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TITLE: Fucked One Of My Best Friends
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LOCATION: damnthisguyfucks - USA
AGE: 22 - 30
VOTES: 3,243
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I met Dana and Mike when I started dating my wife. They had been friends of hers for years already when the two of us started dating, and after a while they became my good friends as well. The two of them were high school sweethearts and were one of the rarest couples you'll find. They never had any hiccups or bumps in the road in their relationship. They started dating in high school and never slipped up, never cheated, never took a break from one another, just dated then got married and had kids while maintaining a seemingly effortless relationship. I always found Dana really attractive, but never felt the slightest inclination to pursue her in any capacity. Dana is Puerto Rican, maybe 5'3", really skinny, has a small but perky ass, and similarly really small but perky tits. She has caramel skin that gets really dark in the summer, a big wide smile with thick lips, and really big brown eyes. I'm usually into curvier woman, but she is undeniably beautiful. She isn't a 10 by any stretch, but she is effortlessly good looking and makes any clothes and hairstyle look good. She is a natural conversationalist who puts everyone at ease almost immediately upon talking with them. I have a similar gift of gab, so it's not unusual for the two of us to get caught up talking for long stretches of time when all of our friends are together.

Skipping ahead to the night of the event in question. Me, my wife, Dana, Mike, and their two kids all decided to go out to the mountains and get an Airbnb for a week in the summer to relax and just get away for a bit. Every night the kids would go to sleep around 8 and the 4 of us would stay up chatting while drinking wine and smoking weed while hanging around outside. On day 3 of our stay, Mike and my wife both tapped out and called it a night around 10, which was not my style nor Dana's. We were both night owls and could easily stay up and bullshit until 1 or 2am. We stayed outside together and kept the drinks flowing until around midnight we had killed another bottle and a half of wine between the two of us. I rolled us a joint and we got up and somewhat sloppily went for a stroll around the property to smoke. Dana and Mike didn't hide their wine drinking but didn't want their kids to see them smoking, so we would walk around the big secluded property to be out of sight on the off chance one of them woke up and came looking for them. The two of us posted up next to a shed on the property about 50 yards from the house and sparked up the joint. I wish I could explain the reasons behind what happened next, but it was both so sudden and organic that I still don't have a good answer myself.

I passed Dana the joint and she fumbled it in the exchange and it fell to the ground. We both dropped to our knees looking for it and when I reached for it our hands accidentally touched. I didn't think about it until then, but despite having spent countless hours with Dana over the years, I don't ever remember touching her hands. They were slender, dainty, and really soft. We both paused with her hand slightly on top of mine and looked up to make really intense eye contact that felt like it lasted a full minute but was probably only 5 seconds at most. I picked up the joint and we both stood back up without speaking. We stood for a few minutes and passed the joint back and forth a couple times, still without speaking which was pretty much unheard of for the two of us. There had never been an ounce of sexual tension between us in the 10 plus years I had known her, but now out of nowhere, it was almost too much to handle. I went to hand her the joint, but when she didn't take it from me after a few seconds I looked at her and saw she was just staring at me. Then, without warning she leaned in and kissed me. I was stunned and honestly overwhelmed by the situation. She held the kiss for a few seconds and then pulled back and just looked at me. I paused for a second myself and then pounced on her. Her hands wrapped around my back and her tongue was deep in my mouth almost instantly.

My mind was running a thousand miles an hour and I couldn't get over how intense this whole situation was. Forget the morality aspect of cheating for a moment. It's undeniable that cheating and forbidden hookups are some of the hottest and most passionate situations one can find themselves in. Add in the fact that this was one of mine and my wife's good friends, that her husband and my wife were asleep not far from us, and the cherry on top was that I knew Dana had never even kissed another guy before made it enough for me to damn near lose my mind. I instinctively ran my hands up Dana's both and under her shirt to find she wasn't wearing a bra, a pleasant surprise. I lifted her shirt to reveal the tiny but impossibly perky tits and bent down to suck on her nipple. She gasped and threw her head back while gripping my hair extremely hard. I only sucked her tit for a few seconds before she pulled me off and dropped down to her knees and started fumbling with my pants. She eventually got my cock out and the feeling of the cool night air on my bare dick was enough to make me want to bust right then. Dana softly took me into her mouth and wrapped her thick lips around my shaft and I swear my legs started to shake immediately. Thank God I was drunk or I would've cum on the spot. She softly massaged my balls and slowly took me deeper and deeper into her mouth. She managed to get a touch more than half of my dick into her mouth before gagging slightly, but I wasn't complaining. It wasn't a porn style blowjob or anything half as good as the way my wife sucks my cock, but the loving way she was sucking on my dick was melting my insides.

As much as I didn't want her to stop, I couldn't wait anymore and pulled her up to her feet. I kissed her briefly before turning her and pushed her up against the shed. I gripped her sweatpants and panties and pulled them down together in one motion. I briefly dropped to my knees and licked her pussy from behind which made her squeal slightly. She pressed her pussy back onto my tongue and immediately noticed how good she tasted. My wife's pussy tasted decent but was mostly flavorless (not a bad thing). But Dana literally had a tangy sweetness to her that I still can't get out of my head to this day. Again, I could've eaten her out all night, but I couldn't wait anymore. I stood up and brought my cock up to her pussy and rubbed it on her slit. I paused for a second and asked her if she was sure. She didn't respond, just pressed her pussy back onto me until the head of my cock slipped inside her. She gasped loudly as I pressed into her and she spoke for the first time since she kissed me. It was almost a whisper but I could hear her as clear as day "Fuck it's so much bigger than Mike's".

Again, it took everything in me to not cum instantly. I just gripped her hips and fucked her deep and deliberately without getting too loud or aggressive (as badly as I wanted to do that). I reached around and rubbed her clit and she pressed her mouth into her own arm to stifle her moans. She came not too long after and thank God because I was doing everything in my power to hold off. I spun her around, lifted her leg and slipped into her again, this time looking deep into her eyes. Almost immediately I let out one of the most intense orgasms of my life and flooded her pussy with cum. She squealed again as I filled her up and I didn't stop thrusting until every last drop was out of me. I stayed inside her while kissing her deeply. Once my cock started to soften up I slipped it out and the two of us got dressed and silently walked back toward the house. We shared a few cheeky glances as we walked back and got inside, but didn't speak before we both went to our rooms and slid into be with our respective spouses.

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