Becoming “That Guy” (MF) [Long, Lots of Lead Up, Infidelity]

it was my [30M] second new years alone since the end of my relationship that had lasted seven years. it was full of life-altering moments, and it was the best and worst time of my life. the previous year had been more difficult to take. nobody to kiss at midnight, no new year to look forward to; only an unending stretch of self-reflection and regret ahead of me. needless to say, i’m overly romantic, dramatic and depressive.

but i was invited to this party and i wasn’t about to put my sadness on anyone else, so i showered like an adult would, brought some weed like my teenaged self would, and put on somewhat of a smile. over the past year i had certainly improved myself in some ways. now 30 years old, i was easier to talk to, more self-depricating, funny and at ease. i had lost about 80 pounds. the stress of being a 30 year old single guy with no career plan had put an acceptably distinguished amount of grey in my beard. i was no longer the bumbling alcoholic you could just as easily walk away from as talk to, i had a hook to me now. and i noticed some women showing interest here and there.

as much as i enjoyed flirting with them, every time we got down to details, close to a kiss, asking one another out, i would see my ex. i was still in love with her. whoever the girl was, they came nowhere close to her. and i didn’t feel right leading them on with a date if i would only ever compare them to the woman i love. on the other hand, it had been a year since i had sex, and i was coming to the end of my rope.

when i arrived the party was only getting started. i set to making a gin and tonic with some amazing local gin, and talked to my married friends mark and kelsey who were hosting. we chatted about work and guests who would be attending. two girls i had flirted with before, a friend of mark’s from school and a co-worker of kel’s. the girl from school, jenny, was extremely interested in me and reasonably attractive. she was curvy, big breasts and nice legs and feet. she was looking for a relationship but she was too into me. i know i’m funny but she laughed at every joke i made, even the average ones. she was nice but i like at least a little tension when i’m talking to a girl. had i winked at her and walked out the door, she would have followed.

the other girl, kay, was tall, classically pretty and well proportioned. she was ¼ first nations which i had never experienced and i suppose is on my racially-insenstitive bucket list. she had a bubble butt, amazing legs and big feet with long toes, also something i had not experienced. and she almost never wore socks even in the dead of winter. she had a long distance boyfriend which made the flirting always very surface level, and she cared far too much about her job to ever have an interesting conversation with. unless she had been drinking. i could probably get somewhere with her but it would take a lot of work and feigned interest in what she had to say, and i’d rather pay for an escort than do that.

the other guests were mixed friends of ours, mostly married or in relationships. so the chances of meeting someone interesting were slim. i was a little disappointed, as the chance to meet someone you weren’t expecting to meet always was the most exciting part of any party to me. as the guests arrived though i was very happy to see them, having a decent buzz on and a great circle of friends. i built a fire in the fireplace, we put some music on and talked for a while about general friendship bullshit. for a little while i forgot about everything and was actually having a truly good time for maybe the first time in a couple of years.

here’s where it gets bad.

jolie (25F) showed up, but her new husband gary did not. jolie was the sister-in-law of the hosts, she had recently had a civil ceremony with her long time boyfriend gary so that she could stay in canada after her school was over. they intended to get actually married in the summer. she was nearing the end of her time at film school but loved the area and had made a lot of friends here. and she came from a small town in the US so she did not want to go back. they were a solid couple but gary was a bit simple and jolie was a lot more artistic. she and i talked a lot about film in the past and while i found her attractive, i’m not the type of guy to have a go at a girl in a relationship.

gary also isn’t a social butterfly. sometimes he’d say he’s not feeling well so he wouldn’t have to go to a party and tonight was one of those times. everything started off fine. i gave jolie a shoulder hug, jolie was short, 5’5” maybe. i’m around 6’3” so she fit right in like my ex did, which didn’t slip my mind. jolie had short bleach blonde hair and thick-rimmed glasses, kind of alternative looking but didn’t really live that lifestyle. she had a ridiculous hourglass figure which she usually hid under sweaters and jeans and boots, but i had seen her before on a group hike in workout clothes and it was impressive to say the least. i felt her shiver under my arm so i invited her over by the fire. we talked in a big group of around 10 people until midnight when we nearly missed the new year. just in time we all popped outside to watch neighborhood fireworks and drink bad champagne from little plastic glasses.

it was, like last year, bittersweet for me. but a little more sweet.

we went back to the fire to get out of the snow and this time jolie sat next to me on the couch. the conversations got smaller over the next two hours, to the point where jolie and i were just talking about tv and movies. at some point i said something that was apparently funny and jolie laid her head on my shoulder and grabbed my arm as she laughed. i quickly looked around the room to see if anyone saw that. this was a recently-civil-ceremonied woman and everybody here knew it. but nobody seemed to notice.

the numbers began to dwindle around 3AM and i was spending the night so i pulled out my phone charger and got some water to get ready for bed. the hosts, whose kids were with their grandparents, were already either passed out in their bedroom or fucking because they had the chance. eventually it was just myself, jolie, and a couple who had come over from sweden for the holidays. they were tired from the travel and decided to head home, but jolie chose to stick around and talk for a bit. so there we were. it was clear that she was interested in me, but i told myself that i would only proceed if she made the first move.

our talk dwindled as well and she seemed a little disappointed that i wasn’t making a move. she decided she had had enough to drink, and chose to sleep over as well rather than drive home. i gave her the couch and set myself up on a reclining chair nearby as i made sure the fire died down safely.

about half an hour later i got up to get a glass of water. jolie was asleep but i went to the laundry room which had a sink in it so i didn’t have to turn on any lights that would wake her up. i stood there drinking a few glasses of water because i had drank quite a bit and wanted to avoid a hangover tomorrow. i leaned against the washing machine and thought about how close i had come to being “that guy.” the guy /r/gonewildstories hates. the guy i hate.

and then she came around the corner. fully clothed but leaning on the door frame with the most sexually suggestive grin on a face that i have ever seen in my life. i crumbled. i put the glass in the sink, pulled her towards me and kissed her deeply. it was extremely frantic. like on tv when you see actors banging their faces together pretending that people actually make out that way. but it happened just like that.

i hadn’t tasted pussy in a year and i was dying for it. i ripped her jeans down to her ankles and lifted her on to the edge of the washing machine. i knelt in front of her and looked up. she was beaming, apparently extremely happy about what was happening. i was still regretting and loving every second. she arched herself back so her ass was just on the cold metal edge of the appliance, her cute little asshole peeking out over the edge. it was all i could do to not start licking there but i figure analingus is maybe a ‘second encounter’ type of move. i dove for her clit with no technique, no teasing, no starting soft. if she was anywhere near as horny as i was she didn’t need to be warmed up.

she responded very positively and a bit too loudly. i scolded her about that and she played coy but quieted down a little. i dropped my pants and masturbated a little as i ate her, although i really didn’t need to be any harder than i already was. i could cut diamonds at that point. i spent a few minutes savoring how she tasted, my favorite taste in the world, before i stood up and shared that taste with her. she tongue kissed me seeming to enjoy the taste nearly as much as i did. i removed one leg from her jeans and cupped her face in my hands as we continued to kiss. i’ve used this move before to establish that i was “hands off” and if she wants something specific, she’ll have to make it happen. she pretty quickly reached down and stroked me; the first hand on my dick that wasn’t mine in far too long.

she guided me close and rubbed the head of my cock on her wet clit. i thrusted and rubbed and she moaned into my mouth and i bit her lip, one of the hottest things i’ve ever experienced. i consistently feel incredibly turned on when i feel bad, be it cuckolding, being dominated, being on the edge of being unfaithful. i had never been unfaithful in my life, but here i was assisting her in doing just that.

she told me to fuck her and i didn’t have a condom. the pull out method had always worked for me and i hoped she was otherwise faithful to her boyfriend/husband. i hoped… because i had no control over myself at this point.

i went in quick and she gasped. i’m slightly above average in size but it felt great to hear that. the washing machine squeaked underneath us as i thrust into her. we were close, her arms were under mine and wrapped up to my shoulders, her face underneath my chin as she panted hot breath onto my chest. the room was cold because it was connected to the garage but we were warming up quickly. i waited a few minutes before i laid her back away from me and opened her hoodie. i’m not a tit man by any means but i needed to see them because they seemed amazing when clothed.

as i peeled away the layers i was not surprised to see that i was correct, full C cups with large, well-defined and somewhat pale nipples. pierced too, which i suspected but never could tell, even though i had seen her in a bikini top in the past. maybe they were new? at this point i wanted to see the whole package, so without missing a stroke i pulled her pants off completely and removed her socks. by now i knew that if the hosts heard anything even from across the house, we wouldn’t have time to hide what we were doing. everything would be undone anyway. so we might as well go all out. and i knew how much jolie was into what we were doing so i could probably do anything.

i have a foot fetish so i pulled the sole of her foot to my face and inhaled deeply. the first foot i had got to enjoy in forever. it smelled heavenly. just like the rest of her but a little more musky. like a foot. she looked at me with her mouth slightly agape at first, light from the bare overhead bulb glinting off of her tongue ring, and then a huge smile crept across her face. “really?” she asked. “you like that?” i nodded pathetically.

in response i quickened my pace in fucking her. her eyes rolled back as i nibbled the arch and heel of her well-maintained foot. she propped herself up on her elbows and held her sizable breasts together. she pinched her nipples and her piercings and locked eyes with me. for a few minutes we continued this way, the only time i closed my eyes is when i was in such ecstasy that i couldn’t help myself, and every time i opened them again she was focused on my face. i completely went to town on her feet and she seemed to enjoy it. about 15 minutes in i could no longer keep from cumming. her pussy was extremely tight, very wet and perfectly trimmed with a small landing strip and no stubble in the way. if you’re a straight male and you were looking down at this display–short hair flopping in her face, slightly sweaty neck area, bouncing tits, flat stomach and toned thighs–it would be hard not to finish. and i was pretty proud of myself, considering that nearly everything i was into was coming true in front of me.

i pulled out and told her how close i was. she immediately hopped off of the washer. she took my cock in her mouth without so much as a cursory hand on my shaft. i let go of my grip on my dick and just let her work. she was incredible. she didn’t even seem to consider the idea of using hands. a pang of guilt hit me when i thought about how either gary had her well trained or she was the perfect kind of slut to begin with. she had incredible suction, kept a great amount of saliva in her mouth without swallowing, and made eye contact whenever she wasn’t attempting to deepthroat me. and i’d been with girls who had tongue rings but none of them ever used them quite so well as jolie.

it was understandably a top 10 orgasm. she was a trooper but it surprised her and she coughed some of it up. she stifled the sound of her cough with her t-shirt, while i kept cumming in front of her, no longer even stroking myself. it just kept pulsing and she put her shirt under my cock to catch what was left. she was coughing and giggling and licking her lips in one of the hottest displays i had ever seen. jolie wasn’t classically gorgeous, but she was cute as fuck with a smile and gobs of cum on her face.

she cleaned up and i immediately felt wracked with guilt. i cleaned up a little too but left the laundry room pretty quickly. i grabbed my water and returned to my “bed” and was just breathing deeply for a few minutes thinking about what happened. jolie went to washroom wearing one of the host’s t-shirts this time. and on her way back past me to her spot on the couch she leaned over, kissed me on the forehead and said “he knows.”

she went to the couch and fell asleep fairly quickly from what i could tell.

i’ll assume she meant her husband and i’ll assume she’s telling the truth, because otherwise i’m a piece of shit.

[Hope you enjoyed it. My stories are a bit weird I guess because I really appreciate backstory and personal details when I’m a reader. I hope you do to!]

Source: reddit.com/r/gonewildstories/comments/44codn/becoming_that_guy_mf_long_lots_of_lead_up