Giving in [F] to Temptation [M]

So, after quite a bit of deliberation, both internally and on here with others, I decided on Thursday to go through with fucking James. He was either planning this for a while, or is quick at thinking on his feet, as he had a plan all thought out. I’d tell my husband that I needed to stay late/possibly pull an all-nighter finishing a case while James flew out to said client. That way my husband, Drew, wouldn’t think I was stuck all night in my office with James. In reality I’d just leave as normal, but go to James’s place. I did tell James that this was just a one-time thing, no matter how many other times he had heard that initially from other women, and he said he understood. James then said that since this was going to be his only chance with me, that he’d be expecting all 3 holes. I didn’t know what to say such a proposition, I just said sure, left his office, and went into the bathroom and watched that one clip again.

Friday came around and it was business as usual, Drew even was in a better mood, so I was starting to get cold feet. When I had lunch, I stopped by James’s office to tell him I was having doubts. He just nodded and asked me to close the door, which I did.

“I wanted to record your initial reaction, but since you’re getting cold feet, I thought I’d give you a little preview.” He said as he pulled his flaccid cock out and placed it in his desk. Placed isn’t the right word, more like he pulled it out and let it drop, causing it to make a *thwack* when it hit his desk. It wasn’t even hard and was bigger than Drew. I just stood there, in awe of both his boldness in doing this at work, and, well, of his cock.

“Unless Drew got some surgery to make his dick twice as big as it was in high-school, I know this” he said as he *thwacked* his cock against the desk again, “is a lot more than you’ve dealt with in the last few years.” I just stood there and nodded as I felt my pussy start to betray me and get wet.

“Now, are those feet of yours still cold?” He asked with a shit eating grin on his face. I simply shook my head no.

“Good. So, 6:00 still, right?” He asked nonchalantly as he put his trouser snake back in his pants. I just blurted out a quick “Yep” as I left back to my office.

5:30 rolls around and I text Drew about having to stay late/possibly all night, I throw James under the bus. He shits on James, I shit on James, and that’s that. I grabbed my stuff and left for James’s place, he had already left earlier since he’s the boss’s kid, and an ass.

James’s place is actually James’s father’s place in the city that he lets him stay at, because there’s no way he could afford a place like that in a high-end building like that. I get up to his place and he yells out to come in, that he’s “just finishing up”. I thought that he’s setting up some elaborate sex thing, or with another girl, but he’s cooking, and it actually smelled good, *definitely* wasn’t expecting that. Turns out that one of James’s “conquests” as he likes to call them was a Michelin star chef, and taught him a few things not bedroom related. He whipped up oysters, and had champagne to go with them, he was really going all out. It was surprisingly good, and I had more than my share of the champagne. When we were done, he said he’d get the dishes later, and beckoned me to come with him into the living room.

When we got there, I was starting to realize I shouldn’t have had that much champagne, but before I could say anything he pushed me against a wall and his tongue down my throat. Then, as suddenly as he had started, he stopped, and backed up a bit. He motioned for me to go into his bedroom, as he “had a surprise for me.” The surprise was a set of black lingerie he wanted me to put on. I asked him if he was joking, but he just said he’d give me a minute, and that he’d be waiting out in the living room. I figured I was already in too deep, so why not, and put it on. When I got changed and went back out, he was waiting for me on the couch with his shirt off, and a big fucking smile on his face.

I walked in and he took a moment to admire how I looked in it, and I realized that he was in a lot better shape than he looked, he hid it well. He told me to turn around so he could “admire the lingerie he got me” and spanked me as he got to my ass. James then got his phone out and told me to get on my knees. He sat back down on the couch and had me undo his belt to pull his pants down. Once I finally got them down, his cock sprang up for me, this time very much erect, and looking delightful.

“Now, I know the answer, but tell me anyway, is this bigger than your husband’s dick?” He asked with a grin still on his face.

“Yes” I answered coyly “this cock is bigger than Drew’s, but you already knew that thanks to Jessica” For some reason that still escapes me, I then licked the underside of his shaft from the base to his head, and added “Wow, it even tastes better too. That’s probably just the champagne talking”

“Sure it is, now show me what that mouth can do” He replied.

So, I did, I went right to trying to deepthroat him, but being a bit out of practice, I wasn’t able to get the whole thing, but I got enough to elicit a “Holy Fuck” out of James, which was good enough. I got to work on his cock, licking the head, using my hands too, hell, I even licked his balls too, which judging from the “Holy Shit”, he wasn’t expecting either. Quicker than I expected, but still after a bit had past, I felt him tense up and start to get close, so I upped my pace. Shortly after I felt the first rope of cum shoot out and hit the back of my mouth, so I stopped sucking and just held the head of his cock in my mouth and kept working my hands, milking out as much as I could. I was about to break it off since there was so much, but he finally stopped, and pulled my hands off too. I looked at the phone, which he was still holding, and opened my mouth to show him his cum in my mouth, then looked him in the eyes as I swallowed it in one big gulp.

“Does that taste better than Drew’s?” He asked, still slightly out of breath.

“Surprisingly, yes, he needs a better diet” I replied, and then we both started laughing for a bit.

He then got up and picked me up too, threw me over his shoulder like a sack of potatoes, and we went into his bedroom. He threw me down on my back and jumped on top of me. He reached behind me and undid the bra he had me wear, and dove in face first between my breasts, nibbling and sucking on them before moving further south. He licked my belly, kissed my hips, and made his way down between my legs. He didn’t have me take off the panties, he just moved them to the side and stared at my pussy.

“My my my, you’re positively drenched down here. Never would have thought you loved sucking cock *That* much.” He said, admiring the view.

“What can I say, I’m really a…” I started to reply, but was cut off by him diving in and eating me out. I don’t know if it was the champagne, or getting myself worked up sucking on his cock, or if he was just good, but goddamn did he seem to know what he was doing down there. It didn’t take him long to get me squirming before him, and right as I was on the edge he stopped and looked up at me.

“I’m sorry, you were in the middle of a sentence. Please, finish what you were saying.” He said coyly.

“You motherfucker” I exclaimed, having lost the moment “What I was trying to say before you started was that I guess I really…” I got through in an angry tone before he fucking did it again. He went at it like an inmate having their last meal, and before I knew it, he had me back on the edge. Now, if you guessed that he stopped again and let my climax fade away like a leaf in the wind, gold star. This arrogant asshole did that 2 more times. Finally, on the 4th time, when he asked me If I wanted to finally cum, I lost it.

“Yes, make me cum already you fucking asshole!” I yelled at him.

“Only way that’s gonna happen is with this” he replied while standing up and showing his cock fully erect again. “Now, ask nicely…”

“Just fuck me already you motherfucker!” I yelled again, which apparently was nice enough, as he grabbed my legs and pulled my ass to the edge of the bed. He put my legs up over his shoulders and lined his cock up on top of my pussy, it basically went to my belly button. He then pulled it back and lined it up with my dripping wet pussy, and pushed it in. Just the bulbous head was enough to almost get me off, but at the pace he started at, and how worked up he made me, I probably came within a minute. When I started shaking and cumming, he just buried himself as deep as he could and held his cock in there, holding my legs so I couldn’t escape. Before I could ask for a minute to catch my breath, he went back at it, hammering his cock into me. He made me cum 3 more times like this before he picked me up and spun around, falling back on the bed himself to let me ride him.

Since he was letting me set the pace, I started out slow, still a bit sensitive from the multiple orgasms, and getting used to his cock. It took a bit, but I developed a good rhythm bouncing up and down on top of him, while he just laid back with a smile on his face. He took advantage of my doing all the work to grab and play with my breasts as I kept on bouncing on him. I took a moment to admire the control I thought I had obtained in this situation while being on top, I even leaned down and buried his face between my breasts as I picked up my pace grinding on his cock. James really enjoyed this, as evident by him biting and sucking on them, I even got off again while he was sucking on my breasts, though in the end it was my undoing. He enjoyed this so much he started to get some fight back in him, so he grabbed ahold of me in a big bear hug as he started setting the pace himself. The pace at which he started fucking back was even greater than before, sacrificing long deep strokes for almost inhumanly quick ones. The insane speed combined with him still sucking on my breasts almost got me off again, but what pushed me over the edge was when he put a finger in my ass. Apparently it was such a big orgasm that it set him off too. He strengthened his grip and held me in place as he shot his second load of the night deep inside me, each pulse of his cock accompanied by another thrust, like he was trying to get as deep as he could. He eventually finished flooding my insides and released me so I could roll off him so I could inspect the damage myself. I thought he emptied the tank before, but he still managed to cum a lot, and even though he wasn’t recording with a phone, I still did what that other woman did and fingered some out and licked it off my fingers for him.

After I was done cleaning my fingers off, I looked over at James who was a bit surprised that I did that, but didn’t care, because, as he said, “The show must go on”. I was wondering what he meant, but I soon realized what when he got up to get some lube out of an end table, and I noticed that he was still fucking hard. I was actually a bit angry since I felt that I brought my A game when grinding on his cock, but that wasn’t enough for him. I put on the innocent girl act and asked “James, what’s that bottle for?”

“Surely you remember the deal. This is a one-time thing, but I get all 3 holes, and I only have one left to claim.”

“Claim? what is this, the old west? You ‘staking your claim’?”

“As a matter of fact, yes” he said as he grabbed my legs and again pulled me to the edge of the bed. He was very liberal with the lube, which I was grateful for, when in actuality he could probably just use the cum still leaking out of my gaping vagina, God knows there was enough of it. He then worked a bit of it in my ass with a finger, followed by him also being very liberal with it on his cock, when again, our combined juices would have likely been enough. He took his time, probing my back door with his cock, and massaging my clit to help me relax, it had been a while since I’ve had something that big back there. Eventually he popped his head in and slowly worked the rest in, giving me time to adjust to the fullness I was feeling. He knew what he was doing, starting with slow and shallow strokes, slowly getting deeper and deeper, slowly getting faster and faster. With his stimulation of my clit, the pain in my ass soon faded into pure pleasure. Drew was never a big fan of anal, only doing it on my birthday after he had a few, and he never was good at it, I usually just grinned and bore it until he came. James on the other hand had this down to a science, and eventually had me cumming with his cock in my ass, and I even squirted a bit too, which James loved. After I came down from it, he told me to get on my hands & knees for doggy, my favorite.

I started out on my hands and knees, shaking my ass for him before he jumped up behind me and drove himself right back in. He wasn’t as gentle in this position, but I honestly didn’t care, the pain never came back, just more pleasure. Before I knew it, I went from on my hands & knees to my elbows and knees due to the force behind his fucking. When he made me cum for the first time in this position, I fell down with my face buried into the bed. I lost track of how many times he made me cum like that, face down, ass up, but I’d wager a guess it was close to double digits. He made me squirt a few more times like this, which seemed to put him into a frenzy. He even started spanking my ass, calling me a dirty whore. That made me cum, hard, to the point he fell out of my ass, leading to me yelling “Oh Fuck, put it back in”, which he happily obliged. It wasn’t long after that that his pace started getting a bit more erratic, and I could feel him getting close again. I remember trying to get out a question about where he wanted to cum, but all that came out was just grunts and moans. Before I knew it James made one final, powerful thrust and knocked me off my knees onto my stomach as I felt his cock pulse and paint the insides of my ass with rope after rope of cum. That led to my biggest orgasm of the night, hell, in a few years, I think I even passed out for a bit, because before I knew it James was asking if I was ok. I told him yes, I was just taking a minute. He then went over to the table where he got the lube and grabbed his phone, which he had I guess set up when he grabbed the bottle, and came in and focused on my ass, and his cum leaking out of it. He panned the camera back up to me and asked “Well, wasn’t that fun? and before you answer, know that I already know the answer, it’s all over my sheets.”

All I could do was nod in agreement, there was more than enough evidence already.

Eventually we moved into his guest room, since *someone* squirted all over his sheets, and fell asleep. My phone woke me up early so I could plausibly make it home before it got too late, but James was already up and making breakfast. As I stumbled out of the bedroom, naked, he was just finishing up with some eggs and bacon, which he served me at the table where there was already a cup of water and a Plan B box.

“Dear god, you really think of everything, don’t you?” I asked as I swallowed the pill and sipped some water.

“Yep, in fact, last night you managed to get Kate to stay and help you finish that paperwork, but since it was so late you went to her place in the city. You didn’t tell Drew because you didn’t want to wake him.”

“Did you spend all night on this, or do you come up with this shit on the fly? Actually, don’t answer, I don’t wanna know.” I got out between bites of bacon.

“Not all night, just while the bacon was cooking. And don’t worry about Kate, she owes me one.”

“What, you fuck her too?” I asked.

“She’s actually an old friend of my sisters” he said with a mouth full of bacon

“Didn’t answer the question.

“No, my sister would castrate me if I did. Besides, she’s gay”

“That didn’t stop you and whatshername, that TA of yours in college”

“Britney?” he said puzzled, “That’s different”

“Different how?”

“My sister never threatened to cut my balls off and feed them to her horse if I fucked Britney.”

I left well enough alone after that. When we were finished eating, he offered to let me use the shower, claiming “it’s what Kate would have done”. What Kate wouldn’t have done was joined me and fucked me in the shower. He took me from behind at first, the shower providing enough lubricant to make his forceful thrusts enjoyable, then he picked me up and had me hang on to him as he slammed me against his cock, like a piece of meat. I think I squirted again at one point, but with the shower running it was hard to tell. Eventually when he was about to cum, he was gonna just cum in me again, but since we were in the shower already, I got down off of him and onto my knees so he could cum on my face. I usually have a thing against that, it’s messy, but we were in the shower, so I let him. He really seemed to enjoy that, but since we were in the shower, no video for him.

We finished up in there and I got on my way, but not before he teased that I’d be back. I’ll be honest, I had a great night. I can’t remember the last time Drew cooked for me, he’s the takeout king. And the sex, easily the best I’ve had since our honeymoon, and I’d be lying if I said I wouldn’t enjoy doing it again, but like I said, it’s a one-time thing, right?

Source: reddit.com/r/gonewildstories/comments/qpr17m/giving_in_f_to_temptation_m