First Time I Had Sex With Another Man On Business Trip
Luke was a lawyer that I’d dealt with on behalf of a client several years back.
He was in corporate advisory services specializing in administration and liquidation. Casually among other lawyers and accountants, we refer to these people as “Corporate Undertakers” because they take over companies that are on the verge of collapse and bury them as best they can.
During the morning break of the first day, I saw Luke across the room and made my way over to say hello. He was incredibly hard to miss because he was a mountain of a man standing at about 6'5" and he easily weighed over 300lbs.
When he saw me, he waved and smiled, “Beth! It’s been years. I heard you took some time off to have kids, are you back full-time now?”
We made small talk before heading back into the next session but we agreed that we’d catch up for drinks during the dinner session.
Luke found me as I was about to enter the dining hall and joined me at the table for dinner. He was such a gregarious and friendly guy that it made it incredibly easy to talk to him and forget about everything else which was something I needed.
After dinner, the attendees who’d stayed had moved into another conference room where a live jazz band was playing and alcohol flowed freely. I took them up on their offer of free drinks and by 9 pm, I was well on my way to a nice hangover the following morning.
Luke could see that I was drinking far more than my small frame could handle, so he would bring me an occasional glass of water to try and keep me somewhat hydrated.
After emptying another vodka soda down my throat and having lost count of how many that had been, the following words came out of my mouth, “Do you want to go upstairs to my room with me, Luke?”
It was something of an out of body experience, to say the least. I found myself staring back at the slightly drunk Elizabeth (I always think of myself using my formal name, although nobody except my father every calls me that), noticing my eyes were glossy and that I’d managed to unbutton my blouse one button more than was normal to expose my almost non-existent cleavage.
Then there was Luke staring back at Elizabeth, replaying what I had just said to him and processing everything that was going on. He had a look of shock, excitement, and the face of a man who looked like the dog who’d caught the car. He didn’t seem to know what the right answer was.
“I know you’re married, Luke. Me too. I love my husband and will never want to leave him. But tonight I need to be fucked. You can say no and I’ll head off back to my room, slightly embarrassed, but I won’t be offended or insulted. I’d just like a ‘yes’ or ‘no’ answer please.”
Luke said yes, and we made our way up to my room.
Once inside my room, we kissed for a bit, but our height difference made that challenging. Luke was also not a great kisser, he was very sloppy, and that’s the worst kind of kiss, so I was happy to move things along.
I stepped away from him and stripped off my clothes. He took that as his cue to do the same and within a minute or so, we found ourselves standing awkwardly looking at each other, entirely naked.
Luke had a fine covering of black and grey chest hair. He was quite a bit older than me, in his late 40s or early 50s, I would have guessed.
He also had a noticeable belly, which I found so attractive. My eyes veered down to his penis which I could make out, but the flesh of his pubic area and the heavier pubic hair around his crotch made it hard to figure out just how well endowed he was. At first glance, I thought he might be on the smaller side of average.
I had to find out, so I moved towards him, leaned down and kissed his beautiful, milky white belly while reaching down with my hand to feel his cock.
Luke sighed as I kissed his stomach and felt his erect cock. It was deceptively bigger than first glance. His cock was much thicker than my limited experience with cocks had encountered before.
I didn’t know what to do next, I stood there kissing his stomach and rubbing his cock, but thankfully he told me to lie back on the bed.
Luke performed some exceptional oral sex on me. I orgasmed almost right away from the excitement and anticipation of what was happening. He firmly held me in place and the entire time his giant bear-like paws would grope my small B cup breasts or thrust his enormous fingers inside me.
I lost track of time, but the next thing I knew, he had slid up between my legs and I could feel the tip of his cock pressing against my clit and valve, so I reached down and guided Luke inside of me.
I vividly recall my eyes rolling back in my head as he moved the entirety of himself inside me. I’d come to realize later with more experience, that compared to other men he was average-sized (a bit thicker though), but it was bigger than anything I’d had inside me in over a year of no sex with my husband, so it felt amazing.
My memories consist mainly of the sensual feeling of Luke’s weight on top of my small frame, slightly crushing me as he thrust away. He wasn’t exactly jackhammering me, but he was going hard. He built up a sweat and I could feel it on his whole body as he slid against me. I remember leaning my head up and tasting his skin on his chest to get the flavor of his saltiness on my tongue.
I felt the flesh of his pubic area grinding hard against my clit and the fullness of his cock moving in and out of my body, and suddenly realizing that I was going to orgasm for the first time in my life with a man inside of me. Even my husband was never able to bring me to orgasm with just his penis alone, and here I was enjoying the sensation of orgasming with a man inside of me. I told Luke I was cumming and a moment later I let out a heartfelt moan as he continued thrusting between my legs.
Luke didn’t last beyond that. He had been inside me for no more than five minutes, but hearing me say I was about to orgasm and then listening to me moaning sent him over the edge, and I felt his full weight press down on me as he began thrusting hard and fast. Suddenly, I heard a small sigh, and felt his entire body tightened, he groaned, I could feel his cock twitching, and then the warmth of his semen filling me.
Afterward, we laid there quietly for maybe ten minutes. I wanted to be fucked again so I could have another orgasm, but I knew that Luke wasn’t up for a repeat performance and I didn’t care. I would masturbate when he left and put myself to sleep.
As Luke got up to leave, there was some small talk, but I don’t remember what either of us said. I just laid there on the bed, smiling, staring at the ceiling.
I had taken the plunge and it felt amazing.