Continued:Wager with a Coworker [FM][Cheating]

This is a follow-up to my previous story about Cassi: https://www.reddit.com/r/gonewildstories/comments/5ziyy8/wager_with_a_coworker_fmcheating/

Any hope of mature restraint was long gone. Political staffers are a crowd of professionals hopelessly fond of sleeping with coworkers. Now that Cassi had cheated on a popular elected up and comer with me I could not keep her off my mind. That kind of gratification is dangerously addictive. At that time Cassi wasn’t thoroughly invested in monogamy, but she was still frustrated she had put herself in an awkward position socially and professionally. I think she was also frustrated that the sex had been good and our volatile chemistry was definitely still a thing. I was trying to play it cool and not stoke the flames, but I really couldn’t help myself.

My attempts at communication with her resulted in a lot of harsh monosyllabic words and I only got past that when directly required by work. Being a hopeless smitten fool, I doubled down on work to get more time with her. I had mostly negative results and I became sloppy and obvious that I was trying to get as much time around her as I could. This was bad news as I attracted the attention of Andrea. Cassi was trouble, but only because she radiated sex and was completely comfortable using that to her advantage. I guess more correctly Cassi wasn’t trouble but she was routinely in trouble. Andrea was trouble. She was a pretty blonde, not a knockout, but she did have a sexy kick boxer’s body.

She also had a bad reputation with the guys as she was clingy and manipulative in a culture of promiscuity that didn’t encourage those traits.

Tonight Andrea found me at the shitty Irish bar that a lot of the staffers drank at. I was there with my closeted roommate Rick who very likely had a crush on me. I played dumb because he was a really nice guy and a really solid roommate which was even more rare. The only thing bad about Rick was that he was one of the only guys who enjoyed Andrea’s

company. Rick and I had been talking about how stupid I was for being hung up on Cassi (I should know better etc etc). I would have never told him but he had seen her leaving

our place and walking next door flushed and disheveled. Andrea had only overheard that I still had the standard issue crush that all staffers get at some point another.

Genuinely not interested in small talk with Andrea while also being frustrated with Rick I decided to get super drunk. It was a rare treat to have my teetotaller roommate at the bar with me to ferry my ass home. I ordered back to back pitchers, Andrea and eventually some other coworkers joined in. This lasted until we had worn Rick’s patience thin.

I was a sloppy mess and only remembered being lead out leaning on two people’s shoulders.

The next day I woke up not feeling exactly 100%. I stumbled my way slowly into the bathroom trying to figure out if I was going to need to puke or not. Surprisingly, I felt not as shitty as expected. I flipped on the bathroom light and noticed a nude, hungover man looking back at me.

It took me a moment to notice that man was me and that he-me had scratches all over his chest, neck, and back. Fuck. The night started coming back to me.

Andrea was too drunk to drive and ended up crashing with Rick and me. I had protested by promptly puking on Andrea’s blouse which she had promptly removed and promptly given me
lots of new bad ideas. Patrick cleaned us up (best roommate) and had put us both to bed, her on the couch and me in my room. He immediately crashed. At some point Andrea had snuck into my room with some of the same bad ideas I had had earlier. She was super toned and her hair was in a poney tail. She had wordlessly stripped out of the tshirt Rick must have given her and her eventually her leggings. I vaguely remember being impressed by her athlethic body and especially her hips which quickly wrapped around me. She rode me super hard but quietly which really limited the fun, but it was definitely some of the most aggressive sex I’d ever had. She clawed up my chest and neck, something I found hot then but less so now as they stung and some of the scratches had drawn blood.

I was trying to remember more details as I returned to my room annoyed with myself. Yup, There were her leggings, and thankfully a used condom. It wasn’t just a hot sex dream,
I couldn’t decide if I felt that was fortunate or unfortunate.

I stumbled into some boxer briefs and wandered around the apartment. I was home alone, Rick must have been driving Andrea home. That was good news. I wouldn’t be able to hide the scratches from Rick and he’d be annoyed I had banged his friend. It smelt like drama I didn’t need. I wasn’t sure who would suffer Rick’s pouting more, me the object of his affection or Andrea the his friend who had just hate fucked it.

I found my phone and noticed I had actually got a message from Cassi the night before. Just a “hey”.I struggled to think of something to respond with, I settled on:

“you home”

After only a minimal pause:

“Yes, why”

I hadn’t got that far. Nothing resembling an intelligent prepared answer. I stood their mouth breathing while kicking myself for wasting an awesome double word response when I heard a car pull up out front. It was immediately followed by Rick and Andrea chatting. They carried coffee, 3 of them.

I panicked. I didn’t want to be stuck hungover in an apartment with those two and all the inevitable drama that was coming. However, I only had seconds to decide so I just ran across the hall to Cassi’s.

To her credit she didn’t slam the door in my face when she saw my mostly nude body. The scratches were heavy duty enough that she showed something approaching concern. When she
closed the door behind her her genuine concern turned into genuine disgust. She had heard Andrea’s voice coming up the stairs.

“You’re fucking lame.”

Cassi was the best.

“Let me hide here for a bit. I don’t want to deal with them.”

After a tortured pause…

“Fine, I’m leaving for an hour or whatever. Don’t be here when I get back. Don’t bleed on my couch. Also, you smell like booze, take a shower.”

I caught her checking me out more than just a little. I knew the power of boxer briefs.

“You’re not the boss of me.”

“Ass”

And she was gone. I laid back on her couch smirking. I chalked up what should have been an extremely embarrassing moment as a victory because I got to show off the goods. Cassi brought out a shameless and irredeemable person in me. I passed out immediately.

I woke up to Cassi growling at me.

“I fucking knew it. You need to go, please”

I mostly didn’t hear her as I was distracted by her outfit. More sober now I noticed how fucking cute she looked. She had on a short sleeveless dress that had blue and white stripes, and more importantly it was tailored perfectly to fit her. She had her hair up in a cute ribbon. The outfit was really cute but that word felt inadequate because the dress was cut so well you couldn’t look at without thinking about her tits, hips and ass.

Her protest kind of tapered off as she saw that just having woke up from a long nap I had a very prominent boner going.

We both laughed a bit and the mood lightened.

“You should know better than to hook up with Andrea. She really fucked you up”

“Was drunk, I regret it. I just decided it now” I said this while oogling her tits.

“Oh yeah, did you at least use a condom?”

“Thank fully yes”

“Good, then you don’t have to use one on me.”

As she said this she coyly pulled up her dress revealing she wore no panties. The woman was a succubus.

She stepped up and sat on the arm rest of the couch, then she pulled the top part of the dress down revealing she wore no bra. She looked at me knowing the affect this was having on me.

I shifted on the couch and leaned into her. She guided my head in between her legs and gasped while tilting her own head back.

Cassi was already wet and rotating her hips, my tongue only sped her up. She groaned and leaned back with one arm onto the armrest the other hand grabbed a fistful of my hair.

I kept going until i felt her thighs quivering and she moaned in approval.

I sat up and removed my boxers. She was now leaning against the armrest of the couch. I scooted towards her and she took my cock in her hand and guided me in. I loved it when
she did that. Our natural rhythm that we always had appeared and we got into a fast but controlled motion. She was already flushed, her mouth open. We were going at it like that for a while.

Suddenly she pulled off her dress fully and stood up and away from me.

“Now I want you to really fuck me”

She was looking at me head on with both hands on the armrest. She arched her back deliberately to invite me over. With no hesitation I hopped up and got behind her. Cassi was
into light choking and I could tell she was in the mood to be rough. I put my hands around her throat from behind as she backed up onto me. She moaned softly before she started
getting a rhythm going. It was no time before she had cum on me again. She was turning to mush, but I wasn’t done yet. I released the grip on her throat and grabbed a fistfulof her hair and put the other hand on her waist. I used the leverage to furiously thrust into her. I kept going and she made no effort to keep quiet.

She looked over her shoulder and demanded:

“Come in me now.”

I obliged with a full body orgasm. Panting, I leaned in for a kiss and we rolled onto the couch together.

We hung out for a bit, and I went home when I saw Rick leave to take Andrea home. They had definitely heard us, and Rick assumed the scratches were from Cassi. Despite not a
sober word between us Andrea was extra awful to me for as long as I continued to know her. I felt a little bad, but I had no real regrets after that incredible sex with Cassi.

Source: reddit.com/r/gonewildstories/comments/5zptla/continuedwager_with_a_coworker_fmcheating

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