This is the continuing story of my lovely girlfriend and my sexual exploration of each others’ body, set a few months after our last game night story. Details have been changed slightly, per usual, to protect those involved. The setup on this one isn’t nearly so long as the previous story (you’re welcome?).
*****
I sat on the couch reflecting on what a spectacular weekend this had been together. We had decided that we needed a weekend getaway, so, after work on Friday, we headed up to one of our favorite little towns to relax and get away. We were staying in a romantic little house that we’d not been to previously, which afforded us more privacy than a hotel room, while still being close enough to walk to the cute little downtown. We had made our own dinner the first night, had a bit of wine to go with it (as you do on romantic weekends), then decided we’d try out my “new and improved” Sexy Battleship game [see previous post for the “Original” Sexy Battleship].
My changes weren’t all that crazy to the game; instead of needing to come up with a sexual favor on the spot, you take off a piece of clothing (if you have any left) and draw from my stacks of previously written up ‘mild’, ‘medium’ and ‘spicy’ dares to perform with each ship lost. This way, there wasn’t any pressure as to coming up with things to do, plus it added something else to do (mild: makeout, fondle, spank, etc.) while the clothes were coming off… another round of foreplay with the medium dares (massages, oiling up opponent’s body parts, generally playing with all the body parts but the genitals) in addition to the advantage of overcoming any of my girlfriend’s qualms with naming an specific acts she wanted to do later in the game (spicy acts: masturbate for opponent, rub genitals on opponent, oral, etc.). It also allowed me (the dirtier mind of the two of us) to explore some ideas that I wouldn’t mind trying out myself, but struggled with how to bring them up (i.e. me being on the receiving end of some anal play … I mean, after all, what’s good for the Goose is good for the Gander, right?).
Anyway, this post isn’t a re-hash of that game, but my mind was specifically wandering to the end of the game wherein after she had drawn the two “masturbate ass” cards out of the spicy deck, she drew the “insert finger into opponent’s orifice of choice” card. I told her that I’d be a hypocrite if I had her stick things in her ass without being willing to have her do the same to me, and said I’d pick my ass as my orifice of choice. She brought the lube over to the table and I draped myself over the back of the sofa, knees on the cushion, hands hanging onto the back, with my head resting on the top of the cushion and my ass in the air, dick dangling half-hard between my legs pointed at the towel we had draped on the couch to sit on… Having seen her in this position just a few minutes before, I knew everything was on display. “You feel pretty exposed like that, don’t you?” She said, and I affirmed with something like “yeah, but as you know I’m not too shy.” The moment of truth came as she coated her fingers with coconut oil and got behind me, running her off-hand down my back, then running her lubed up fingers up from my balls to my asshole. I tried to relax as best as I could, and she slowly inserting one into my puckered hole. Damn. I wasn’t really prepared for how good it felt, and I instantly let out a groan as I felt my cock stiffen up to full length. She held her finger there for a few seconds as I worked myself over, then began to wiggle it around. She paused and got more lube, and suddenly a more intense feeling jolted through me as she inserted two fingers into me… I started to masturbate pretty quickly at this point, but my song ended before I could get off. Damn! She exclaimed how hot it was, and I agreed that it was hot on my end as well!
We washed up and resumed the game, only to have her completely dominate me 5-3 (Clearly my mind was elsewhere!), and afterward, I asked her what she wanted for her winnings. Well, she sorta half-whispered that she’d really like to have me cum first, then if I could get her, that’d be perfect. “OK, no problem, how do you want me to cum?” She answered in a half-whisper “well, I’d really like to get you how we were before…” My mind went crazy! Apparently she found playing with my ass was as sexy as I found playing with hers! I tried to play off my excitement… “Ok, sweetie, get the lube.” I resumed my position, and she resumed hers, starting immediately with two fingers this time. I gripped my cock with my hand as she pushed her way in, slippery fingers working into me once again. This time her off hand slid down to my balls, gripping them loosely, almost willing me to cum right then and there. This time around I had been much more deliberate with my masturbation pace, trying to make sure I wasn’t a 2 minute man, but let me tell you, the pleasure was intense. Just as I thought I was going to cum, she stopped everything and apparently went to get more lube… I stopped masturbating and wiggled my ass for her and she laughed at me “oh you want more, do you?” … “Please!” I felt her hands on me again, this time kneading my cheeks together, then spreading them apart. She continued doing this for a little bit and my hand found its way back to my cock, slowly stroking it again… suddenly then kneading stopped and my cheeks were held open for a slightly longer time, and suddenly I felt her tongue licking the top of my crack, heading down, “holy fuck, that feels amazing!” I called out as I picked up my masturbation pace… her tongue found my asshole and swirled around it, as I could hear an “mmmm” coming from behind me. The feeling was quite unlike any other feeling I’ve experienced before. It’s more sensitive than your asscrack, for sure, a little bit ticklish, and so, so hot because of how naughty it feels. I had rimmed her a few times before, but she had always been self-conscious of her taste, and my general impression was she’d never be down to try it on me… boy am I glad I was wrong! “That feels so good, sweetie!” I said, followed quickly by an “Oh, I’m about to cum!” She stuck her tongue in as far as it would go at this point (causing a very good kind of intense pressure) and suddenly I bucked my hips up against her face as my masturbation finally yielded a payoff of warm cum dropping directly on the towel below me…
Weirdly enough, as if she knew what I was thinking about, no sooner had I finished replaying in my mind the previous day’s events, she came out of the bathroom with no pants! “So that’s how it is?” I asked her as I admiringly looked over her shapely ass and legs in my favorite sexy red panties… she came over and kissed me as her answer, and my hands immediately grabbed for that glorious ass. She hurriedly undid the buttons on my shirt and pushed me back into the couch, climbing atop me as our lips locked again. I ran my hand up from her ass and under her shirt, and she broke our kiss long enough to lift the shirt over her head and give me an eyeful of the rest of her stunningly sexy body. Curves just so; waist, hips, tits, well-toned arms and those lovely lips diving for me again – this time almost causing a touch of electricity through me as they met my nipples. Her mouth inched lower and her hands felt up the bulge in my jeans, then headed slightly higher as she fumbled with the buttons. Her lips left me, and I’m sure I sighed audibly as she concentrated on undoing my pants, then the button on the boxers below… finally accomplishing her task, her hands reached through and freed my aching cock from the tight confines of my pants. I grinned as her tongue darted out of her mouth and to the tip, caramel eyes looking up at me in a teasing manner. Her tongue flicked over the underside of my cock and she smiled before closing her eyes and enclosing my rock-hard member with her soft mouth, swirling her tongue around the tip once, twice, three times before opening her eyes again and looking up at me… “God that feels so good, baby” I said. She smiled around my cock and began to bob her head up and down on the shaft, bringing up her hands to dance across my stomach and trimmed pubic hair. I grunted my approval, but she suddenly stopped, eyes twinkling at me… “Want to cum again like you did last night?” I answered a whispered “yes!” and my mind immediately started racing with thoughts flooding back from the new sensations last night, only to be crowded out
as her mouth once again sucked me in, engulfing the head of my dick and making me focus on the beautiful body between my legs again. I ran my fingers through her long brown hair and she came to a stop again, eyes dancing some more… “Oh, good, I was hoping you’d say that!” She stood me up and we took off the remainder of our clothes before embracing, I pressed her sexy naked body into my larger frame, enveloping her with my arms and kissing her soft luscious lips deeply.
After a minute or two, I suggested that we both take a minute to make sure we were clean back there. (I was determined today that I’d reciprocate for her, unlike the previous day where my legs had turned to jelly after I came and weakly offered her oral on the bed, haha)… she agreed and we headed off to the two bathrooms to clean ourselves up. I finished before she did and assumed the position on the couch. She came out of the bathroom a minute later and danced in front of me for a little bit before heading behind me. This time, she added a little oil to her fingers and spread it over my asscrack before spreading my cheeks and setting to work on my asshole again. I wanted to last a little longer today, so I kept my hands on the back of the couch for a little longer, telling her how good it felt and how hot it was that she was doing this, but they didn’t last long on the back as my dick just ached for something to rub against. My hand encircled my cock and I slowly started rubbing one out before my girlfriend brought a finger up and inserted it in, then resumed licking around it as I went to town on myself, loudly encouraging her to keep going. She decided to take a new tactic today and got a little more lube before kneeling behind me, inserting two fingers and began to pump them in and out, driving them with her hips and adding her little moans of pleasure to mine. I yelled out “Fuck me!!” And she picked up the pace a little as I too picked up the pace on my dick, now getting my hips in on the action driving myself back against her as I slid my hand up and down my length. After a minute or two of my grunts and her moans, she slowed again, and asked if I wanted anything in particular.
“I think it’s your turn now” I said… and she asked “are you sure you don’t want to cum first?” as she continued to slowly pump her fingers in and out of me. I said I was sure and she pulled out her fingers. I stood up and kissed her, a little softly at first, then – with more animalistic growl – went in for another before abruptly breaking it off and telling her brusquely “get on your knees!” as I moved her toward the couch. She complied and assumed the position I was just in, ass pointed at me. I got behind her and gave it a playful smack, then added some oil to my fingers and spread her cheeks. I saw her hand flutter down to her pussy, as she was going to masturbate to me eating out her asshole. I brought the oiled finger to her cute little hole and applied a little pressure before replacing it with my tongue as she moaned. I grabbed a firmer hold of her ass and brought her hips back to my face, grinding in my tongue as deep as I could, eliciting more sounds of pleasure from her. I swirled my tongue around, and licked her up and down, paused and licked around the rest of her ass before settling back on on the hole. My hands moved up to her hips as she pushed back into me. My mind was racing, and my dick ached for her… I wanted so much to just stand up and fuck her right then and there, but was determined to make sure she was good and ready first. I got more lube and inserted my right middle finger into her ass, using my left middle finger to slide into her well-lubricated pussy. She breathed “oh God, that feels good…” and continued to work over her clit as I worked over her pussy and ass with my fingers. I paused to get more lube for the finger in her ass, and this time tried to make sure it got actually inside her, before I started to lick around the finger, just had she had done for me a few minutes prior. I took out both fingers and grabbed her ass, squeezing it, then traced my hands up her back to her shoulders, before heading back down again…. I added a bit more lube and this time, slid my right pinky and ring finger into that ultra-tight ass, leaving my left middle finger to once again take it’s place in the hot confines of my girlfriend’s pussy. I left the fingers in the ass still as I finger-fucked her with my left hand.
After a few minutes of that, I asked if she was up for turning this into a really special occasion (aka full anal)… she breathlessly said “yes, yes!” and finally my cock was going to get the relief it had so desperately desired for the last 20 minutes! I lubed it up and knelt behind her, poised at the entrance. She pushed back a little and I pushed forward, and I could suddenly feel the tightness of her ass squeezing down on me. “Slow, baby, slow,” she admonished, and I tried my best to go as slow as possible into her, one inch… two… suddenly, I could feel my dick throb and she let out a little yelp, quickly squeezing my dick out of her. I apologized and she regained her composure. I got a little more lube and added it to her backside, licking her hole a few more times to try and warm her back up. It didn’t take long! “OK, try again” she beckoned. I got a little more lube and added it to my dick before once again kneeling behind her and taking her hips into my hands, pushing slowly into her. She moaned very loudly and again asked me to be slow. I again tried to go slower still, pushing against the tightness with as little force as I could muster, pausing frequently. At about 2 inches in, I could feel my dick wanting to throb again, so I warned her this time. “Uuuuaaaaahhhh!” came the cry from her as I throbbed, but this time she did not pull back. I kept at that spot a little longer before she started to push back onto me. She stopped again, and presently – due to the tightness – I could feel my dick wanting to throb. It was all I could do to keep from finishing right then and there! I warned her and she grunted again with the throb, then continued sliding down the shaft. After what seemed like a long time (but was really probably 2 minutes), she reached the hilt, I could go no further. I held her there, letting her adjust to my girth. She sounded like she was about to cum already! I admired her smooth skin in the light of the setting sun, loving the supple strength of it, as I ran my hands up and down her spine. I decided I’d try out a couple things from my “sexy box of tricks” and gave her ass a hearty smack, watching it subtly ripple back into place as she gasped again. I ran my hands through her long brown hair, now tied back in a pony tail that reached almost all the way down her back when at full length… I grabbed near the base of her hair and gave a gentle but firm pull, feeling her hips grind into mine as her head jerked back. I leaned in to kiss her neck, and whisper in her ear how hot this all was… “I want you to cum inside me!” was her low guttural response. I moved my hips slightly back, bringing my cock just a little ways back from fully entrenched, then pulled her hair a little harder and felt her hips slam back into mine. “What do you want?” “I want you to cum in me!” she said with more authority this time.
I let go of her hair and brought my hands to her hips and brought my hips purposefully further out this time before deliberately sliding my length back into her, relishing the tightness of her ass, relishing the feel of her ass against my hips, relishing the sight of her taking my entire length, relishing the moans and deep gasping sounds every time my cock filled her up, relishing the slight sheen of oil and sweat across her body, relishing the shallow ‘S’ curve where her waist met the flare of her hips, where my hands dug into her, willing her body to accept the fucking I was about to give her. I picked up my pace, fucking her cute little asshole in earnest now, her asscheeks slapping against me as I pounded into her, her moans becoming louder, filling the little house with the sounds of her deep pleasure. “Are you going to cum for me?” She asked breathlessly, still on the verge of cumming herself. I slowed a little to very deep long strokes in response… “I’m almost there, sweetie.” I inadvertently took too long of a backstroke and I could hear the plaintive almost longing in her “oooohhhhaaa…” that immediately followed. I lined back up again and thrust slowly into her, and she moaned a much more satisfied “ahhhhh” as I was headed back in. I wish I could do the sounds justice, let me tell you, it was hotter than it looks on the page. I resumed at a medium pace but knew I wasn’t going to last much longer. She began grinding her ass into me, sortof “flexing” as I bottomed out in her and the tightness was too much to overcome. “Are you coming?” Came the query as soon as my dick flexed again inside her. “I’m cumming!!” was my response along with a groan of delight from me, as I got off another spurt or two. Whatever she had been doing to hold herself off from her own orgasm she let go of, and I felt her tighten up further (which seems impossible given how tight she was to start with), as she started shaking with pleasure in what cannot be mistaken for anything but an intense orgasm. I leaned across her back and held her to me, dick still inside her as she crashed through wave after wave of pleasure, tensing and loosening in my arms as she yelled out in obvious delight. Suddenly a huge wave hit and she squeezed my dick out of her, back arching against me and with a final long wail, she went limp in my arms, sweaty and spent. I held her there for a moment, then started to kiss around her cheek, ear and neck. “Number one” I whispered in her ear… and I saw her smile. “I loved letting you cum in me.” She said, and I confirmed “agree, it’s so, so hot!” We untangled ourselves and kissed again before heading to clean up, exchanging thank you’s and I love you’s as I’m sure every couple does… Damn, what a great trip! 12/10 would book again!
****
On a less sex-oriented note to my girlfriend: this whole trip was a great reinforcing memory of how great you are! You’re deliciously sexy and adventurous, non-judgmental (despite my dirty mind) and like to have a good time (sexy or otherwise). I’m truly a lucky man, and hope one day in the future that you’ll be mine forever. I love you with all my heart! And also… hope you’re ready for more next year, ’cause we’re clearly going back to make some new memories!
Source: reddit.com/r/gonewildstories/comments/474eht/tossed_salad_or_how_i_learned_to_stop_worrying
Easily one of the hottest stories I’ve read here
Aw seems you’re both lucky to have each other.
Super hot story! You seem like you have a great relationship.
I didn’t even read the story, just a great fucking title!