The Last of the Last Ones [F26/M28] [Roommate Lovers] [More than Sex] [Bareback] [Explicit PIV] [Sequel]
A sequel to my most popular post so far this month.
Stephen and I reached the bottom of my condom stash so much faster than I thought was possible. We had 37 months to do it, but it barely took us 2. Which is to say, we were having a lot of sex.
A lot a lot.
And it was so, so good. Good enough that he hadn’t brought another girl home in weeks–although the fact that we lived together and I was almost always horny and willing helped too, I am sure–which meant he wasn’t going through his own boxes of condoms. And there were no new “lucky last ones” to add to my stash.
With only one left, this luckiest of luckies sitting proudly on my nightstand, I took Stephen out for dinner as a bit of a commemoration for a task that once seemed insurmountable. The hostess was, of course, a girl I’d met in the hallway between Stephen’s room and our bathroom, and our waitress was too, but they were sweet about what very much appeared to be a date (to them, at least).
“How is your shrimp alfredo?” I asked him.
“Really good. How is your chicken?”
I’m sure he saw me picking at it. It wasn’t the chicken’s fault. I was just nervous. I had never been on a real date–not that I’d call this one, but it was close enough to kill my appetite.
“It’s fine,” I said, taking a deep breath. If I wasn’t going to eat, I might as well get straight to the reason I brought him here.
“I wanted to talk to you about these past months, and I, uh, wanted to thank you, for taking a chance with me, for all you’ve done. I’ve learned a lot about myself, had a lot of fun, it’s just been such a crazy journey. I really didn’t think you’d do it.”
“Why not?” he asked with a half-full mouth.
“I’m your nerdy, awkward roommate. What guy wants that over the kind of babes you bring home? I don’t look like them, I can’t do what they do.”
“You underestimate yourself. You’re sexy. You’re a good partner too. You take an active role. You’re fun, curious. Sweet. Horny. Did I say sexy?”
I blushed hard. “I feel sexy. It’s a new thing for me. But, I am liking it.”
“I don’t think I had anything to do with that. Maybe I was there when that switch flipped for you–”
“You were! I remember it! Our fourth time, Sunday night of that first weekend. I was doing meal prep in the kitchen–tuna salad–and you came up behind me and asked me if I wanted to.”
“Oh yeah. You were in your apron, so focused on what you were doing. Your butt was eating the one side of your shorts and half your cheek was hanging out. I just– Something came over me.”
My stomach did little flips and my cheeks got hotter.
“No one had ever… And… you… right there… pressed against the counter… your hand tilting my head back… your kisses… your fingers…” Broken as my words were, if I kept going I knew they’d break me right here in the middle of the restaurant. “The times before that, I felt like a princess who got her wish. It was all proper and sweet and caring.”
I bit my lip and my eyes closed. My cheeks felt like they’d burst into flames and I swore I was leaving a puddle on my chair. “But that time. I felt like your toy, the exciting new one that you wanted for so long, you knew everything about it before you even got it, and now it was waiting at home and you spend all day at school or work thinking about it, looking forward to coming home to finally play with it.”
“And that was, good?”
“Yeahhhh,” I said, my words feeling like an orgasm. “I loved it.”
“I wish I knew that sooner. Before we were down to your last one.”
“It wasn’t the only time I felt sexy, or the only thing I enjoyed. The first time I was on top, the following Thursday, before bed. What I remember most was your eyes–god–your eyes, your face. Your hands guiding my hips.” I stopped for a breath and lost my train of thought. “Whew…”
“Do you always feel sexy? Often? Sometimes?”
“In bed with you? Almost always. Outside of that? More often than not, lately.”
“Right now? Because, you look very sexy.”
Tonight might have been the first time I truly knew I was sexy.
While I often tried to dress up a little before inviting him to my bed, I normally still looked casual. A dinner date was an excuse to try harder, to do more. I had bumbled around in my bathroom trying to figure out how to apply the most basic of make-up and not look like an absolute clown, whittling down my planned look until I wondered why I was even bothering.
But I knew I looked great in my brand new emerald dress. And I was sure he’d enjoy what was underneath it even more.
“I feel it too, yeah,” I admitted with a smile. “I actually feel confident–especially in the bedroom, but not just there–I feel like I can do this. Be sexual. Outwardly, not only in my thoughts and private time. I can date and have sex!”
“I think you had it all along, but I’m glad you realized it,” he said, though his tone was off and I couldn’t figure out what it was. “You deserve all of those feelings.”
“And tonight, I am thanking you for that.” I reached across the table and took his hand. I gave it a squeeze and gave him a smile that glowed from my core. “Maybe we should take the rest to go, so I can get to my next, uh, expression of gratitude.”
I didn’t let go of his hand until we got to my room. Our path there was littered with little kisses and longer ones. Knowing looks. A general touchy-feely-ness that we’d never really had before. Having such a connection felt nice, and it only got better when he started undressing me.
He did it slowly.
His lips followed every reveal of what was under my dress, trailing the zipper down my back, then circling me as he let it slip down me an inch at a time. With his face buried in my monumental cleavage, he unclasped my bra, but held it there, only slightly loose, and let his mouth push it further and further until he’d covered my boobs in open-mouthed kisses.
His treatment of my ass was similar, though my underwear hid little of it in the first place.
It was as if he was studying his favorite parts of my body, and I didn’t mind at all, though I flinched every time he approached my crevice. Like a gentleman, he refrained from further exploration, soothing me with a squeeze of my hand and a whispered “I know. I won’t. Don’t worry.”
Stripped, I backed onto my bed.
Watching him disrobe is a worthy reason to break our record-breaking hand contact. Every time he strips down, he seems sexier. Now he plays along, shaking his hips and taking his time as a way to tease me, and I never can stop myself from giggling. I always tell him “go faster” but he knows that means his pace is just right. It feels like he’s offering himself for my approval, as if I might at any moment refuse him.
When he gets to his underwear, it sparks a feral part of me. Every time. He slows way down and taunts me harder until his cheeks come free and I can’t stop greedy little paws from reaching to squeeze them. He says there’s a lust in my eyes that drives him crazy. I have no idea what he’s talking about.
Usually when he turns around, I dive at him mouth-first to swallow him whole. This time, I pulled him down for a kiss. Both hands around his neck, I held him there and channeled all my thanks–all my feelings–into the longest, hardest, wettest kiss we ever shared.
Truthfully, I was still trying to swallow him whole, just starting from his tongue. I wasn’t successful, but it felt really nice.
I’ve kissed my way up and down his body plenty of times. I’ve had him in my mouth to completion once or twice too–side quests of opportunity that complemented our larger mission. But for the first time, my lips wrapped around his shaft and it didn’t feel like practice anymore. Perched on my hands and knees, my fingers gripping the edge of my mattress, I took him deeper, deeper still, filled with the confidence of knowing what he likes and loving the way my mouth can make him feel.
I no longer worried about the spit dripping down my chin or collecting on my boobs. I was free to watch the pleasure on his face with wide eyes. My body sang with enjoyment of his every groan as my tongue glided and curled, tracing, pressing along his length.
“Roll over,” he told me. “Hang your head off the side.”
A moan ripped out of me as he straddled my face and thrust into my mouth.
This was different. Exciting. I felt like his little toy. Immobile but not powerless. All my focus channeled into working him with my mouth as glee bubbled through me. I could even squeeze his butt like I do whenever he’s on top of me. The way his cheeks tighten up with each stroke makes me weak.
This position was a revelation I couldn’t believe I had never thought of.
I felt him shift and lean and his body met mine. Then his tongue fell flat, hot, wet on my mound.
As pronounced as our height difference was, he couldn’t quite manage to reach his lower destination and remain in my mouth. But his balls were right there now, right on my face. His ass too, which didn’t bother me as much as I’d expect; it was as cute as the rest of him, actually. I busied my tongue on his balls as his dick smeared wetness over my face, as his tongue played its own game in my lap.
Once his tongue flicked me over the edge, I couldn’t hold back any longer and pulled him onto the bed so I could straddle him. I ground my vulva against him, delighting at the way his tip poked out from my mound at the bottom of each stroke, his bare skin glistening with my wetness.
Out of his own haste, he thumped our last lucky condom between my boobs. I made him wait a few more strokes and watched his face contort. He’s too adorable when he gets needy, and knowing he wants to be inside me that badly makes my chest heat up.
I unwrap the condom and put it on him–something I think I’ve gotten good at–then watch his face as I ride him and rub my clit. I’ve gotten much better at that too. It barely takes me any time to reach my peak, which tonight was already my second. He smiled so big looking me up and down, his hands roaming over my body–my clit, my nipples, my butt–all his favorites. Everywhere he wanted.
Leaning down, I kissed him and he asked me if there was anything I wanted. Normally, I would have shook my head and continued on top of him until he burst, but the way he used my mouth earlier made me crave something that was… more.
“I want you to give it to me,” I said with a guilty grin. “Harder than usual, if that’s–”
He spun me onto my back and pushed between my thighs. I saw a different side of him in the way he took over, the way he moved against me. We’d had sex many times before, but the only word for what happened was that he fucked me–really fucked me.
It wasn’t the pure physical vigor that changed; it was the intensity in his eyes. The snapping of his hips was a statement that I was his, not to use but to own.
I watched his face intently, trying to catalog his every flinch and wince and staggered breath. No matter how many times I’ve watched it, it never gets old, only more satisfying. I felt fuzzy and almost weightless as I watched his face and body pulse with the pleasure coursing through him.
The sharp comedown emphasized how hard it hit him–so much harder than I’d ever seen. The room turned melancholy as he discarded the condom and lingered on the bed next to me. He lacked his friendly chatter and I felt unusually detached.
I clamored to regain what I felt like I had just lost, swinging an arm and leg over him, kissing him, grinding against his hip lightly enough to not be demanding but firmly enough for him to feel how wet I still was. I even caressed his flaccid dick and ran my fingertips down his balls–something he usually enjoyed. On the surface, all our closeness was still there, but it felt superficial.
“I hope you know how appreciative I am for everything, how sweet you are, how sexy I find you. I should have told you that sooner–the sexy thing–maybe not the first time we met, even if it was true, but, much sooner.”
“Really? You felt that way?” he asked, his head recoiling in surprise.
“Oh yeah. You are objectively handsome. Plus you had the mystique of all your female attention. You had this beautiful girl draped on your shoulder when I showed up to tour the house, and I assumed she was your girlfriend, but the second time I came by, it was someone else, even more pretty.”
“Huh.”
“I guess I can tell you now that I used to try to picture what I would hear at night or whenever.” I felt myself flush. “Did you… ever…”
“Picture what you were up to?”
“Nevermind, no, I don’t want to know,” I buried my head against his shoulder.
“I think you do,” he said with a little grin, looking into my eyes. “I… used to think you were cute. I was always fighting my instinct to check you out. Or at least not get caught. I always found it kinda hot when I’d find your underwear in the bathroom. I still do. And it made me think about what you looked like underneath. I was so excited when you–you know–asked me. For sex. But it was just so unexpected. I had thought about it, but never what I’d actually do.”
“So was the sex worth it, to finally get a look underneath?”
Laughing, he replied, “Sex with you was a much bigger reward. I was not prepared for it. At all. And getting to know you, more, better, has been– I feel lucky. Funny how that works.”
“Lucky, huh?”
I had been thinking about what he said months ago about what happens after you’ve used your last condom–how if you want to do it again, you have to rely on whatever luck remains from the last one.
“You should put it in me,” I said in an easy tone.
“Wasn’t that your last one?”
“Uh huh.”
“I have more. In my room.” He sounded excited again. Eager like he used to be.
“I thought we could try without. Bare, if that’s ok with you, see how much luck we have from all of those lucky ones.”
“You trust me to pull out?” he asked.
“I would–I trust you with, like, everything–but that’s not what I want, you pulling out. You could, just, stay.”
“Yeah, um, ok! Are you sure?”
“Do you think I haven’t been wanting this for a while? Thinking about it practically every time we do it, and when I’m all by myself…?”
“I bet you even planned out the position,” he teased.
“Of course. Sit up.”
He realized immediately what I was asking for when I got on my knees, turned away, and backed up until I reached him. His hands were on my hips before I got there, and his tip was already at my entrance.
The only other time we had done it this way was a little awkward, not due to logistics but because of how emotional it got. It felt heavy, far too intimate for where we were in those early weeks, but tonight, after a date and disclosing how long we had been fantasizing about each other, it felt right.
I sat up and leaned into him until my back was tight to his chest. Our faces were inches apart, gazing over my shoulder at each other, watching our reactions as I let myself down on him.
“Oh my god,” he breathed. His face looked as overcome as I felt.
“This… is… soooooo good. I don’t know why we didn’t do this sooner.”
I moved in the slowest of bounces. He kissed my neck while his fingers traced my belly, clutched my chest.
My head fell back against his shoulder. My hips grinded against his hand. His teeth pressed into my neck.
This was better than any fantasy I’d had. The feeling of him was incredible to the point of being unbearable. My bouncing quickened, seeking more of that heat, that satisfying fullness, that last bit of stretch at the bottom of every dip.
I felt myself clenching. His fingers flicked my clit while my own pinched my nipples until I hissed and an orgasm sent me reeling. My bouncing became a grind. His arms tightened around me as he gave me the longest, most passionate kiss. His hips took over beneath me, pushing himself in and out.
I lost myself in the swirl of sensations and feelings and emotions. Our second rounds are always so much more intense, so much hotter and longer, and I always orgasm so much more, but never like this. Everything about it felt like more than all I’ve had and maybe more than I could handle.
My fingers slid under his, setting my own pace and pressure on my spot that wouldn’t stop buzzing. His fingers found my mouth. I tasted myself for the millionth time but it was so much better off his fingers than mine.
I was clenching again. Maybe I never stopped. But it was harder now. So much harder.
His hands grabbed me by the hips. His hips bouncing me in his lap. My boobs slapped against my body, against each other, I think one even grazed my chin. It was a blur. I was limp. A slave to him and this incredible feeling.
“Oh fuck. Oh fuck, oh fuck,” I babbled.
For the first time, I actually felt him finish. My eyes went wide. Jaw slack.
I tried to absorb every moment of it but the feeling wouldn’t let me. It was too overpowering.
And he was still inside. I was still grinding. My fingers still flicking.
Another orgasm jolted me forward. I collapsed backward. Against him. Tight in his arms. His lips already waiting for mine. For the sensual kiss that I’d waited my whole life for. The one from fairy tales.
I opened my eyes slowly, lids heavy. He was barely still inside me, his tip caught in my endless clench.
“You should stay,” I pleaded in a whisper.
“Stay?”
“Sleep here instead of your room.”
“Is this turning into something else? Not just a mission to empty your nightstand…”
“Maybe it could. Maybe it already did and we’re only noticing now. If you wanted. If you could ever give up those other girls.”
“The ones that have been nowhere to be found since we started…?” He huffed. “I always said I would, for the right one. If I ever met her. If I ever figured out who she was.”
Even I could tell what he was saying. It was written all over him. It was wrapped around me.
Now was not the time to push.
I didn’t have the energy to do anything more than curl up and drift off to sleep.
And I wanted him to be here for it.
“You should stay then. Here. With me. Pass the time until you find her.”