My wife of 14 years (together for 18) jerked off my best friend.
I have to preface the story by saying this all went down 18 years ago, but it’s still a pretty good story…
We were 22 and had been home from university for our final summer break. I had grown up friends with (my future wife) Sara since childhood and she had been in a long term relationship with my best friend prior to me (small town Canada!). Matt and her had broken up halfway through the school year, so when we started to hook up we were sure to get his blessing. He was cool with it as he had the stress of playing several other girls at the same time on his mind.
Sara and I had been officially a couple for a few short months at the time of the party that night. It was at an old friend of ours parents place where a dozen or so of us had retreated to the basement to play ping pong. It had been a common hangout since our high school days, the parents were cool and the basement had a walk-out so it allowed us to smoke joints and sneak alcohol in.
I obviously think about this night often and I remember it like it was yesterday. Sara had on loose denim overall’s with a tight polo underneath, so tight it may have actually been a children’s shirt. I specifically remember the outfit because every time she leaned over to take her pool shot, you could see down the sides of her overalls and get a glimpse of her pale yellow bikini style panties that barely covered her hip bones. I’ve always loved showing her off and even back then the thought of another guy getting to see her intimately really excited me.
Growing up, Sara was the cool chick. She was athletic, skinny, had little tits, but always had a perfect little bum. Once we graduated high school she really started to bloom. I remember seeing her the first summer back from university, she was a soccer player so her legs and ass were incredible like they’d always been, but her tits! She had blossomed the most incredible breasts over freshman year, they were large C-cups that blended in perfectly with her otherwise flawless body.
The first big meet up that summer was at the lake where we all witnessed the new Sara in a bikini, it was just a plain navy blue Nike bikini, nothing fancy or slutty about it, but her perfect body set it off! That was it for my buddy Matt, he muckled on to her and the two were inseparable for years.
Fast forward to the end of senior year and we’re all partying in the same basement we’d hung out in for nearly a decade. As I mentioned, Sara and Matt had been broken up for some time, and with his blessing we were now dating. It was late, we were all very drunk and the ping pong was intense.
Matt bet me he’d win. I forget what he bet, but I was up by a lot and wanted in on whatever action it was. “Fine, if I lose, you get a blow job from Sara” I said jokingly. Matt jumped at the sarcastic bet. Then drunk Sara yelled out “Only a hand job!” We all laughed it off and kept playing. As the game went off some flirtatious ribbing was going on and I started to sense that maybe she was serious. I don’t know if I subconsciously let up because of the prospect of what was to come, but Matt was able to pull out a remarkable come from behind victory…
“Alright, let’s go settle up!” Sara said as she was walking towards the door upstairs. We just laughed, but she turned and gave us a serious look, “hurry up before I change my mind”. We both shot out of our seats and raced to the door as if the basement was on fire. She grabbed us each by the hand and walked us up the stairs.
I remember being instantly hard as a rock. We entered the upstairs and although it was dark and quiet I knew the parents were still home. I remember thinking, there’s no way shes taking us upstairs to a bedroom. And then, as if she had put actual thought into it, she lead us both into the bathroom. The lights were all on, i remember thinking that it was lit up like a operating room, the fan was noisy but there was no talking. I couldn’t believe this was happening and I still assumed she was going to bust out laughing and leave us both in the bathroom to deal with the two worst cases of blue balls in history. And then she turned to the door and locked it… it was happening!
As she walked past me to get to Matt she gave a gentle pull on cock ( through my pants) to get me to come closer, you could tell she was impressed with herself for getting me so noticeably hard without any touching. She walked over to Matt while pulling me behind her. While she was gentle with me, she was surgical with Matt. She went for his belt buckle and undid it like it was her own. At this point I’m over the top excited, still fully clothed I have my cock firmly buried in her ass. I pull one overall strap off… no resistance. I go for the other one… no resistance. Matt and I are both looking at each other, we can’t believe what’s happening. I gently start to pull up her shirt. At this point Sara is just about to pull Matt’s zipper down but takes a break to help me remove her shirt. While standing there in sheer black bra and her overalls half off, she quickly went back to Matt’s zipper. At this point there’s no hesitation on my part because I can tell that Sara’s all in. I professionally unclasped her bra on the first try, exposing her perfect 22 year old natural C-cups at the exact moment that she pulls Matt’s cock out his pants.
Matt’s cock was always bigger than mine, I had seen it 100’s of times growing up and it’s always something I was worried about once Sara and I started hooking up. However, I was relieved to discover that Matt was a show’r and not a grower, my cock, when hard, was much bigger than his. I look back on it now and wonder if that was her whole point in all of this. To get the misconception out of my head once and for all.
I digress… Sara’s half naked, she has my best friends cock in her hand and now he’s reaching for her tits. They’re the tits he’s seen, touched and sucked a million times before, And because of the situation we were in I couldn’t blame him for trying. He barely gets a fingertip on her perfect little nipple and she swats his hand away. Then she shuffles his hips in the direction of the bath tub and starts stroking him. At this point I’m groping the hell out her, she lets me do whatever I please, She belongs to me now.
Matt has one hand up on the curtain rod and one on the wall, Sara is moving up and down cock just the way she knows he likes it, I can hear his moans over the bath fan but she remains dead silent, surgical, she’s just paying off her boyfriends debt.
I run my hands down inter her overalls and trace my fingers on the outside edges of her panties, I can feel the heat! I as I get down to her pussy she widened her stance for me, she was soaked, she was loving this. She continued to pump Matt’s cock toward the tub, he got as far getting half a finger into the top of her panties before once again getting swatted aside. He lasted another 20 or so seconds then blew a massive rope that cleared the tub and landed amongst a collection on shampoo bottle on the other side. Sara wiped whatever cum she had of Matt’s off her hand on his shirt and said “All square, See ya” She guided Matt towards the door. It was weaned to hear her talk, everything was so silent up to that point. In the 5 seconds it took me to lock the door behind him Sara had completely stripped down. We had only dated for a few months at that point but she was so confident with her body (as she should’ve been) that being totally naked was nothing for her. It was so bright in the small bathroom that it was actually the best look I had of her naked body to date. She was incredible, toned legs, a flat tummy, with centrefold tits and an expertly trimmed pussy (not a lot of full shave back then).
I quickly moved in her direction and she immediately dropped to her knees. If she just gave my buddy a surgical hand job then I was about to get the girlfriend experience!
My jeans had a wet spot from the massive amount of Pre-cum generated from witnessing Matt’s blowjob. The second i pulled my boxers down she slammed her lips around my cock. I could tell she was worked up because she was pushing my cock further down her throat than she had in previous encounters. I remember thinking that it nearly felt the same as fucking her pussy. I’m watching her go up and down on my cock, she’s pulling on my balls to create more friction in her mouth… she’s a fucking expert, Matt had trained her well.
I couldn’t handle it, I tried closing my eyes, or reading shampoo labels to last longer but I was too drunk. I tried not watching her suck me but all I did was redirect my attention to her amazing ass, she was sitting on the heels of her feet so it was bubbled out even farther than it normally was. Looking elsewhere I came across her panties bunched up on the floor, they were half pale yellow and half dark yellow from the wetness… I’ve always had a bit of a panty obsession so that was it, I felt an explosion coming.
Before it was too late I pulled my cock from her throat, It felt so good inside her mouth but in order to make this last I needed to stall a bit to regain my stamina. I yanked her up to her feet and drove my tongue into her mouth, I’ll never forget the salty taste of her mouth, I must have been in a constant state of pre-cum while she was blowing me. As we made out I pressed her up against the sink with my body. Since I was trying to reset myself I had to keep her hands away from my dick. With one hand I held both of hers behind her back. With my free hand I drove a finger inside her, I can’t even describe how wet she was. I instantly added another finger and felt her moan hit the back of my throat, she was panting and moaning with every thrust… she was ready.
She turned herself around and displayed he ass to me, she was now bent over the sink. It was the best view you could ask for, her ass was right in front of me and I could see everything else in the reflection of the mirror. I was just on the cusp of being confident in my regained stamina so I tried one more stall tactic. With my cock pressed firmly in the crack of her ass I squeezed her breasts with both hands and started to forcefully kiss her neck, this drove her wild, she grabbed my hand and brought it to her mouth, she was licking the fingers that were just inside her, this was new to me and I loved it! I quickly bent down and grabbed her panties from the floor, I pressed them to her lips and felt her open her mouth, I could feel her ass quiver against my cock as she spoke through the obstacles, ‘fuck me now”. I didn’t waste a second. With my fingers tracing her wet panties around her lips I thrust my cock inside her. it slide entirely in on the first pump and I could feel the moan pulse through her body, her pussy was tight around my cock from tip to base. I fucked her as hard as I could, it wasn’t even 10 pumps before she clamped down on me and screamed. I had to completely cover her mouth as to not wake up the parents up stairs. Her body was gyrating, she pulled the panties from her mouth and said finish inside me. Watching her pull the panties from her face and hearing say those words was it for me, I instantly shot what felt to be the load of a lifetime inside her. We both just leaned over the sink in exhaustion.
I helped her get dressed and she sent me down stairs first while she stayed behind to collect herself. There had still been a few people left in the basement, I had been missing for about 15 minutes but no one seemed to really notice. Just as I had noticed that Matt must have left, Sara came walking down the stairs looking as perfectly put together as she did at the beginning of the night.
18 years later with 2 kids and still going strong!
Source: reddit.com/r/eroticliterature/comments/qieeht/the_bet_mmf
Outstanding memory!