My apologies if this is too long, and boring, but this is my first post, but I have been wanting to post this for a while.
Working in the tech business isn’t always the easiest way to meet women. But, the sales side of tech can be much better place to have some fun. My company had an opening for a new sales rep and after a round of interviews and some process, we hired a seasoned rep for the territory. Lena has years of sales experience and is super knowledgeable about our industry. I am not on the sales team, but I work with them and the tech experts to help move things along with our clients. I hadn’t met her, since we live in different states, but I was excited after seeing her on a conference call.
As luck would have it one of our partners was having an event and I was going to be in the area. I showed up late to the event and immediately saw her. She was chatting with some of the people from my company. Lena was wearing a red flowery dress and she jumped out of the crowd. She is my age, mid 40s, and has some seriously sexy curves. She’s white but is stacked with some sexy DD tits, and a very round, plump ass. Her height caught me off guard, as she was taller than the people she was talking to, if I had to guess I’d say 5’9-5’10. Her dress was snug, but not slutty, almost no hint of skin at all. I decided I wanted to meet her. I walked over to introduce myself, and she radiated sexual energy. After some small talk, I needed to get a drink. Luckily, there was an open bar and I removed myself. I found some former colleagues and decided to keep my distance. The night was winding down and, there was a photographer making the rounds. Just as she came over to our group to say good bye, the photog came over to take a group picture. I found myself standing next to her, and it musta been the booze, because I wrapped my arm around her waist and pulled her tight to me. Instant electricity. I knew I was going to be in trouble. She left without incident.
Fast forward to the next month, and I was again in their territory. This time for a big team dinner and some internal meetings. I was hoping to see her, but also kinda of worried cuz I didn’t know her situation or status. Honestly, I didn’t care. The dinner was the night before, and I again I was running late. I show up to the restaurant and the group was already seated. I saw her as soon as I walked in, and my heart and cock both jumped. Thankfully, the only seat open was way at the other end of the table. About 5-6 people away. I said hello to the group, sat down, and quickly ordered a drink. The dinner was good, and the talk was pretty boring, and the night started to die down. Some of the other sales guys wanted to keep going, and Lena and another woman on the sales team were down to find a bar. For some reason the town we were in, had all closed down at 10pm. We all ended up going to our hotel bar, which was also closed. Since we were all in different cars, I texted the group saying no joy. Guess its the business gods, telling us to go to sleep. No one responded, except her. She texted me back saying she was gunna hit the pool, and invited me down. I honestly thought that it was going to be several people drinking store beers and dipping their feet in the pool. I was wrong. First the hotel had an indoor pool and it was empty. Except for Lena. She was already in the pool wearing a very sexy one piece. It was bright yellow with a plunging neck line that showed off her massive bosom. I knew instantly I wanted for fuck her. Playing it cool, I said hey, and found a chair near by. I scooted it over to the edge so I could watch her swim. She was alternating between treading water, and floating on her back. My cock was on fire. She asked if I brought and suit, and I shrugged and said, no not today. We shared some small talk, while I watched her, and bore lasers into her beautiful cleavage. Finally, she decided she had enough, and went to get out. Being the gentleman that I am, I quickly got up and offered her a towel. It barely covered anything, and I oogled her as she gathered her things to leave. She asked where my room was, and I said top floor. She smiled and made a joke about being a big wig, and said she was right across the pool on the first floor. I walked her to her room and she thanked me for keeping her company. She suggested I bring a suit next time. There was an awkward pause as the sexual tension started to build. Finally, I decided to give her a quick hug, so I could run upstairs and jerk off. As the hug, finished up, she leaned in to kiss. Not wanting to miss an opportunity, I kissed her as passionately as I could. Definitely felt the mutual lust inside of us. She broke the kiss, put her hand on my shoulder and pushed back. She offered a teasing “well, good night” I was floored. Angry, excited, disappointed, and fucking horny as hell. Thinking there might be another opportunity, I said good night and headed to my room. In the elevator my mind was racing. I decided to text her and sent one word. “Wow!” I got to my room and started to get ready for bed. As I laid down, I found myself stroking my cock and replaying the night in my head. Suddenly my phone chirped. She had responded to my wow, with a smiling emoji, and said she had been rinsing off. Then she said she didn’t know how she was going to get to sleep. I offered to come down and keep her company. She hesitated saying she didn’t know, and was worried about what might happen. I said we could fool around? She didn’t want to go all the way, and I assured her I wouldn’t do anything she didn’t want to do. The seconds passed by without her response and it was exhilarating. Finally, she texted back with “ok, maybe for a little while.” I threw on my jeans, and shoes, and raced down to her room. She was waiting at the door to let me in. Her hair was still wet from the shower, and she was wearing black panties, a tank top with no bra, and a short little kimono style robe. She led me in, and we embraced. We kissed and she moved over to the bed. I took my shoes off and threw off my pull over, and I climbed onto the bed with my jeans and t-shirt on. She laid back and let me take over. I climbed on top of her, and wrapped my arms around her, while I kissed her. My legs found her knees and she opened up, for me. We made out like teenagers. Grinding on her, groping each other, necking and feeling her up. She eventually took off the robe, and I was able to get to her tits. They were enormous. Soft and pale, with a tight pebble size nipples that were solidly hard. I took her right one in my mouth, and she let out a slight moan. I positioned myself on her right side, and let my hands wander over her curves. So thick and sexy, I couldn’t help but plunge my hand into her panties. She didn’t stop me, so I kept going. My fingers found her wetness, and she was soaked. Her clit was as rigid as a frozen pea. I touched, and she pulled me closer, so I kept stroking it. It wasn’t long before she was moaning and building to an orgasm. She came on my hand with my mouth on her tit and her moans in my ear. I pulled away and looked at her. She was flushed red, and we had never bothered to turn out the lights. She unbuttoned my jeans and found my cock rawk solid. I was raging. She slowly stroked me, as she sat up. She freed my cock from my boxers, and took me into her mouth. She is an expert mouth hugger, and she quickly had me leaking precum. She alternated stroking me and sucking me and I laid back to enjoy my luck. She started massaging my balls, and I was in heaven. Her mouth was warm and wet, and so gentle. I started to feel the twitch, and I didn’t want to cum that way. So, I pulled her mouth to mine. In doing so, she laid on top of me, and we started making out. I let my hand roam to her ass, it was perfect, and I started kneading her cheeks. My cock was straining against her and she was humping me. She moved to get off, and I held her in place, as I started thrusting my cock towards her. My boxers and her panties, the only thing keeping us from fucking, were damp with precum and wetness. She sped up her pace and I ordered her to cum for me. This must have put her over the top and she slammed all her weight on me, while moaning and panting in my ear. She rolled off of me, and just looked at me. She was so hot, with her face red, and a shocked expression. Her mouth in a quiet smile. After a pulse, I leaned over to kiss her. I let my mouth wander down to her tits and I sucked on her again. I kissed down her belly and put my nose in her panties. They were visibally soaking and I took a deep breath. I wanted to fuck her so bad, so I tried to take them off. She resisted a bit, and so I settled for licking her with those panties pushed to the side. When she stopped me again, I took my hand and probed her. Flicking her clit and touching her, she stopped resisting, and opened her legs a bit. My fingers entered her and I started to finger fuck her. She moaned with pleasure, and I started to go faster. Her breathing picked up, and then breathlessly said “don’t stop” I asked her if she wanted to cum again, and she nodded. I kept at it, and she let out a small yelp and came again. I tried to keep going, but she clamped her legs down, and stopped me. Finally, she moved my hand away and pulled me up to her. She kissed me, and sighed. Thinking there might be an opportunity for more down the road, and with not much left to do, I suggested we go to sleep. It was already 3am, and I needed to be up early the next morning. I thanked her for the invite and left. Seeing her the next day in the meetings, was torture. She kept avoiding my gaze, and I thought she might be embarrassed. Towards the end of the day, I found myself alone with her. I asked her if she was good, she smiled and said yes. She came close and I wanted to kiss her, but in walked a co-worker. Lena left the room and said, see you later. When it was time to go, I found her, and she said text me later. I would do more than that, but this is already too long.
Source: reddit.com/r/gonewildstories/comments/bqb6ku/making_out_with_and_almost_fucking_the_new_sales
Hot story!
Excellent tale! Definitely want to read more, but one piece of constructive criticism, if you don’t mind? Use paragraphs next time. It really helps a ton for long stories.