*This will be the last memory between Julie and I that I will share. You can read the introduction* [*here*](https://www.reddit.com/r/gonewildstories/comments/pdkkn2/my_coworkerf_and_im/)*, and the follow-up* [*here*](https://www.reddit.com/r/gonewildstories/comments/pe6q5i/shopping_with_julief/)*.*
*This is from the tail-end of our relationship, as it were. By this point, we were spending a lot of time outside of work together and having a ton of sex. She was insatiable. We were still clinging to the ‘friends with benefits’ idea, but we were basically dating. We weren’t “out” with it – no one at work knew and I hadn’t told anyone the extent of our relationship beyond “we’re just coworkers and good friends”. I had strong feelings for her, and she felt the same, but all the reasons we couldn’t officially be in a relationship were significant and creating a strain between us.*
There was a regional industry-specific trade show/conference being held in a beach resort town in the US Southeast Gulf Coast that the business for which Julie and I worked was planning to attend. Julie’s department was selected to give a presentation at this conference and somehow (cue mysterious music) I was selected to travel with the contingent from the business to provide IT support.
Julie told me at what hotel herself and her coworkers would be staying and said I should try to also stay at the same hotel. She asked that I try to get a room on a different floor as her because she wouldn’t want the others to catch us going into each other’s room. I agreed that it was a good idea and so I did. I managed to get a beachfront balcony room two floors above theirs.
The events of the conference were mundane. Julie and I didn’t get a lot of time to socialize throughout the day as she and her team were preparing for and delivering their presentation and I was busy with ensuring the team’s IT needs were met. However, during one of the brief moments of chatting, I was invited (by Julie) to join her and her coworkers for dinner and drinks. I thanked her for the invite and accepted. That evening I met up with the group of women in the resort hotel’s bar. Julie had on a knee-length yellow floral print A-Line dress with a stonewashed denim jacket and brown leather sandals. I did a doubletake when I came around the corner and saw her. I hadn’t bothered to get changed from earlier in the day as I was short on time, so I was still wearing business casual chinos and a navy button down dress shirt. I did unbutton the top two buttons and roll the sleeves up a bit, though.
All of Julie’s team were women and were much older than herself. If Julie was in her mid-30s at this time, her coworkers would have been 50+ at least. Not all of them were unattractive, though all of them were married. Sorry, this isn’t a wild group-sex story unfortunately. We had a quick chat before loading up into taxis to go to dinner. At the restaurant Julie made subtle moves to be able to sit next to me. Dinner was fine and largely unremarkable other than some not-so-subtle flirting between Julie and I that seemed to go over the heads of everyone. Towards the end of the meal, it was brought up that we should all go out to a bar. Everyone thought that was a wonderful idea, so taxis were called again and we left the restaurant and headed out.
When we arrived, I offered to buy a round of tequila shots. Some of the women said, “no thanks” but the others, including Julie, took me up on the offer. After an hour of so of drinks and laughs the bar dropped the house lights and started playing dance music. Julie finished her drink and stared me down. “I wanna dance. Brian, Do YOU wanna dance with me?” she quizzed. I pretended to be flattered and the other ladies wooed as she took me by the hand to join rest of the dancing patrons.
I’m not much of a dancer. I just stood and bopped back and forth unrhythmically. But Julie had moves. It felt like every guy in the place was watching us…her…but, that wasn’t too uncommon of a sensation. She always lit up a room and caught the attention of most men and women. We faced each other for a few moments before she turned and backed up against me. I held onto her waist loosely as we dipped and swayed. She turned back around to face me, desperately fighting back one of her classic I’m-getting-really-horny grins. “Wanna get out of here?” she asked. I nodded emphatically. “OK, I’m going to go to the ladies’ room. Tell the others I have had too much to drink and you’re going to ride in the taxi with me back to the hotel.”
When I broke the news to the other ladies, one of the older coworkers mentioned she was a bit tired and was ready to go back and that she would go with Julie back to the hotel. This threw me off and I panicked and agreed. When Julie returned from the bathroom I explained the development and she seemed a bit annoyed but went along with it. I stayed at the bar with the other ladies and sneakily sent a text to Julie to say I wouldn’t be far behind. After another drink I explained that now I, too, was tired and ready to head back. They all agreed and taxis brought us safely back to the hotel.
I said goodnight to the ladies in the lobby and texted Julie while riding the elevator up to my room. I got to my room and had enough time to kick off my shoes and socks and wash my face before I heard a slight tapping at the door. I checked the peephole to see it was Julie holding a bottle of wine. I pulled the door open and she entered without hesitation. “Oh my god, what was THAT?!” she asked laughing. She gets a bit loud and boisterous when she’s tipsy. I shrugged and laughed with her. “I dunno. What was I supposed to do?”
“Say, ‘No Jackie, it’s ok, I’m going to take Julie back to the hotel and fuck her brains out’!” she instructed sarcastically.
I laughed heartily and agreed that was exactly what I should have said. Julie held up the wine bottle.
“I leaned over the bar and showed my cleavage to the bar man downstairs, and he agreed to sell me this bottle even though he had already closed.”
“He didn’t give it to you for free?” I asked.
“No…?”
“Maybe you should have taken your tits out, then.”
She slapped my arm. “Heeeey…asshole. Fine, none for you!” she pouted.
By now it was about 10:30pm and was a lovely night outside. The heat and humidity from earlier in the day had subsided and there was a gentle breeze coming in off the Gulf. Julie and I sat out on the balcony drinking the bottle of wine, listening to the crashing waves, and chatting away quietly. She had taken her sandals off and propped her bare feet up on the balcony railing, the slack of her dress collected in her lap. The moonlight reflected off her supple legs and thighs, causing a gentle glow. I got up and turned all the lights in the room off except for the bathroom, which enhanced the moonlight ambiance. When I stepped back onto the balcony and sat down next to Julie, she held her empty wine glass up for me to pour her another drink. We were both a bit dismayed when only a couple of mouthfuls poured out. Julie cried out melodramatically, “Nooooooo!” and then took the remaining two mouthfuls in one gulp.
She looked at me with pouty lips. “What are we gonna do now, Mr. Fredrick?” she asked coyly. I reached my arm over and slid my hand down the inside of her bare thigh. “I have no idea, Ms. Clarke.” I replied.
“Mmmm…It kind of seems like you do have an idea.”
By now my hand was gently massaging her pussy over the top of her panties. “Yeah? Maybe I do.”
Julie still had her feet propped up on the balcony but had spread her knees apart slightly to accommodate my hand between her legs. I leaned over and kissed her lips softly and we gazed drunkenly – with alcohol and lust – into each other’s eyes. Her full lips parted slightly as she began to coo with pleasure. I slid out of my chair, down onto my knees on the balcony floor and moved in front of Julie.
“Oh? Alright then.” Julie agreed with a sexy chuckle.
I slid my hands up the outside of her thighs to find the waistband of her black panties and began working them off. She brought her knees up to her chest and raised her legs as I pulled them off past her feet. Then I expertly flung them through the open balcony door onto the hotel room floor before planting my face between her thighs. I licked her pussy back to front with the flat of my tongue to taste her initial wetness. Julie squirmed a bit as my tongue separated her labia. She began running her fingers through my hair and pressing my face more firmly into her pussy. I could have drowned in how wet her pussy was now.
After a few moments she pushed my face away gently and said, “Let’s take this party inside.” I chuckled and agreed. I pulled the sliding balcony door over about halfway but left the curtains open as I stepped into the room behind her. Julie let her dress fall to the floor revealing her beautifully curvy hourglass physique. She then reached behind her back to unhook her black bra, dropping it onto the pile made by her panties and dress. I stood behind her watching and removing my shirts then unbuckling my belt and kicking off my pants. By now Julie had turned around to face me and stepped over in front of me, gracefully dropping to her knees. She gripped the sides of my boxers’s waistband and pulled them down, causing my semi-hard cock to flop upwards, which nearly caught her on the chin. She recoiled slightly and laughed. “Oh, wow!…” she blurted as she took hold of my cock by the base. “”…wasn’t ready for that!” Her laughter quickly subsided as she took my cock into her mouth.
After several minutes of what remains to this day one of the best blowjobs of my life, I encouraged her to stand. Once on her feet, she spotted the small, upholstered bench seat at the foot of the bed and pulled it out towards the center of the room. She knelt onto it and leaned over, grabbing onto the opposite end. The way she arched her back presented her cute asshole and pussy to me and was a clear invitation.
I stepped up behind her and rubbed my hands over her ample peach-shaped ass as the head of my cock pressed into the back of her thighs. She reached back between her legs and gave my cock a few tugs while I continued to appreciate her figure. Then I held onto her narrow waist with one hand as the other hand guided my cock inside her. “Oooohhhh fffffuuucccckkkk…” Julie moaned. The first few strokes were slow and methodical. The size of my cock made go immediately to hard fucking a tall order. However, soon Julie was pushing her ass back against me as I shoved forward, which I knew was my signal that all systems were ‘Go’.
I held onto her waist and moved my hips in and out with greater frequency and force. Julie’s moans became louder and more involuntary. She reached back between her legs to rub her clit as I fucked her pussy from behind. Occasionally she would extend her fingers out to feel my balls as they slapped forward. We always seemed to fuck harder when we had been drinking and that night was no exception. Neither of us were much into assplay, but she didn’t seem to mind a gentle rub of her asshole by my thumb.
I was getting close, so I slowed my motions way down, only slowly moving in and out of her. Julie was catching her breath and muttering softly, “ohmygodohmygodohmygod”. She had become very creamy and I loved the way I could see it collecting and smearing on my cock as it pistoned in and out.
I pulled out and she stood up then laid on the bed. I grabbed her by the waist and pulled her towards me so that her ass was hanging just over the edge. Then I lifted her legs and spread them out wide, moving my hips in and out so that the length of my cock slid back and forth over her pussy. Julie reached down, grabbed my cock, and put it back side her. I held her right leg up on my shoulder and wrapped my arms around it to use as leverage as I started fucking her. I loved the way this position made her tits bounce hypnotically.
Julie clasped her hand over her mouth and screamed into it as I fucked her. Her body began quivering such that I could barely hold on. She twisted onto her side, and I let her leg down off my shoulder. She brought her knees up to her chest and I held onto her thigh and waist while continuing to fuck hard. She turned her shoulders upwards towards me while her midsection and legs remained on their side. She crossed her arms across her chest to hold her bouncing tits in place. “Oh my god Brian, YesyesyesyesyEEEESSSSSSS!” she moaned. I grunted and moaned back, letting her know that I was about to cum. “Yeah, c’mon Baby!” she encouraged. After a few more strokes I pulled out and grabbed my cock mid-shaft, aiming the blasts of cum shooting forth from it onto Julie’s agape pussy and the back of her thighs.
Julie laid with her arm draped over her forehead and her chest was heaving. I crawled onto the bed and collapsed next to her. There we laid for about 15 minutes, no words shared between us, just the sounds of us both gradually catching our breath. I stirred first, sitting up and asking her if she needed anything. “A shower would be nice…” she replied.
We showered together and ordered a slice of cheesecake with fresh strawberries from room service. It was nearly 1am before Julie left to head back to her own room. I texted her to say goodnight and passed out asleep. The next day was the end of the conference and everyone headed home.
If you’ve read this far, thank you. It has been fun strolling down memory lane for these posts. Julie was a remarkable woman and I think about the times we had together fondly. If we were 10 years closer in age things might’ve worked out a lot differently between us. But, so it goes.
Source: reddit.com/r/gonewildstories/comments/pf09i7/hotel_sex_with_mym_older_coworkerf