to myself felt off. I put on some music to fill the house with sound, and forced myself to put away the cleaning gear and relax so I could think. I soon found myself on the third floor, looking out at the patio. Now there's a thought, I said to myself as I stared at the hot tub. I hurried back downstairs, grabbed a glass of wine and a towel, and marched back up the stairs and outside. The weather was beautiful; sunny and warm but not hot, a bit of a breeze to keep from being too stuffy. I set my glass down, hesitating slightly as I prepared to undress. The casual dress code around the house had allowed me to become much more comfortable with nudity, both my own and others around me, but standing outside in broad daylight felt different. Much more exposed than the "safe space" of the house or the perceived cover of night. Nevertheless, I took a deep breath, and before nerves could dissuade me I'd whipped off my shirt and sweats and stood there in only my underwear. In for a penny, in for a pound. I undid the clip between my ample breasts, letting them fall free, and now that I felt committed, I quickly bent and slid my panties down to my ankles and stepped out of them, then straightened and stretched broadly, soaking in the feeling of sun and breeze on every inch of bare skin. My courage only lasted so long, however, and after a brief time I slid into the marginal cover of the tub and relaxed as I sipped slowly at my wine and let my mind wander. Naturally, my wandering mind wandered straight back to Saturday night, particularly my interactions with Darren. Experiencing Imogen had had the feeling of "playtime", but taking Darren's cock inside me had brought me back to all the wonderful lovemaking I'd shared with my husband over the many years we'd been together. I had put off sex for quite some time after he'd died, and being with another man at last felt like letting go: freeing, but at the same time leaving me off-balance. I replayed the encounter carefully in my mind's eye, from Imogen's invitation to join the "guessing game" she and Melissa had been playing with a tied and blindfolded Darren to the wild tangle of arms, legs, and various other interesting pieces of anatomy that had been our "Grand Finale". Soon enough, my free hand found its way between my legs, and I licked my lips as my fingers parted my folds and slipped carefully inside. I was wet with my own juices already, and a finger slid in easily, then two. I pressed my palm firmly over my mound, and squeezed, putting pressure on my clit as my fingertips probed for my g-spot. I had guessed from reading up on the subject, and personal experience, that my g-spot would be my best chance at achieving orgasm, but Malcolm had never been able to find it, and even on my own I had trouble maintaining consistent stimulation. My hips bounced off the floor of the tub and I gasped loudly as I made brief contact with the magic spot, but attempts to repeat the motion eventually left me frustrated, and with a sigh I decided it was time to exit the tub. I wrapped myself in my towel, intending to head for my room to get dressed, but as I caught sight of the door to the spare master bedroom, a quick flashback to Saturday led me back to where it had all happened. I eased carefully through the door, strangely cautious even though I knew the house was empty. Maybe I had become accustomed to hearing the sounds of my housemates' noisy lovemaking coming through that door, but I almost felt like I was intruding to go in there on my own. Still, the room had been designated "common space", so I shook off my hesitance and explored the room. Imogen had mentioned how the room had been outfitted specifically as a play room, so I was only slightly surprised at the stash of equipment I discovered when I opened the closet. The restraints I had already seen during Saturday's party, although there were more of the same: silk ribbons, pink fur-lined things, stuff like that. A trapeze-style bar that looked like it would be at home hanging from the hooks above the bed -- my fingers gently tweaked my nipple as I pictured Melissa with her arms over her head, holding on to that bar for support as she rode Darren for all she was worth. The bar dropped to the floor as something else caught my eye in the corner of the closet. At first glance, it looked like a bizarre Medieval torture device, but as I turned it over in my hands, its shape and purpose became apparent: a broad sling to sit in, a rest for the head, stirrups for the feet. An image of sweet Imogen sprawled wide open in the sling as Darren pounded madly away between her legs found me leaning back against the wall and the towel on the floor at my feet. As my eyes fell on one final item in the closet, I made my decision. I grabbed Imogen's box of toys off the top shelf and lay down on the bed. Minutes later, I was flat on my back, legs spread, with a nicely-shaped 6-inch dildo buried inside me and a small vibrating bullet resting gently against my clit, and I groaned as my arousal built. Once again, as so many times before, I tried to focus on the building rush, willing it to continue, fighting for the impending conclusion that I felt was just around the corner, only to feel it slip away, falling away from the brink I so desperately wanted to reach. This was the reason I masturbated only rarely; while enjoyable, the lack of climactic release left the experience ultimately unsatisfying, particularly when the session seemed to be going so well. This time was no exception; orgasm remained as stubbornly out of reach as it always had, and I settled back on the bed, switching the vibrator off with frustration. I took a deep breath and let it out slowly, trying to reclaim the lost moment with a gentle motion of the dildo and my fingers. I was just starting to feel the first stirrings of arousal again, when a sudden flash of movement out of the corner of my eye distracted me. I turned my head, and all thought of what I'd been up to fled, replaced by an unstoppable flood of embarrassment. "I'm sorry," Darren mumbled from the doorway. I didn't know anyone was home, so when I heard...you know...noises coming from here, I was expecting..." "One of 'the girls', of course, so you wanted to join her, but you weren't expecting the old lady." I knew as I said it that I was being unfairly harsh, but the frustration of my almost-orgasm coupled with this interruption had me highly irritated. "You're right," Darren admitted. "I was expecting Melissa, possibly Imogen, and I was all ready to jump in. Not sure why it never even occurred to me that it might be you, and that's unfair to you. You're as much a part of this house as they are, and Saturday should have been proof of that." I suddenly realized that it felt supremely odd having this kind of conversation with my fully-clothed housemate while I still had a dildo stuck halfway inside my pussy, so as discreetly as I could (ok, so not very!) I slid it out, setting it casually aside as I sat up to face Darren from a more dignified position. "I guess I shouldn't be feeling awkward to be caught out like this either, all things considered. I mean, why shouldn't I have just waved you in? I'm sure the others would have." "Most likely," Darren admitted. "But then, they're more comfortable in their relationships with me...after all, we've had many times together already, while you and I...just Saturday." He paused for a few seconds, then looked at me more intently. "Is everything ok? If you don't mind my saying, you looked more pissed off than turned on when I walked in, even before you saw me. Come to think of it, you were a little withdrawn yesterday too." "It's no big deal, really," I told him. Yesterday I was just trying to get a grip on Saturday night, and I realized I needed some alone time, and you guys were all way too bubbly for that to happen. So today I took time off to collect my thoughts. And you saw what that led to." Darren grinned at that. "But it didn't help. Playing with yourself is supposed to be a great stress reliever, but let me tell you, that's not the case when you can't..." I stopped short of dropping a big Too Much Information on Darren, cursing my frustration for making me bring it up, but I realized that he caught my meaning anyway. "It just feels unfair sometimes. Melissa and Imogen get off so easily, I hear them all the time. I was sooo close earlier, thinking about..." I trailed off sheepishly. "You still enjoy it though, don't you?" Darren asked, genuinely curious. "I mean, I'm sure you wouldn't have joined in if you didn't." "Would you still enjoy sex," I shot back, "if you always pulled out and stopped just before you came? It's still fun as far as it goes, and even with Malcolm I loved doing it as often as we could, but it always leaves me restless. I know I'm not alone in it, at least; apparently it's not uncommon in women, and many actually dislike sex because of it, so I guess I'm luckier than some." "I see," Darren said uncertainly. "Well, anyway, sorry for barging in. I guess I should let you..." He trailed off and moved awkwardly to the door again. A sudden impulse struck me as I realized what had really been bugging me the day before. "You don't have to leave, you know," I called after him. He looked back at me in surprise, and I was instantly grateful that my dark skin does wonders to disguise a blush. God! I was more nervous than I had been making a move on Imogen! "I'm still feeling kinda frisky," I continued shyly, "and I wouldn't mind having you all to myself for once. That is, if you're interested in this..." I gestured lamely at my far-less-than-perfect figure. "Audrey, I'm implementing a new housemates rule that will apply only to you. You are no longer allowed to talk or even think or yourself as second-rate compared to anyone else in this house. There's nothing wrong with who you are, or the way you look. You're one of us, in every way, so feel free to act like it. Ok?" I nodded carefully, then a trace of my usual confidence finally reasserted itself. "If that's how you really feel," I said, sitting up straight and spreading my legs slightly, "get over here and prove it!" "Don't mind if I do," he answered after a forgivably brief hesitation. As second later he was on his knees in front of me, resting his hands gently on my knees. I parted them a bit more, allowing him to scoot closer, and when he leaned forward to kiss me, I met him halfway. Our lips met cautiously a few times, testing the waters, and then suddenly our mouths were open, tongues duelling fiercely as his hands began to roam my body. He was a very good kisser, I quickly realized, something I hadn't had the chance to discover in our group encounter, and my "friskiness" soon gave way to true arousal as he broke the kiss and moved his head down to give my boobs a little nipple-tingling attention. My hands groped wildly at his shirt buttons, and he fought his way out of it, pushing me back on the bed and sliding comfortably between my splayed thighs. His tongue, as it had been last time, was electric, and this time it was all mine to enjoy, with no other distractions around. And enjoy it I did. He was clearly in no hurry, so I relaxed and let him work the territory, gasping as gripping his hair tightly whenever he touched me in just the right way. Again and again my arousal built, then faded, each time cresting at a higher peak, dropping off as I fought to climb higher. Finally, it was too much, and I pulled his head up gently, giving my over-sensitive bits a much-needed break. "Easy," I told him. "I can only take so much of that." He slid up beside me instead, running one hand gently over my mound as his lips returned to my nipples, alternating between them while his busy fingers worked their way carefully into my sopping wet hole. Two fingers filled me most satisfyingly, curling upward after my less-accessible pleasure button. I groaned with a sudden blast of pleasure as his fingertips found it, lifting my hips far off the bed as he thrilled me two, three more times. "Oh, God, don't stop," I told him, belying my own words by wiggling around to grab his rock-hard manhood through his pants, then pushing him back to start working at his belt. He obliged me, and in a flash he was wonderfully naked in front of me, and I couldn't restrain myself from leaning over and taking him in my mouth. He grunted his approval, but we were both too impatient for much of that, and soon enough I was leaning over to toss him a condom from the toybox, and then he was on top of me, filling me with that beautiful cock. "Ooohhh yessss," I heard him hiss as he entered me in the missionary position. I could only agree as he started pumping forcefully into me, obviously every bit as much into the moment as I was. Harder and faster, his face contorting with the effort as he put everything he had into it, and once again my arousal shot up the slope toward that insurmountable peak. My world shrank to that single image in my head, a high, lonely peak, and I reached for it, stretched as our bodies slapped wildly together, lifting me, propelling my higher. I fought madly for that peak, felt it, right there, but at the last instant, I felt it slip, falling away from me. In the real world I felt Darren twitch, grunting with convulsive effort as he emptied himself into the condom, collapsing on top of me. "So close," I heard myself mumble as I caught my breath. Darren nodded his understanding, kissing his way slowly and teasingly across my neck as he lifted himself off me. "Roll over," he instructed. I did so, arranging myself on hands and knees as he removed the soiled condom and quickly wiped himself before moving back into position, behind me, but slightly to one side. I had expected to feel his cock enter me again in that position, but instead, I felt a completely different sensation as he slipped his thumb inside me, curling his palm gently over my mound. I responded to his gentle pressure on my back, lowering my upper body until my breasts were mashed into the mattress and my head buried in the pillow, then gave a moan that was almost a bark as he tightened his grip with his right hand, pressing upward against my clit while his thumb pressed down directly onto my g-spot. He began a steady motion, clenching his hand, relaxing, grinding his palm against my clit, then bearing down again, each time drawing an uncontrollable noise from me. In less than a minute, I was flying back toward that peak, but as I started to tense up, preparing once again to try to push myself over the edge, he stopped and instead began massaging between my shoulder blades with his free hand. I relaxed into this new sensation, calming myself to begin catching my breath, and was completely caught off guard when another squeeze gave me a fresh jolt of pleasure. My body was torn, caught between the tension of impending release and the relaxation of the shoulder rub, until suddenly my world exploded into light. Darren's thumb mashed down on my g-spot, just as I relaxed, and the sudden jolt drove me completely over the edge. A wave of pleasure like nothing I'd felt before crashed into me, driving the breath from my lungs and every thought from my head and I screamed at the top of my lungs. My body flopped like a fish as wave after wave overtook me, and with what felt like my last ounce of conscious will, I squirmed off Darren's thumb, and collapsed on the bed, my body still twitching with aftershocks of what I suddenly realized had been my first-ever orgasm. "Holy shit," I gasped as I finally caught enough breath to vocalize. "I used to ask other women how they could tell when they had an orgasm," I confided breathlessly. "They just told me, when I had one, I'd know. Now I know what they meant!" "Well, congratulations," he grinned as he slid in beside me, giving me a quick kiss. "I'm glad I could help you with that." "Thank you," I told him with a fierce squeeze. I propped myself up on my elbow and ran my fingers gently through his chest hair. "So," I began, drumming my fingers on his breastbone, "I know from Imogen -- and from Saturday -- that you're always up for an encore. Why don't we see if you can make me do that again?" Without a word, he took hold of my thigh and helped me roll on top of him.