You may recall my earlier story about being fucked by my client Dave at a business dinner:
https://www.reddit.com/r/gonewildstories/comments/3e5bbz/fucking_my_client_at_a_business_dinner/
Here is what happened after…
I woke up to the obnoxious sound of a cell phone alarm. Without opening my eyes, I could feel that I was in my hotel room (quite a normal feeling since I stayed in that hotel a few times a month for business). I rolled over to grab my phone while simultaneously realizing that it wasn’t MY phone going off and that I was quite a bit hungover. That’s when the events of the prior night came flooding back to me. The business dinner…the drinks…running into Dave near the restrooms…how he had smiled at me…how he had forcefully grabbed me and kissed me…oh god did anybody see us? Then I remembered how he had come up behind me in the dark bar and slid his hand up my dress…I recalled the sheer ecstasy of his finger sliding beneath my underwear…… and the fear of being caught in that position. Oh right, and then the amazing sex we had had in this very hotel room and then again just a few hours ago. I started to worry if this morning was going to be awkward, when I heard him switch off his alarm and felt him roll up behind me. He moved my hair out of the way, kissing my neck and said “Wow, that was an incredible night, I am seriously dreading going to work today.” I smiled and said “Me too, at least I just have a couple meetings and then I’m on a train back to NY.” He said “Oh right, well I better get going.” He dressed quickly and came over to sit by me in the bed. He leaned in, kissed me, and told me that he had a great time and that I should let him know when I was back in Boston next. I agreed.
After he left, I replayed the whole night over and over in my head. I was feeling a very confusing mixture of guilt and excitement. Had I just experienced my first one night stand? With a client? Oh god, did anyone see us? But wow, that was amazing. Then I remembered how he had asked me if I “did that with a lot of guys.” Truth be told, I had engaged in my fair share of sex in the past, but all with guys I was in a relationship with or had at least known for a while prior to having sex. This was definitely a first, on many levels, and I was having the feelings I think a lot of women have in these situations….I was worried what people would think and if I would be labelled a “slut” but I was also really turned on by the idea of how much he had wanted me and how he had gone about getting what he wanted.
Let’s just say I was very distracted in meetings that morning, and I didn’t have a chance to check my emails until I was on the train home. I immediately spotted one from Dave asking how my day was going and telling me funny stories about his colleagues and their drunken shenanigans from the night prior. It sounded like we weren’t the only ones to get a little crazy that night. We proceeded to email back and forth for a few days, mostly all pc stuff because it was over work email. He asked when I was going to be back in town again, and I told him in another week. He suggested we go out for drinks after work, and we made plans to meet outside my hotel.
When the date grew nearer, I started to get pretty nervous. Almost two weeks had gone by and we hadn’t discussed what had happened, since we had been talking over work email. I wondered if it would be awkward but mostly I was excited at what he might do to me. I travelled up to Boston that morning, had a few meetings and then checked into my hotel. I decided to just wear the outfit I had worn to work that day, it being a cute short-sleeved navy dress with a gold zipper that ran down the front of it. By the way, I’m medium-height, dark hair, light eyes, tan skin and slender. People have told me that I look like Channing Tatum’s wife, which I honestly do not see, but we do have the same coloring and similar body type. Dave is over 6’, fit, fair skin and fair hair. He’s got this sexy chiseled nordic thing going on that I didn’t know I was into until I met him….
So finally our meeting time arrives and Dave calls and tells me he is downstairs. I go down to meet him, trying to suppress my nervousness as much as possible. He kisses me cordially on the cheek and starts walking towards the bar where we had planned to grab drinks. We grab a table, order and exchange pleasantries. We talk about work, current events, people that we both know. All very safe topics, and honestly I was starting to feel like I was back with work Dave who wasn’t interested in me at all. I wanted to talk to him about what had happened between us before, but couldn’t figure out a way to bring it up. We had a couple drinks each, but he didn’t so much as touch my hand, let alone the other parts of my body I was longing for him to touch. I kept trying to catch his eye, but he was barely looking at me. I was really starting to wonder what his intentions were and was getting a bit aggravated. Maybe he regretted what had happened between us and was just taking me out to let me down easy? After our couple drinks, he paid the tab and we started walking back. The walk was mostly silent and I was dreading the awkward goodnight that was surely coming once we reached the hotel. The logical move WOULD have been to just hug him and thank him for a nice evening and see how he responded. I don’t know what came over me….
When we arrived in front of the hotel I didn’t pause for a second, I just walked right through the revolving doors, through the lobby and into the elevator. I guess I wanted to see how he would react and if he would follow me. He did. We stood in silence in the elevator, at which point I started to regret this move. What was going to happen when we got to my room?
I strode down the hallway, pulled out my keycard and unlocked the door to my room. I turned back to look at him, and it was like a completely different person was standing there. His eyes were wide and he was eyeing me in what can only be described as a primal way, like an animal stalking it’s prey. He immediately grabbed me and pulled me to him and kissed me hard, as he simultaneously pushed us both through the door and into the room. The door slammed behind us and I let my purse drop to the floor. His hands were everywhere and we were locked in a ferocious and passionate kiss. When we finally came up for air, he smiled at me in that way he had done before and said “this is nice” motioning to my dress. We were still standing in the entry area of the room, near a full length mirror. He spun me around so I was facing the mirror and pressed his body into my back. He moved my hair to the side and kissed down my neck, all the while watching me watch him in the mirrored reflection. His hands moved to the zipper on the front of my dress pulling it down ever so slowly. The sleeves of the dress fell off my shoulders and his lips followed, kissing the tops of my shoulders. He pulled the zipper down further, revealing my lacy bra and cleavage. His hands immediately released their hold on the dress, went to my breasts, and he stepped back an inch letting the dress fall to the floor. I could see his face in the mirror as he glanced down towards my ass in it’s lacy black thong and he looked quite pleased. He pressed his hard but still covered penis up against my ass and started working on my bra closure. When I felt it release, I attempted to turn around but he held me in place wanting me to continue watching in the mirror….
His hands pressed the bra straps down over my shoulders, letting the bra fall to the floor before moving both hands up to grab my naked breasts from behind. I could see his grin in the mirror as he grinded up against my ass. I moaned as he kissed down my neck again and his left hand travelled down my stomach and over the front of my underwear. He teased me for what seemed like forever, running his hands all over my body, but only briefly grazing my underwear. I moaned louder, and he finally plunged his hand beneath my underwear and started stroking my clit. It felt amazing and I could see his every move in the mirror. He pushed my underwear down and continued fingering me from the front with his left hand as he moved his body more to my side so his right hand could grope my ass. It became very apparent seeing him at this angle that I was completely naked and he was still completely clothed, and I couldn’t do anything but stand there and enjoy it. It felt so fucking good, but my legs started to feel weak, so I turned to him and unbuttoned his dress shirt, pushing him towards the bed. When we had nearly reached the bed, I ran my hands down the front of his pants, grabbing his large bulge. Then I unbuttoned and unzipped them, pushing his pants and boxers to the floor as his quite large penis sprung out to greet me. He pulled me closer, so his penis was grazing my belly and leaned down and kissed me. I then pushed him down so he was sitting on the edge of the bed and hopped on top of him, straddling him so I could grind my wet pussy against his cock. He groaned and then stood up, with me in his arms, turned and put me down on the bed.
He laid me down on my stomach on the bed, facing away from him, and then laid down behind me, sort of like a spooning position. I could feel his naked penis grazing my ass and it made me so wet, yearning for him to touch me again. His hand slowly travelled down my side and then he began massaging my ass. It felt so good, and it felt even better when his hand slid between my ass cheeks, grazing my asshole as his hand moved between my legs from behind. His fingers finally reached my clit, and his fingers massaged, while the heel of his hand rubbed against my asshole. I love being touched that way. His thumb then slipped inside of me and he thumbed my g-spot, while still fingering my clit. I almost lost it at that moment from the double stimulation, but he abruptly pulled his wet thumb out and shoved it into my asshole. The sensation of his finger inside my asshole mixed with the massaging of my clit was so intense, it was only seconds until I was screaming as a massive orgasm washed over me. He let his thumb slide out of my asshole, but didn’t let up on my clit and I orgasmed hard again just moments later. I was so high with ecstasy, I didn’t want to move, but was starting to feel a little bad about ignoring him.
I was still moaning with pleasure when I reached back and stroked his penis and caressed his balls. He was rock hard and pre-cum was dripping everywhere. I turned towards him, ready to get to work, but he pushed me away, saying “I NEED to fuck you right now.” He rolled over, grabbed a condom from his pants on the floor, put it on, then turned back to me with that same primal look. He grabbed my ankles and pulled me toward him until I was lying with my ass just at the edge of the bed, with him still standing. He spread my legs and entered me hard, letting out a groan as he did. He began pounding me pretty fast and hard, so much so that he was smacking my clit with his body each time he entered me and it felt really good. My boobs were bouncing all over the place. He was holding my legs up and every muscle in his upper body (and I guess lower body!) was bulging. It was so incredibly sexy.
I think he must have been squatting while doing that, since he was really too tall to line up with the edge of he bed. He started to get tired, and fell on top of me, embracing my entire body from head to toe as he slowed down his thrusts. This gave me an opportunity to feel his strong back and shoulder muscles, as he leaned down and began to suck my nipples. I arched my back towards him, moaning, and he pulled me close to him, rolling us both over so I was now on top. I sat up and started riding him hard. He was groping my boobs and bucking hard underneath me. I could tell by the look on his face that he was close, so I reached back with one hand and cupped his balls. I think he liked it, because the motion shifted completely to him fucking me, hard, even though I was on top. He started to grunt and I gave his balls a light tug as he exploded inside me for what seemed like a really long time. I collapsed on the bed beside him and we both just laid there catching our breath for a few minutes.
He ran to the bathroom to get cleaned up, and when he came back I said to him “Well that was unexpected!” He laughed and said “Yeah, I wasn’t sure how you felt about what happened between us last time. I was trying to get a read on you when we went out for drinks, but you seemed kind of mad at me. Then when you marched into the hotel…well let me just say I have never wanted anything so bad in my entire life. I hope that was OK”. I smiled and laughed and said “Yeah, that was OK. Next time, let’s skip the drinks though!”.
Source: reddit.com/r/gonewildstories/comments/4eh0qx/getting_fucked_by_a_client_while_on_a_business
If there’s one thing I’ve learned here, I gotta spend a lot more time on the Upper East Side.