My best friend's girl jacked me off - [F20s/M20s][Handjob][Car][Cheating]
I guess it's best to start at the beginning. My long time girlfriend Jessica dumped me about a month ago. We agreed to tell our common friends that it was mutual, but it really wasn't. I've been wallowing in self-pity, cooped up at home, only going to work and running errands, still crying myself to sleep some nights.
That's when my best friend Jake finally managed to convince me to come to some house party a friend of his was hosting. He said it'd be good for me to get out of the house, he's been nagging me about that since the break-up and to be fair, he was right.
We agreed to meet up there, I dressed casual enough, sneakers, jeans, and a plaid shirt. I wasn't planning to impress anyone, just to have a drink or two. When I walked in the door, the party was already in full swing, music blasting, folks either hanging around the kitchen counter pouring drinks, dancing, or kicking back on the couch. My eye was caught on a couple of girls who dressed far too formally for a party like this, shiny tube dresses barely covered their curves and if they took two steps that were too large, the bottom of their dresses would likely ride up far enough for their panties to show. Luckily with the 8 inch heels they were wearing taking steps that big were out of the question.
I quickly caught myself and stopped leering, attempting to chase the dirty thoughts already forming in the back of my mind away. The next thing I knew a slightly tipsy Jake has finally spotted me and came to greet me, dragging a redhead by her hand behind him.
"Hey man! Good to see you made it!" He attempted to shake my hand, but his hand-eye coordiantion was already giving it out so it quickly turned into a hug.
"This is my new girl Shannon!" He quickly introduced the chick he was with.
"My pleasure, I'm Mike," I told her, reaching out a hand and shook hers. Her palm felt tiny in mine and soft, only her sharp manicured nails brushing along my skin slightly sharply.
"Shannon," she replied as the handshake concluded. God was she gorgeous. Her shoulder length red hair and hazel eyes would've been enough to do the trick by themselves. She was wearing a white crop top, showing off her belly button and not exactly short shorts, but denim shorts just a few inches tastefully longer. She was definitely hot in a girl next door, not trying too hard way. I don't know how Jake always managed to pull these girls, only for them to eventually leave him. He was great when it came to getting dates, not so good at keeping them.
"Mike's my best bud! We've known each other years!" Jake gestured widely, almost pouring the contents of his plastic cup on a stranger just trying to walk past us.
"Yeah, well, don't let me keep you two, enjoy the party!" I said not wanting to be a clingy third wheel. There were a few familiar faces, but it'd have been easiest to stick with Jake, but I didn't wanna impose.
I poured myself a drink, hanging around the kitchen, making small talk, trying to enjoy myself. That's when I spotted her. Jessica. She somehow also ended up at this goddamn party. I felt as if my heart was about to jump out of my chest! Was this a chance encounter? Did she know I'd be here? Maybe Jake set this all up because she wants to take me back? The ideas bounced around in my head. I downed my drink, trying to gather some liquid courage before I'd make my way over to her.
As I was just about to take my first step, I saw a guy leave the bathroom and move in next to her, placing his arm on the small of her back. She'd already moved on...
I was utterly devastated. I wanted to hide away in a hole and never be found. Instead my brain switched to panic mode. If she moved on, I had to show her that so did I. I had to act like I wasn't still totally hung up on her. I moved to the group of hotties I spotted when I first entered the party.
I felt like a goddamn fish out of water. I totally didn't belong among them. I could see the looks they were shooting me just as I was approaching. I still had time to abort this stupid plan. That's when I spotted Jessica looking at me from the corner of my vision. There was no way back I thought as my brain attempted to come up with the best pick-up line it could in the mere seconds that were left.
"Hey girls, how y'all enjoying the party?" I blurted out as I arrived. What the hell am I doing?
I swear to you, they just looked at me, but none responded. The whole situation felt so awkard immediately.
"So, are you from around here, or out of town?" I continued to attempt to keep the conversation going. All I recieved as a response was eyes being rolled, scoffs, and crossed arms.
"Get lost..." I heard a tiny voice muttering from the back.
"What do you want?" the girl closest to me in a golden dress asked me straight up. She was blonde, beautiful, and totally out of my leauge.
"I just wanna get to know you..." I kept my failing attempt up.
"Listen... I don't think you're our type... or we yours," she placed a hand on my shoulder, light as a feather, but only for a second.
"You're right," I finally confessed to her.
"The thing is, my ex-girlfriend showed up and I had no idea she would. She's got a date and well... I don't," I told them honestly. This ellicited a few sympathetic murmurs from the girls.
"So you wanna show her up? And you thought we'd be your best shot?" A black girl in a teal dress asked.
"Yeah..." I replied.
"I'm sorry to bother you. Shouldn't be dragging anyone else into the dumpster fire that's my love life," I told them.
"Wait!" a third girl from the group in a cherry red dress called out as I was just about to turn on my heels.
"I had an ex do that to me, although on purpose... so I'll help you out, but nothing serious!" she laid down the ground rules.
"You would? Let's just walk around together and grab a drink?" I offered. She stepped forward and I put my hand on her back as we marched to the kitchen. We definitely seemed like we didn't fit together, but Jess definitely saw me walk away from the group with this gorgeous woman, and that's all that mattered.
"Thanks for doing this," I told her as I poured us two shots into plastic cups that we quickly downed.
"No problem, you know, sometimes it gets boring to just stand around and look unavailable," she replied, chuckling. A moment of silence hung between us.
"So, this is it huh?" I asked, not knowing why myself. As if this act of kindness to throw my ex off was could be anything more. Instead, she surprised me with a kiss on the cheek.
"Let me give you my number," she grabbed a napkin and started scanning the room for a pen.
That's when Shannon entered the kitchen with a heavily drunk Jake leaning on her for support.
"Hey Mike... small favor to ask..." she began while I saw her upper body and calves strain to keep Jake upright.
"Jake said you wouldn't mind driving us home? Assuming you haven't had too much to drink?" she asked.
"Sure thing, I'm just gonna get her number," I pointed to the girl I was previously with, but she had run off to find a pen.
"She'll be back with a pen in a sec," I told Shannon.
"Mike... please. He's heavy!... And I'm dead tired" she pleaded. I was torn. I did want to wait to get the number of the girl who's name I didn't even know, but Jake was my best friend... Fine.
"Alright, let me help you," I groaned and moved to the other side of Jake. Carrying him by the both of us was still heavy, I wondered how Shannon managed on her own up till now. As we walked out I kept scanning the room for the girl in the red dress, but I couldn't see her. My one shot at dating someone that hot has just been ruined. Thanks, Jake.
We finally managed to get Jake to my car, loading him into the back seat, strapping him in, although I was sure he'd fall to the side at the first turn. Shannon and I also got in and I started driving to Jake's place.
"I'm really sorry!" Shannon apologized as we made the journey.
"He just puked twice already and I was worried about him," she told me.
"Yup, that's Jake. Never could hold his liquor," I chuckled.
"It's not funny! I didn't sign up to be his babysitter... I guess both our nights got ruined," she replied.
"Yeah, I wish I got that girl's number... but there'll be others," I told Shannon, feeling more confident in my pick-up abilities after tonight's partial success.
I finally pulled into a spot in front of Jake's apartment block. The street was dead except for the idling engine of my car.
"Well, this is it," I told Shannon, unbuckling my belt, ready to help her take Jake inside.
"Thanks," she said, but didn't move from her seat.
"Is there any way I could properly thank you?" she batted her eyes at me. I had no idea what she meant at first.
"You're truly welcome. Jake's been a long time buddy of mine, so don't worry about it," I replied quickly.
"Sure, sure... but I was thinking if you wanted to I'd be happy to," she didn't finish the sentence, just clenched her left hand into a fist with a hole in the middle and made an up-and-down motion, while biting her bottom lip. The suggestion was unmistakable. My eyes shot wide. I couldn't believe what was going on. Was she really offering what I thought she was? Was this a trap? I half expected Jake to spring up fully sober and say this is a prank.
"What?" I cleared my throat as I felt myself start to get hard. I probably would've jerked off at home anyway after my encounter with red-dress-girl tonight, but Shannon's hands would have certainly been a finer experience. My mind raced back to just how soft her handshake was.
"Just as a thank you for the ride," she told me with a wide smile.
"It's just a handjob, not a big deal," she added. I gulped. It felt like a big deal.
"What about Jake? He's right there!" I whispered as I turned to look at my buddy on the backseat, drooling all over my upholstery.
"Car's on fire! Get out!" she shouted at the top of her lungs. Jake just murmured something and kept sleeping.
"See?" she flaunted how she was right.
"I don't thin-" I began to say.
"Listen, Jake told me about how hung up you were on this Jessica, and I ruined your chances with that other girl tonight, so I wanted to make it up to you, but I can take no for an answer," she sighed as if a little offended at being refused. I saw her right hand start reaching for the handle of the door.
"Wait!" I reached after her left hand, grabbing her wrist tighter than I intended. My heart was beating like a drum, and my cock was hard as diamonds. I wasn't gonna let this chance slip. It was time to do something for myself and enjoy it, to hell with the consequences.
"I want it," I told her, swallowing hard as I shut off the engine.
She turned back towards me with a coy smile as I released her wrist.
"What do you want? Say it!" she teased me as she reached over and started rubbing my member through the fabric of my pants.
"I want you... to jerk me off," I whispered saying the words as quiet as I could.
"Oh yeah? You want me to drain those pent-up balls?" she asked squeezing my crotch through the denim.
"God yes, please!" I moaned, reclining the seat of my car back as far as I dared not to disturb Jake. Shannon moved from rubbing to undoing my belt, her perfect nails clicking against metal as she finally got through the first layer of defence. Then the button and zipper. I lifted my ass a little so she could tug my jeans down near the sides. She reached into my underwear.
"Oh my, someone's prepared," she chuckled as she began to stroke me while my cock was still confined in my underpants.
"You're so fucking hot and it's been so long," I told her with raspy breaths.
"Shh, just enjoy," she placed her finger against my lips to signal for me to shut up as she finally tugged at my underpants and my member sprung free for good, almost hitting the steering wheel with its momentum.
"Fuck, that's a big cock! Jessica's an idiot!" she exclaimed as she finally wrapped her hands around the base. I could feel myself melting. Her hands were so warm and soft, and her nails looked so good wrapped around me. She started to stroke slowly at first, from the base to the very top, slow and steady. I was impatient and started thrusting up into her fist.
"None of that!" she placed her other hand on my groin and held me down.
"Good things come to boys who wait. You want this to last, don't you?" she asked. I just nodded and decided to throw my head back and enjoy the sensation as her soft fist worked over my rugged man-meat.
"Alright, teased you enough," she smirked as she placed her other hand near the tip of my cock, while her other one remained near the base and she sped up her strokes. I decided to try my best to hang on, if she teased me, I'd make her work for it and try to make this last as long as possible. I was in heaven to say the least. My mind kept back to feeling guilty about betraying Jake, but the pleasure of it all was utterly overwhelming.
Shannon switched to a corkscrew motion with her hand near the tip, while the one at base started massaging my balls. I tried to hang on, but knew I wouldn't be able to last long between her expert hands and nimble fingers.
"Holy shit, you're so good!"I moaned, finally breaking my previously instructed silence.
"Am I good enough for you to give me that cum? Are you gonna blast that hot load for me? Bust that fucking nut?" she spoke so dirty and switched to both hands now stroking hard and fast, her soft grip tightening hard around me.
"Fuck! I'm about to-!" I felt I didn't even have time to get the words out as the pressure became overwhelming in my balls and I closed my eyes and started shooting rope after rope of my load. At the last second I felt something warm on the tip of my cock and I opened my eyes only to see Shannon's lips wrapped around the head of my member.
"I thought it was supposed to just be a handjob!" I protested as my cock twitched against her mouth and my balls eagerly emptied their load anywhere that'd recieve. I could see Shannon struggling hard to keep pace swallowing my seed at tha same rate my pent-up testicles were expunging it down her warm, wet throat. I couldn't believe when my orgasm finally subsided and could catch some ragged breaths.
"Damn, do you always cum this much? Or you were just really pent-up, huh?" she finally detached herself from my cock and wiped the corner of her mouth.
"I just thought I'd make clean up easier and save your car from the mess, but with an eruption like this... if I didn't you wouldn't see out on your windshield on the way home!" she chuckled.
"Yeah... you might be right about that," I joked back as I finally pulled up my pants and re-did my belt.
"Let's get Jake inside?" I suggested and she just nodded as we unloaded my best bud from the back seat.
"You won't tell him about this, right?" I asked just to make sure as we supported Jake on either side up the stairs.
"That his best friend shot enough kids down his girlfriend's throat to fill an orphanage?" she chuckled.
"Probably not," she added being serious.
"So you think I'm a shit friend?" I asked her plainly as my conscience was just as heavy as my balls light after that little adventure.
"Good friends share everything. You shared your car, he shared me... Jake doesn't have to know what a good friend he's been to you," she winked as we finally laid Jake down on the sofa after getting him through the front door.
"Our little secret," she said as she saw me out, making a little zipper gesture at her lips, then blowing me one last kiss, then I turned and walked back down the stairs to my car.