The Wildest Game of Truth or Dare [m/f/f]

The Setup: It was the beginning of spring break of my freshman year of college. I was 19, recently initiated into a great fraternity and enjoying everything college had to offer. A little about me – I’m 6’0, 180lbs, I have green eyes and thick brown hair, medium in length and swept across my forehead, kind of like you see in the south. I was an athlete in high school and college, so I have broad shoulders and a toned physique from years of working out and playing sports. At the time of this story, my long distance girlfriend and I were on a break, so this story begins shortly into my newly single life.

I was back at home, just returning from the gym when I got a call from my friend Sarah. She and I had become fast friends a few weeks prior when we met at a party. Although I always remained faithful to my girlfriend, there was an immediate chemistry and attraction between us. Sarah is tall, about 5’9, pale with freckles speckled around her face and shoulders. She has stick-straight, shoulder length dirty blonde hair, which she typically kept up in a ponytail and piercing blue eyes. She played volleyball in high school, so she has a great body and long, toned legs that forms a firm ass. She has small A cup or B cup breasts, which I kind of have a thing for. She also has a smile and laugh that lit up a room and an easy going personality that all the guys loved. Needless to say, I was excited when I saw she was calling me.

As it turned out, Sarah and her friend from high school had spontaneously decided to go on a spring break road trip and she was wondering if they could crash at my house while they passed through my city. I’m pretty sure I agreed before she could even finish the question.

Sarah and her friend Carrie arrived at my house two days later, just as the sun was beginning to set. I had never met Carrie before, but she was shorter, about 5’4, with tanned skin, wavy brown hair and brown eyes. She had a cute button nose and more rounded face and was what you might consider ‘curvy’. She was in good shape as well and had more curves in the hips and ass and larger breasts than Sarah. As I waited to greet them at my front door, I almost had to pinch myself as I watched them stroll up to the house. My adolescent mind ran the gambit of possible, but unlikely scenarios in my head of what might come of that night. I didn’t really think anything was going to happen, but still, a guy can dream.

The night of my life: After we all ate some dinner, my mom wasn’t feeling very well, so she went upstairs and stayed there the rest of the night (best wingman ever. Thanks, Mom). The girls and I decided to break out some liquor from my Mom’s bar cabinet, watch some TV and hang out in the basement. I had a ping pong table, so we played a few games and jammed to some 90’s throwback tunes, all while drinking some strong vodka cocktails and taking shots. After two hours of drinking, we collapsed together on the big, blue leather couch.

“Hey guys, I have an idea. Let’s play a game. Truth or Dare.” As the words left Carrie’s lips, my heart began beating heavily.

The rules of the game were simple: someone asks you Truth or Dare and if you can’t or refuse to complete your assigned task, you have to do something else of the group’s choosing.

“So, who’s going first?” Carrie said with a smile.

Sarah wound up going first and answered a ‘Truth’. That pattern followed for the next few rounds as we all started to get comfortable. Sexual topics quickly came into play and within a few minutes I found out that Sarah’s favorite sexual position was doggy style and that Carrie had slept with 5 different guys last semester. We were all laughing and enjoying the sexual tension of the game, when it was my turn again.

“R, Truth or Dare?” Sarah said with a cute, half-smirk.

“Truth,” I replied, still feeling a little nervous and overwhelmed at the situation unfolding in front of me.

“Okay.” she paused and glanced down at my crotch. “How big is it?” I could see Carrie’s eyes light up and I immediately felt this rush of adrenaline.

“Honestly, I have no idea. I don’t think I’ve ever really measured,” I responded. This was the truth, btw. I had never really measured, but I knew it was a solid size from watching porn, so I was just never that curious.

“Bullshit!!!” they both laughed in unison as they couldn’t believe a guy wouldn’t know their exact measurements. I told them again I was telling the truth, so unfortunately I couldn’t give them the answer they wanted.

“Fine,” Sarah exclaimed before continuing, ”but since you couldn’t answer my truth, you have to go with a dare.” I reluctantly agreed and the girls began whispering amongst themselves. “Alright R, we have a compromise. We still want to know the answer to my original question… so we dare you to measure it front of us.”

Holy. Shit.

The butterflies in my stomach churned with a mix of nervousness and excitement. Rising to my feet, I slowly unfastened my belt, undid the button and unzipped my fly. I told Carrie to grab the tape measurer from the toolbox in the closet, so she jumped up to get it as I slid my jeans down past my ankles. Here I was, exposed in a white, sleeveless undershirt and my green and white plaid boxers. The girls were staring at me intently and I watched them both gaze up and down my body with wide-eyed anticipation. I’d never been ogled like that before and honestly, I loved every second; it was incredibly hot. I started to rub my penis over my boxers, trying to get more excited before the actual reveal. I asked for the girls to make out for a minute to help me achieve a full erection and they happily obliged. Sarah and Carrie began softly kissing at first, then full-on making out and within a minute I had a raging hard-on. I finally pulled my boxers down and my circumcised cock sprang free. I reached down with my right hand and gave it a few long, slow strokes. After another minute, they were both eagerly watching me again and I finally stated that I was ready to be measured. I took the tape measurer and placed one end at the base and measured up to the tip. Then, I measured around the thickest part to get the circumference.

“Well, there you go ladies. I’m officially 7.5 inches erect, 5.8 inches around. Dare complete?” I asked with a grin and in a sarcastic tone.

“Wow. Yes. Dare definitely complete.” Sarah said, biting her bottom lip. Carrie was still just staring at me with a wide smile on her face. It was adorable.

“Awesome.” I replied as I put my boxers back on. I wound up not putting on my jeans, but that was due to the fact that I was still enjoying the glances I was getting.

“Alright Carrie, Truth or Dare?” I asked as I sat back down on the couch. “Dare” she said in a hurry. “Okay Carrie, I dare you to perform a 1-song striptease for me and Sarah” I said, trying to hide the obvious excitement in my voice. I tried to play it cool, but this was quickly turning into one of the wildest nights of my life and although I’m sure my face couldn’t hide it, I didn’t want to seem too obvious.

“My pleasure,” said Carrie, as she started playing a song on her phone. She began by taking off her shirt; she reached down and pulled the bottom up over her head, like all the actresses seem to do in the movies. She playfully tossed her shirt at us and turned around, gradually bending at the waist so her ass was sticking out. She gave it a light slap as she looked back and laughed accordingly. Carrie was clearly enjoying the moment.

I turned to look at Sarah, who had jokingly put her head in her hands and began to giggle when Carrie threw her now removed pants across the room. Carrie was standing there facing us again in just her bra and panties, slowly grinding and swaying her tanned hips to the music. She was wearing a black bra that pushed up her breasts and these pink and white striped boy short panties. Every so often she would close her eyes and bite her lip as she moved her hands over her body.

She turned away so that her back was now towards us and unclasped her bra, letting it swiftly drop to the floor. She turned around with an arm covering her breasts as she still swayed to the beat of the music. Then, her arm lowered, giving us a perfect view of her light pink, almost translucent, puffy nipples. Her areola’s were about the size of a quarter and the breasts themselves were probably a D cup, but they were perky and gave a little jiggle as she continued with her dance. Finally, as the song was coming to an end, she took her thumbs and put them in the waistband of her underwear. She locked eye contact with me and pulled them down, finally exposing her beautiful mound that was just lightly coated with trimmed pubic hair. She was gorgeous naked. Like a greek goddess with tanned, silky skin and seductive curves. The song ended and Carrie remained standing there, admiring us admiring her nude body.

“Dare Complete?” Carrie asked as she smiled and picked up her clothes off the ground.

“Fuck yeah! That was incredible Carrie. I think if this whole ‘college’ thing doesn’t work out, you might have a future career in stripping,” I jokingly replied as Sarah just laughed and playfully hit my arm.

I was incredibly aroused at this point, but the next few rounds of the game didn’t escalate like I thought it would. A few truth questions were asked in between a few other tame dares and we continued to sip on our drinks throughout. The most interesting ones included me having to make out with Carrie for 30 seconds and Sarah having to do a handstand in her underwear. Finally, I got the vibe that the night was winding down as it was close to 2am and Carrie was getting awfully close to passing out. Sarah and I were only semi-clothed though and still enjoying each other’s company.

“Alright… last one of the night for me. Sarah, Truth or Dare?” Carrie slurred as she laid her head down on the armrest of couch.

“Dare.” Sarah said, looking right at me, her glare sending a charge down my spine.

“Okay…” Carrie paused, really taking some time to think of a great final dare for the night. Then, like a lightswitch, she got an idea. Carrie continued, “… Okay Sarah… I dare you to go take a shower with R.”

Those words are forever burned into my memory. I gulped and waited for a response. It felt like it took her 5 minutes, but in reality I know it was only a couple of seconds.

“…Okay, let’s do it.” Sarah answered but with a wry smile. We stood up and she took my hand and led me to the guest bedroom where I had put their bags before dinner. There was a separate bathroom in the guest room, so I had no fear of waking my Mom. We get to the bathroom and I shut the door behind me. At first, we both just laughed and sort of longingly stared at each other; letting the awkward, yet incredibly hot situation wash over us as we both realized what’s about to come next.

I go and slide the glass shower door open and turn on the water. I then begin by stripping off my shirt, revealing my abs and toned chest, leaving me in just my boxers. She responded by taking a step towards me, reaching out with her left hand and placing it on my stomach. Her right hand now resting on my hip. She moved her left hand up to my chest, feeling my muscles under her gentle graze, her eyes closely following her fingers as she moved them through my chest hair and over my shoulders to my back. She looked liked she was mesmerized and I responded by pulling her in tight and kissing her. Our lips intertwined and she pushed her tounge into my mouth and swirled it against mine for a couple of seconds before pushing me off and taking a step back to admire everything.

Sarah then smiled wide as she reached back with her left hand and unhooked her white bra, but she was hesitant at first to take it off and expose her small breasts.

“Don’t laugh, R. They’re not that big. I saw how you looked Carrie during the striptease,” Sarah said. I told her she was crazy and that I actually prefer smaller boobs. She smiled again and finally let the bra slip down her arms and onto the tile floor.

“Oh. My. God. You’re a knockout.” I said as I just stood there, jaw on the floor, truly admiring her beautiful body. She was stunning. Small, perky A or B cup breasts, with tiny, pink nipples. Her areola’s were perfect little circles about the size of a dime and her nipples were erect and pointing straight ahead. She then slid down her blue striped panties, exposing her completely shaved pussy. There was a small gap between her thighs and she had a more pronounced mound of venus. The thing that really got me though, were her freckles. They were sprinkled all across her pale body, with some areas featuring more than others. I can’t explain it, but they added some character to her impeccable canvas. Simply put, she was the most gorgeous girl I’d ever seen naked.

She then stepped towards me again and put both of her hands on the waistband of my boxers. I leaned down and kissed her as she pushed down my underwear, my cock once again springing free. Still kissing me, she grabbed my rock-hard dick and began to slowly stroke it; my hands now starting to explore her perfectly shaped ass. Her skin was smooth and firm, so I gave one cheek a hard squeeze with my left hand and she let out a quiet moan in satisfaction. My dick felt amazing in her hands; she must moisturize. We then broke away from the kiss and stepped into the shower together.

The water felt amazing in this state of drunken arousal. We embraced again under the showerhead, the water covering our now glistening bodies and making everything slippery. The steam enveloped us as the water forcefully hit my back, my hard cock being pressed up against her thighs and stomach. We got the soap and took turns lathering each other’s naked body. We really explored each other too, soaping every nook and cranny. I admired and washed every inch of Sarah’s perfect body: from the small dimples on her shoulders, to her slightly protruding hip bones, to her incredibly moist and velvety vagina. She had very small and delicate labia, almost an ‘innie’ and she was soaking when I began to glide my fingers around her pussy and over her clit. She shuddered each time my hand traced over her erect nipples and I really took the time to tease her. She used my cock as a loofa, using it to wash in between her thighs and around her now dripping box. I was pressed against her back, still massaging her breasts while kissing her neck and playfully biting her ears. She was going crazy with anticipation and eventually she couldn’t take it anymore. As we were rinsing the soap off, she turned back around and started to grind her ass into me.

“R, you have to fuck me now. I can’t wait any longer, I need your dick inside me,” Sarah exclaimed over her shoulder, looking back at me. This is still the sexiest thing anyone has ever said to me.

I moved into position as she placed her hands on the wall in front of her. She reached down, grabbed my dick and placed it at the entrance to her pussy. She teased the opening a few times, gliding the tip around her clit, before finally thrusting backwards, totally engulfing my cock with her tight, wet pussy. I grabbed her hips and thrust my dick deep inside, increasing the pace and then slowing down. I reached forward and started rubbing one of her nipples, pinching and squeezing it between my fingers. That was what drove her over the edge. After another couple of minutes of fucking, Sarah screamed as she began to cum; her pussy pulsating around my cock with each orgasm and her right leg twitching under her weight.

We stopped for a minute as she gathered herself, the water clinging her hair to her back and the steam continuing to build up around us so that you could barely see. I was really close to finishing, so Sarah got down on her knees ready to take me in her mouth. First she kissed and licked the tip, which had built up some pre-cum. Next, she took the tip and swirled her tongue around it. Her right hand now grasping the shaft, she began to lick up and down from the base back up to the tip. Then, without warning, she tried to put the whole thing in her mouth, taking me as far down as she could. She gagged a few times as my cock hit the back of her throat, which just added to pleasure. Her warm, silky mouth felt so amazing. She continued to bob back and forth and it didn’t take long before I came violently in her mouth, shooting rope after rope of cum down her throat and onto her tongue. She stood up, took a quick swig of water from the shower head and swallowed my load with a smile.

Sarah looked me with that sexy, half-smile and asked, “Dare complete?”

“Absolutely.”

When we were done, I turned off the water and we dried each other off. I wrapped her up in a towel and held her against my chest as we hugged for a couple of minutes. We didn’t say much, just listened to each other’s heavy breathing and we laughed together at what just happened. We kissed again and then gathered our clothes and headed back to the couch where we found Carrie sound asleep.

We finally hopped into the guest bed together and quickly passed out, capping off one the wildest nights of my life. Sarah and I hooked up a lot after that, but nothing could top the craziest Truth or Dare game I’ve ever participated in.

TL;DR: The hottest Truth or Dare game of my life led to me measuring my dick in front of my friends, receiving a striptease and having to take a shower with my gorgeous friend.

Source: reddit.com/r/gonewildstories/comments/40sqh1/the_wildest_game_of_truth_or_dare_mff