A thing I have noticed on this board recently is that people are pretty much only talking about victories and successes. They are always about the hottest things that happen and never the fairly normal stuff that happens to. Maybe there’s a reason for it, but personally I miss the stories that were sweet, funny, or sometimes just outright embarrassing.
So for the sake of bringing some of those stories without pissing off too many of you, I’m going to warn you ahead of time: This story is about a crushing and embarrassing failure on my part that makes me laugh thinking about it now. Wasn’t so funny at the time. Unless I am told otherwise, future stories will not give this warning. They may be about success or failure… but considering my sex life they will probably still be hilariously awkward.
A long time ago I took a girl I was dating on summer vacation with me and some friends after we graduated high school. Near the end of the trip there were just three of us left in the cabin. Being a bunch of teenagers left alone in the woods obviously we got up to some stuff that will fit on this sub. Maybe I’ll go into those stories too later.
After a long, very hot day, a long night at the river, and an even longer night drinking I slept like the dead. When I finally woke up, my girlfriend Amy was sitting at the foot of the bed. She was mostly out from under the blankets, though she still had one leg covered. I pretended to be asleep for a little while so I could watch her. She was nude from the waist up and looking down at herself.
Amy and I stood at the same height. She had shoulder length blond hair that was still hanging loose at the moment. For the details you all really want though, Amy was a bit of a fitness nut. Not the usual “yoga and tea” fitness nut. She was a “water polo and MMA” fitness nut. Her body was firm and well defined, but still femanine. I could not tell you her measurements, but she was very proud of the fact she maintained D breasts in spite of her training. Her skin was pale in some rather noticeable places thanks to her water polo uniform. Freckles still dusted her shoulders and back this early in the year though because neither of our t-shirt tans had enough sun yet to go away.
One thing I will always remember is the curve of her hips were perfect for me to grab a hold of her and pull her down towards me whenever she was on top, like those hips were made just for my hands.
It took me a while to realize how tense she was while sitting at the edge of the bed, but once I did finally notice I sat up quickly, slid in behind her and wrapped both my arms and legs around her from behind so I could pull her back towards me to support her. I gently laid a trail of kisses along her shoulder, up her neck and too her cheek before simply squeezing her until she started to relax. I didn’t dare speak until she finally let out a sigh and leaned back to rest her head on my shoulder.
“You okay?” I asked once she relaxed.
“Yeah.I think so.” she replied, her voice a little shaky.
“Want to talk about it?” I asked. Amy nodded, but didn’t move from where she was. She started out quietly, still sounding a little nervous, but continued to grow more confident as she spoke.
Amy talked about feeling guilty about what had happened the night before. The three of us still there had gotten a little out of hand, and it was before the drinking so we couldn’t even use that as an excuse. Long story short the three of us had gone skinny dipping, which lead to talking, which lead to joking, which lead to her on her knees in front of both of us, which lead to us trying to figure out how to wash cum out of a towel without a washing machine.
She felt like somehow she had betrayed me, when I was right there. I was confused because I thought she was going to be mad at me for putting her in that position in the first place.
This led to a long emotional conversation that took up much of whatever was left of the morning, just us sitting in the bed, mostly naked, holding each other and reassuring the other that they didn’t do anything wrong. In the end the conversation basically broke down to “It’s okay to enjoy sex, it’s okay to have fun and live in the moment. We loved each other and sharing experiences is fine… but if I ever went to go bang a girl behind her back and hid it from her they would never find my body, and if she ever did that I would leave.”
All the mushy stuff out of the way we got ready to head back downstairs of the cabin. Partly because we were hungry. Mainly because the place had no AC, and it was already like a sauna upstairs.
Amy put on her shirt, and I got dressed and we both walked down to get food.
At the bottom of the stairs we were greeted by the sight of Ian, the third member of our party sitting on the couch and playing Mario Brothers on an old NES. Ian was wearing nothing but a pillow and a smile.
Ian was 6’7” with black hair and black eyes. His skin was pale, he couldn’t even freckle all that much. He was basically exactly what I pictured old Irish bards to look like, in the days before the Saxons. He had a chinstrap beard most of the time, which honestly kind of helped that theme, but after our time in the cabin stubble had grown over for the rest of his beard. He was somewhat slender build, but mainly because of his size he was still strong. He was strong enough to pick up me or Amy with one arm, even if he didn’t look it.
We both stood frozen for a moment. Ian looked up at us, equal parts shock and amusement on his face, we looked down at him equal parts shocked and uhhh shocked.
Mario died.
The music blasting from the TV at that moment broke the spell and we all broke into laughter, Amy and myself almost falling off of the stairs. “What the hell man, where are your pants?” I finally asked.
“I dunno.” he replied. “It was too hot for them.” He explained, using a tone of voice that implied this made the most sense in the world and I was the weird one for having to ask. “Oh!” he added eagerly. “Don’t cook bacon when you’re naked. It stings.” This of course triggered another fit of laughter from me and Amy. “I’m serious!” he exclaimed. “Also breakfast has been made. There’s bacon and pancakes. I ate all the eggs.”
“He’s right though.” I told Amy. “It is way too hot for pants. Even if he is a dirty heathen for not wearing them.”
After breakfast was done, I removed my shirt and went to go stand in front of the fan to cool off for a moment. A few moments later Amy walked up next to me to take a spot in front of the oscillating fan as well, letting it take turns cooling us off. She too had taken her shirt off, and seeing as I was still very easily distracted by her boobies in particular I was very much aware of the fact she wasn’t wearing a bra.
As the fan made it’s way back towards her I slowly reached a hand up while holding eye contact with her the entire time. Carefully, so as not to spook her and break the spell I was weaving to hold her entranced, I extended one finger and very carefully reached forward. I pressed the finger into the tip of her nipple and pushed it just a little bit into her skin and said “boob.” Yes. I am a master of seduction.
Amy rolled her eyes and pushed my hand slightly to the side with her upper arm. “Pig.” she giggled. I just grinned and went back to enjoying the feeling of the fan removing some of the heat of the cabin.
And just like that, we had normalized this. Both Amy and I also shed our pants and moved them upstairs, and went back to the living room. For the rest of the day we sat around talking, taking turns playing the NES, reading, playing calculator games, playing board games and all the other things that one normally does. We just happened to be naked.
I was surprised that I actually had fewer awkward boners than when I was clothed. It just didn’t come up. We even all ended up taking a nap in the living room at the hottest part of the day, we were that comfortable.
As it started to cool off around sunset we all settled in and got a few more drinks in us, and we eventually started playing other games like “would you rather” and of course, as always, the questions started to go from absurd at first to pretty racy. Though nothing directly related to any of us there.
I noticed Amy starting to fidget though and scooted over to sit next to her. I put an arm around her shoulder, and her hand quickly went to my leg. She had done the motion a few times during the day without a response, but something about the way she did it this time triggered one. The firmness she held my leg, like she was trying to use me as a balance, or control herself lit up some part of my brain, and instantly I was hard.
Amy’s eyes rested on my crotch for a few seconds before she bit her lip and looked back into my eyes. Her skin flushed bright red and a bashful grin crossed her face before she managed to ask in a shaky voice “Would you rather cum in my mouth while Ian fucks me, or fuck me while I go down on him?”
My heart stopped beating for a moment. My brain was certain this was somehow a trap. This was one of those situations where a girl asks if she looks fat in a dress, there is no right answer you can give! Everything is a trap. No matter what answer I give she’s going to be pissed… right?
I looked from Amy to Ian and back again, a cold sweat dripping from my brow, but my stupid dick was all for whatever was going on at the moment. He gave a quick nod, moving with enough force to then swing over and slap against Amy’s arm.
After what probably felt like forever to her, wondering if she had overstepped some boundary I moved my hand so I could tangle my fingers in her hair and gave her a long and passionate kiss. When our lips finally separated I looked into her eyes and said quietly “These lips are all mine.” I moved back to kneel in front of her. My fingers were still tangled in her hair. I didn’t pull her towards me, she hated that kind of loss of control. I was simply doing it to feel the heat of her scalp against my fingers, the softness of her hair on my skin, and to do what I could to show affection while the rest of my body was busy focusing on the sensation of her tongue on my dick.
Hardly a moment was wasted. Amy rolled herself onto all fours.One hand went to the base of my shaft so she could point it the way she needed. I felt her tongue slide from base to tip from underneath then swirl around the head. She repeated the motion several times before finally sliding me into her lips, sending a tingling heat all through my bloodstream.
Ian had grabbed a condom from the stash. We had a huge container that everyone added to at least once a month. Planned Parenthood is great for the community. You can get a bag of them for free with no questions asked. Stop by and get yours today!
Ian settled in behind her and rolled over onto his back under her. He began to kiss his way up her thighs, and I could feel her breath quickening from the heat on my skin. Her entire body gave a bit of a jump and I knew it meant he had reached where he was going.
Amy’s work became a little sloppy for a few moments, and I couldn’t help but grin down at her. The sound of her panting and her lack of focus somehow turned me on even more, causing me to occasionally tense up and twitch in her mouth.
Eventually Amy growled and slid back from me, sliding up onto her knees herself she looked down at Ian between her legs. His hands were on her hips, and with frustration she put her hands over his, gripping his fingers tightly. “I have been wet for like an hour, I have never been this ready for a dick in my life. Stop teasing me and fuck me already.” she shouted.
Ian gave her a nod and slid out from under her. Amy gave a nod and looked back to me. “Your friend is an asshole.” she grumbled.
“He’s your friend too.” he replied, gently running my fingers through her hair again, cupping her cheek, and honestly just really enjoying the view of her body.
“Not for long if he keeps this up…” she grinned, stroking my shaft again with one hand, running her thumb up and down right on that sensitive spot on the underneath near the head. You guys know which one I mean. There was a reason I was glad to be on this side. Amy was great with her hands.
She went back to her blow job with enthusiasm, letting her tongue play in all those little ways she had learned that made me growl and moan just as much as her.
Ian lined himself up behind her and gave himself one more stroke to make sure he was ready. He looked nervous, and honestly I don’t blame him. Ian was hung. Ridiculously so. There were a lot of girls that looked at him, thought “Yeah I can take that” and found they were wrong. To quote a porn actor much smarter than me: You have no idea what will fit inside you until it is inside you.
I could tell when he started to slide into her. He was going slowly and carefully, no more than an inch at a time before sliding back out to go a little deeper this time. Her motions became a little more sloppy again, her breathing became faster, her skin grew hotter under my fingertips.
Then came her moan. Combined with the magic she was pulling with her tongue it was too much for me. I immediately had to pull away from her shouting “Fuck fuck fuck!” The sensation of having a girl moan in pleasure with your dick in her mouth is something I can not begin to describe. You need a poet like Byron.
“Oh shit! I’m sorry are you okay?” she panted, sounding really apologetic, but her breathing said she was still really turned on and hoped we didn’t need to stop.
“Yeah, just too much.” I panted, resting a hand on her shoulder to balance myself. Ian looked at me with concern, still about half way inside Amy, but to his credit ready to stop if I needed to. When it became clear I was alright he started to move again, driving another moan from Amy.
“Honey, I want you to cum in my mouth, you don’t need to stop.” she giggled. “It would actually be kind of a turn on. To know I can push you over the edge. Please… let me have it. Give me every last drop all over my lips.” Once she really started to get going she could dirty talk non-stop all night.
I cupped her cheek and started to raise her up, and she followed, ending up back up on her knees, both arms over my shoulders as Ian took her from behind. I gave her another kiss, and Ian leaned in on the other side to kiss her neck. “I wasn’t about to cum, I just wasn’t ready for how good that felt.” I said, forehead pressed against hers as I looked into her eyes.
I reached down with one hand, letting my fingertips slide along her belly, then her mons, and finally settling between her legs so my fingers rested on either side of her clit. I rubbed it firmly a few times, well aware of the fact I could feel Ian’s shaft inside of her, but he didn’t seem to care enough to stop, so neither did I. “Kind of like this.” I whispered to her.
Amy’s head flew back, though she still kept leaning heavily on me. I scooted forward a little bit so I could feel her pressed up against me, feel the beating of her heart, the speed of her breaths, and of course her hard nipples pressed against my skin. I could tell she loved being there, with both of us leaning into her, wrapping our arms around her body at the same time. We took turns kissing her on the lips or on the neck.
I enjoyed making her moan for a few more minutes, her fingernails dug into my shoulder blades, driving another growl from me before I made a step back again, carefully helping her down on all fours. “I’m ready.” I let her know.
There was no warm up this time, no licks or teases. She took me right away back into her mouth and moaned into me. She found a new fun thing to play with on me and wasn’t about to let it go to waste. I didn’t blame her, I did it to her too whenever I found something like that.
Ian was still going, still moving at a deliberate pace. Maybe a little slower than I would go, but still firm motions. We both looked up from Amy at the same time and met eyes. Something in that moment clicked.
He gave me a nod and raised one hand, a look of solid determination in his eyes.
I raised my hand as well and nodded back. Solemn and stern. We both knew what had to be done in this moment. There was no other way. There were laws that had to be upheld.
In one motion he pushed himself into her and swung his arm forward. At the same time I pushed my hips forward and swung my hand. Both of our palms met in the air above our heads with a resounding slap that echoed the walls. My palm stung as if it had been bitten by fire ants, but it was done.
And in an instant I knew I had fucked up. An incoherent shout of rage started from somewhere below me, followed by the sound of angry gagging. I quickly fell back onto my butt to get away, clearing Amy’s mouth before she could bite my dick off to make me clear it.
“Thefuckingfuck?!” Amy screeched. “Of all the disrespectful, boneheaded, ass hole… did you just Eiffel Tower me?!” As she spit out her indignation she sat up and threw elbows back at Ian, landing a few pretty squarely on his ribs until he fell back and away from her too. The shock on his face, combined with his dick swinging up and slapping him hard on the stomach with a wet splat made it impossible for me to stifle my laughter.
This only pissed off Amy more. “That isn’t funny you ass hole!” she exclaimed, crossing her arms over her chest. She stomped up to her feet and grabbed a blanket to cover herself. “I’m your fucking girlfriend! You’re supposed to give me respect!” Amy stormed into the downstairs bedroom and slammed the door, locking it behind her.
Ian and I sat on the floor for a moment, confused boners still waving in the air. It took us a few seconds to gather our wits and make our way to the door Amy had slammed shut.
On the plus side of that night I learned that I don’t get blue balls. On the downside, I could no longer use that as an excuse.
Now for those of you worried, we did learn our lesson. Amy eventually calmed down enough for us to talk, she explained how what we did made her feel like she was being used instead of being an accepted part of what was going on. We had another long talk that night about respect, and love, and boundaries. We had a long talk about making people feel like they belong, and are loved, and not making people feel like objects or dehumanising them.
Honestly looking back at this night 20 years later I am glad it happened. Those were big, difficult concepts to talk about, and I probably would never have had a reason to talk about a lot of them before that night.
But dear god that night I thought my life was over AND I was never going to get to finish before I died.
Source: reddit.com/r/gonewildstories/comments/htfq8t/mfmlife_lessons_long
Great story and great writing! ??