As a nice change of pace, I want to tell the story of a first date where we just had good, clean fun. Well maybe not that clean. But it was a brief period of no drama, no strife. Just pure exploration. It began with a match on Bumble. Bumble back then seemed to yield one of two types of women: a woman who was tired of the hookup culture of Tinder, or a woman who was using both Tinder AND Bumble to double up on her potential to get laid. Ellie was the latter. On her profile I believe she made reference to her love of tequila which I also have a deep affection for. We hit it off fairly quickly and it immediately became flirtatious.
In her pictures I could see that Ellie was cartoonishly bottom-heavy. On top she was almost flat chested but her hips were just unreal. Very wide-set with a nice thigh gap despite her thighs also being thick. She had what we in the biz call child-bearing hips. Her face was deceptively cute. A dusting of freckles adorned her chubby cheeks. She had hazel eyes that looked like little sunflowers, and her short, strawberry blonde bob really accentuated her slender neck. If Ellie had just been beautiful and adorable that would have been plenty. She also happened to be absolutely filthy AND interested in gaming, essentially a perfect human being.
I love tabletop games, party games, trivia, video games, you name it. At that time I was also very interested in exploring a kink of mine: making risque win-lose conditions for games. Basically a more elaborate version of strip poker. Ellie was totally down to have a “sexy game night” as our first date although she reserved the right to back out if she wasn’t feeling it. Sounded logical to me, I wouldn’t want her to be playing if she didn’t want to anyway. We brainstormed different games that we were both good at and decided to make it a contest of Super Smash Bros. Apparently Ellie was pretty skilled with Yoshi which blew my mind honestly. My playstyle has always been to shuffle between a dozen different characters, never really getting great with any single one.
In the days leading up to our date we kept talking about different stuff we should do to the loser or for the winner. At first she had said she didn’t want to have sex on a first date but I could tell her mind was changing. We were both drowning in anticipation. Right before the day of, we finally agreed on exactly what the rules would be:
1. First five rounds: Winner of each round takes a shot of tequila (this would help even us out a little if one was better than the other).
2. After that: Loser of each round removes an article of clothing until fully naked.
3. First to lose all their clothes loses the game.
If I won we’d have sex without kissing (I thought it sounded hot), and if she won I’d have to eat her out from behind (basically win-win for me). We were both unbearably horny in our messages at this point and she had totally dropped the pretense of not having sex on a first date. When our date rolled around she showed up and we sat on my couch for a minute just getting comfortable. After a bit I asked her, “Should I grab the tequila?” Basically I wanted to know if she was still down. She nodded excitedly, I guess I had passed the initial creeper test. Since we were both nervous we each had 1 shot to start us off.
I won’t bore you with the play by play but I won 3 of the first rounds and she won 2. We took our shots in stride, without chaser (I love the taste of straight tequila) and then let our stomachs settle for a little bit. Ellie had worn a very cute blue sundress, I had worn jeans and a t-shirt because I had no idea she planned on looking so good. Once we both felt nice and tipsy we got back to the game. For our first strip round I chose Lucas (I’m okay with him) and she threw a curve-ball at me and chose Princess Peach. I was totally blindsided, the match ended with her launching poor little Lucas across the map with a golf club and me utterly failing to connect with his third jump. If you don’t know what that means, she kicked my ass.
“Well, fair’s fair,” I sighed, taking off my socks.
“Coward,” she grinned. I have to say she had taken a big leap wearing a dress to a game of strip Smash.
“Alright, alright,” I conceded, inspired by how bold she’d been I took off my shirt. “Happy?”
“Very,” she turned back to character selection after eyeing me up and down a bit. I knew it was time to get serious, so I picked Marth. Marth is the panty-dropping anime madlad that I bring in when I need a comeback, basically I can be a real asshole with him. She stuck with Peach. It was a bloodbath. My midair game with Marth can be extremely frustrating and I could tell she was a little pissed so I promised her I would not play as him again.
“So, what’s it gonna be? Losing the dress so soon?” But she surprised me again. She reached back, undid her bra strap and somehow wiggled out of her bra, pulling it out under her armpit all without showing me anything. The thought of her little tits being so close yet still tucked away beneath her dress was driving me crazy. I gulped audibly and said, “Okay then, next round.”
I lost the next round, I want to say I gave it to her to make up for my Marth antics but I’m pretty sure she just beat my ass again. I congratulated her and took off my jeans. Now I was down to just my boxer briefs and a little bit of a chub was beginning to form in my lap. I could feel her eyes on me the whole next round, I guess being almost naked was a bit of an advantage because I won. When I turned to her she was blushing but resolute. She stood up, reached under her dress and pulled her panties down to the floor. Again I saw nothing. Knowing that she was fully naked under her dress now, the mystery was sending my imagination on a frantic journey. As she set her wadded up panties on the couch beside her, my dick full on flexed, straining against my underwear.
I felt ready to burst. But I really wanted to win. Thankfully it wasn’t difficult with my dick being more or less on full display. She lost the next round too from spending too much time gawking at my cock. Her attention just seemed to be making me harder. I turned to her expectantly but this time her face was beet red. She was contemplating. Before she could say anything I gave her a mulligan. One more round, this time I would select a random character. Without hesitation she agreed. I think she just needed to work up her courage a little. My random character turned out to Mr Game & Watch. She turned to me and laughed, “Yesss, you’re so dead.”
“Uh oh,” I laughed along with her. “Man you got me.” I was lying through my teeth, G&W is probably the character I’m the best at. But she didn’t need to know that. This time she was actually able to fully concentrate on the screen and she did really well, right up until I knocked her ass into a bottomless pit. I had G&W ring his little bell as her character plummeted to their doom.
“Are you kidding me? UGH,” she set the controller down and took a deep breath.
“You don’t have to strip if you don’t want to,” I reassured her.
“No it’s fine,” she was still beet red as she spoke, “I’m just embarrassed.”
“How about this,” I offered, “You still lose, but I will strip first.”
She looked down at my dick that was very close to punching a hole through my boxer briefs, “Okay.”
Her eyes were glued on my lap as I stood up, cock begging to be set free. I hooked my thumbs under my waistband and pulled down. I watched as her eyes widened and her mouth dropped open a little at the sight of my cock literally springing up at full attention. I had never felt so hard in my life. My dick was almost pointing straight up and flexing, a bead of pre-cum squeezing from the tip. For a few seconds she just stared with her mouth slightly ajar until she gulped hard and looked back up at me. I’m not going to lie and say I have some enormous monster dick but the way she looked at me, I felt like I was on the moon. I’ve never felt so virile and sexy.
With one quick motion she pulled her sundress over her head. Her body was unbelievably erotic. She had a small tuft of blonde hair above her gorgeous pussy, framed artfully by her broad hips. To simply call her pear shaped would be a disservice. This woman was not some mediocre, C-tier fruit she was a goddess! My eyes traced up her body to her perfect small breasts, she had a small mole just below on her ribs. Then I scanned up to her freckled, sun kissed shoulders, her beautiful neck begging for a firm hand wrapped around it. Her face was still beet red but she gave me a meek, unsure smirk.
“Holy shit,” escaped my mouth despite my best efforts. I smiled at her reassuringly, mockingly asking, “So are you still interested?”
“Definitely,” she replied.
“In that case, turn around and get on the couch. On your knees.” She seemed eager to follow orders as she assumed the position, basically doggy style with her elbows resting on the back of the couch. As she prepared for me to enter her I decided to show some good sportsmanship. I spread her perfect fat ass apart and pushed my face between her cheeks. After all that waiting, I couldn’t help but devour her pussy from behind. Taken by surprise, she started to squirm and moan. I had to kneel down to get to her clit, usually I liked to focus on the clit but this time I’d have to get creative. I ran my thumb through her soaking wet slit and then pushed it gingerly into her asshole.
Ellie let out a sudden gasp but said nothing, so I continued. As I sloppily, hungrily licked and sucked all over her hot pussy I slowly pushed my finger in and out of her ass. Her hips began to move with me as I picked up pace. Suddenly I was overcome with a desire to taste her ass, which I had never done before with any woman. But what the hell. I ran my tongue all the way from her clit, across her slit, up between her crack and I tongued her tight asshole as deeply as I could. I moved my tongue in spiraling circles like a corkscrew and she started to convulse almost. Her legs felt like they were turning to jelly. I simultaneously worked her clit with my other thumb and she came hard. Before she was even finished trembling and recovering I lifted her hips back up and pushed my bare cock all the way inside of her.
With a loud moan she pushed her hips back into mine, turning her head back to look into my eyes while my cock was inside of her. Her beautiful sunny eyes had this fiery lust in them all of the sudden. With one hand she reached back and put her hand on my ass while I pumped in and out of her, beckoning me to continue. While she did that I reached around and played with her tiny tits. They must have been incredibly sensitive because she instantly got a lot louder. As I rolled her nipples between my fingers she would twitch a little every so often. Her hips began to shift as she started working up to another orgasm. Without saying anything she took my hand and brought it up to her throat. I didn’t need to be asked twice.
I pressed down on either side of her neck with my thumb and middle finger, holding firm but not too tight. Then I started to really rail her. I could tell that she liked her orgasms to be as intense as possible so I kept my pace as hard, fast and deep as I could. Her hand squeezed mine so I tightened my grip on her throat. What followed was an earth shattering orgasm for her, she became a trembling mess. After a few vain attempts to keep herself steady she slumped over on the couch and my cock slipped out of her. I put my hand on her cheek to make sure she was okay. After a moment of heavy breathing she took my hand in hers and moved my hand to her mouth, taking 2 fingers in her mouth. She sucked lovingly on my fingers and ran her tongue between them.
“God, you are a good little slut, aren’t you?” I asked her, with nothing but affection and admiration in my voice.
“Mhm,” she kissed the inside of my palm before slipping my thumb in her mouth. Her big hazel eyes looking up at me like some cute woodland creature.
“Lay back and put your legs up,” I commanded her. She did as she was told, holding her legs up in the air and waiting patiently. Climbing on top of her and locking eyes, I sunk my cock back into her welcoming cunt. Our faces were inches apart, minds blank with desire, breathing each other in. As I plunged my cock deep into her I felt my balls tighten with every slap against her. Her legs hung limp over my shoulders as she frantically rubbed her clit, watching my cock enter her again and again. Taking my hand once more, she guided my fingers back around her throat. While I squeezed down she bit her lip and kept her eyes locked on mine. With every thrust I was approaching the point of no return, I warned her “I’m going to cum.” The position we were in, the depth I was hitting, if I didn’t pull out I’d be coating the inside of her womb. The thought was very hard to shake.
But before I could empty my balls into her she said, “Cum on my face! I want it all over me.” As much as I love thinking about knocking women up, there’s something really special about a girl that asks you (excitedly I might add) to cum on her face. A man likes to feel wanted, you know? Well I didn’t need any convincing as I jumped off of her and she slid off the couch onto her knees in front of me. Her eyes stayed on me as she smiled that adorable smile and stuck her tongue out.
I stroked myself closer and closer as I looked down at her, squeezing just before I began to erupt. My cum shot in thick ropes all over her face, covering her cheek and one eye, multiple shots hitting the back of her throat. By the time I was done her face was caked, but she was still smiling that big, sweet smile. I slapped my cock on her tongue a couple times and she took me into her mouth, sucking my softening cock all the way to the base. Taking hold of her chin I pulled my dick out of her mouth and smeared it across the mess on her face as she giggled. Satisfied, I leaned down and kissed her on her sticky lips. Now that’s a winner.
Source: reddit.com/r/gonewildstories/comments/iuwq7e/mf_friendly_wager_with_a_sweet_slutty_gamer_girl
I’ve had a fantasy with this exact premise lol, it’s nice to see someone do the work of writing a story about it for me!
Mmmm yummy! Great story!
I actually lost my virginity playing a similar version of halo, well done haha
People who write like this don’t deserve to procreate
Very Hot story OP!! Thanks for sharing :)