Jenny’s Office Party


Introduction:
I’m Jenny, a 55-year-old MILF from NJ

It was Friday evening around 6:00 PM. I left work early and was now home from the nail salon. I was getting ready for our annual office Christmas party. It was in a hotel ballroom. The same as previous years, it was just for employees and some vendors, no spouses or guests. There would be around fifty-sixty people, and the mix would be approximately two-thirds guys and one-third women. We have a great group and an awesome boss, Ted. This event is always super fun and often entertaining. 

My husband Nick came into our bedroom with some small talk about the day and then asked, “So, my Jenny, are you excited for your party? I am sure you will be showing off and teasing many of the guys. I know you love doing that. You’ll have to give me the sexy details later when you get home.” Nick and I are in our mid-fifties and have a very healthy, adventurous sex life. Together we enjoy playing with women, public sex, showing off and being watched. I post many of my photos online. That is a virtual extension of the exhibition that we both enjoy in real life. For those that have not seen my photos, I am a broad-shouldered 5’ 10” blonde with natural D-cup boobs. 

With a slight hesitation, I answered Nick, “Yes, I am looking forward to it! However, I just found out today that Ted reserved a bunch of rooms with two queen beds in each so people that want or need to, can crash there and not worry about driving. I will have all the room card keys to give out and assign to people as I think best. Therefore I will have to stay to the very end, so I am planning on staying over as well.”

Nick said, “That’s good. You can relax, drink and not have to worry.” He chuckled and added, “Knowing your crazy, sexy mind, you’ll probably make all the rooms co-ed. I bet you’ll even put that new guy Jack with the big dick in your room, so you have a chance to get a glimpse of him coming out of the shower.” Those that have read “Jenny Horny at Work” know that Jack, a thirty-one-year-old, was hired at my company this past summer. I am the office manager and Jack’s direct supervisor. Jack is good looking, always a well-dressed guy who is shy and professionally focused. As Nick knows, I perpetually flirt and tease everywhere, but especially at work. On his first day, I noticed that Jack had a very impressive bulge in his pants that grew and made him uncomfortable and fidgety each time I paid close attention to him. I told Nick about it later that day. We have a healthy, fantasy role-play side so of course, we have since added “Jack” to a few of our sessions.  

I laughed and said, “Yeah, right.”  My online followers also know that I have a bit of a secret. While I am submissive to Nick, and his cock is the only one that has entered my pussy in over thirty years, I have an addiction. I love sucking cock.  When I have that overwhelming urge, I always hope that Nick is available to satisfy my oral needs. Sometimes my toys will help, but if not, I seek out a strange guy for a random hook-up for a “Blow and Go.”  I draw the line at work, though. I have never crossed that line even though many guys over the years have been tempting. I like my job, career, and boss. I do not want to lose those things, but I will say that Jack has been the biggest, pun intended, temptation. When it comes to blowjobs, I am certainly not a size queen. Average size cocks make for the best blowjobs. However, I will admit that unveiling a new cock that is well above average in size is exciting. It is hot to look at, hold, and worship. Licking a huge cock from balls to the head is incredible. I am getting turned on and wet right now just writing and thinking about it. 

As soon as I found out about the reserved rooms earlier in the day, I started planning how to make Jack my roommate. It might be difficult and not even happen since I do not want to make it too conspicuous to my co-workers and create a platform for rumors and gossip. I would need to be somewhat discreet and perhaps a bit drunk.  

Shortly after, while getting ready, I stepped out of my walk-in closet. Nick and I were about to pass each other in our bedroom again. I put my hands on his chest, kissed him lovingly, stopped, and looked up into his eyes. I then continued to kiss him, but now hungrily. Pausing again, without words, I dropped to my knees, unbuckled Nick’s belt, opened his jeans and fished out his healthy, hard cock. I wasted no time wrapping my lips around his cock head and began sucking. I blew him, not like an adoring wife, but as a slutty street whore hoping for an extra tip beyond her pay. Nick came quicker than usual. I dutifully swallowed every drop of his hot cum. As I rose, I said, “Hopefully, that will tide you over until we fuck in the morning when I get home.” Nick just smiled and kissed me deep in my salty tasting mouth. 

I arrived at the ballroom just before the party’s starting time. Ted handed me all the room card key envelopes and thanked me for being invaluable and the responsible one. The DJ was setting up. I introduced myself to the bartenders, tipped them in advance, and ordered a chilled tequila shot. I wore black slacks, high-heeled pumps, a red blouse with pearls. I had on matching red lace panties and bra. As I downed my shot, I wondered if any guy or woman would see my undergarments or more tonight.  My nails were my standard French manicure. My lipstick was Revlon “Red Rules the World,” which is a perfect name although Nick aptly calls the color “Cock Sucking Red.” 

The first half of the night was the typical business mingling, eating and a few brief speeches, including one from me. I am genuinely professional and very well respected, but my online followers also know the other side of Jenny. As time went by, the business portion ended. The drinks began to take their effect. The dance floor and bar area were both getting crowded. I danced with several guys and women, individually and in groups. I would describe it mostly as fun and a little sexy, but not dirty. 

A few times during the evening, like a magnet, my hand and ass both managed to brush against Jack’s cock. At one point, at the line at the bar, I cut in front of Jack. I then backed my ass up to his soft, but still big cock for a quick grind. I turned around, grabbed his bulge, and asked him if he was having fun. Jack answered, “Hell, yes! This place is great, and then, of course, there is you.” It seemed that a couple of drinks had suppressed Jack’s shyness. Good!

My co-worker Lucinda grabbed my hand and pulled me back onto the dance floor. As we danced, she got close and handsy. It was the right amount of a show for all plus a turn-on for me, while not going too far. Luci (pronounced Lucy) is a forty-year-old divorced mother of two pre-teens. She is pretty, not gorgeous, but her friendly, bubbly personality makes her a favorite of all that know her. In the office, Luci is much quieter and conservative than me. Here at the party she was literally and figuratively letting her long brunette hair down. She wore a silver sequin dress that accentuated her beautiful, curvy figure. If there were a best-dressed award, she would have no doubt won it. Several other women and guys joined us. I lost Luci for a couple of songs, but then she reappeared and danced even more seductively with me. Just then she grabbed my face and started making out with me. There were several ooohs and aaahs around us. I also heard some clapping. I did return and continue her hot kiss for about two minutes. When we finished kissing and dancing, we got fresh drinks and went to a less crowded corner to talk. Luci said, “Jenny, you are so incredibly sexy. I have always wanted to kiss you since my first day at work. Can we share a room tonight and maybe do even more? How about me, you and Jack share a room, and we can double team him. I’m sure you have noticed that he has a big dick. What do you think?”

WOW. I gulped half my glass of red wine and replied, “Luci, you know that in my position I can’t really do that with Jack or even you. Yes, I have noticed what he appears to be hiding in his pants. If you want, I’ll try to work it out that you and Jack share a room, okay?”

Luci replied, “Well, I would rather have you or both of you, but some playtime with Jack will be hot. I’m sure of that. Please try to make it happen. Thank you, Jenny!”

As the end of the evening neared, I handed out most of the room keys and said goodnight to many of the guests. I approached Jack and said, “Jack, I noticed that you had had several drinks tonight. I am glad. You seem to be having a lot of fun, but I do not want you driving, so I have a room here for you.”

He smiled and said, “Anything you want Jenny. I’ll do anything that you tell me to do.” I recognized and welcomed his work and play double entendre. Jack was now well out of his shell.  

I told Jack, “I only have a couple of rooms left. I want to put you and Luci together. I think you’ll enjoy each other’s company.” I laughed and added, “I fully expect to hear all the juicy details on Monday.”

Excitedly Jack said, “Wow! Luci, really? She’s hot. I would gladly share a room with her, but honestly, when you first mentioned it, I was hoping I would be sharing a room with you. Maybe I could be with Luci tonight but fantasize about you, Jenny. Is that okay with you?” 

I smiled big, “Yes, that would be hot for me.” I handed him a card key to room number 713 and walked away. I had already given Luci a key to that same room. I now had only one room left available, which I would personally use. 

I grabbed my overnight bag from my car, and a few minutes later, I ran into my boss Ted. He said, “Jenny, when I gave you all the room keys earlier, I forgot to keep one for myself. I hope you have at least one left for me. I just went to the front desk, and they said all the rooms in the hotel are now booked.”

I replied, “Yes, I have one left.” I handed it to him and said, “Here you go. Thank you for a wonderful night. You are awesome.” We shared a quick hug and kiss, and then he went toward the elevators. Knowing that there were no rooms left and I did indeed drink too much to drive, I figured I would call an Uber. Nick was not a ride option since he had gone out with his friends. Just then, as Ted’s elevator door closed behind him, I saw Luci and Jack walking together to the elevators to push the button. I had an idea. I quickly walked over to them.

I said, “Hey guys, I unfortunately now have no room for myself. Since the rooms have two queen beds, would you mind if I crashed on one of them in your room?” I giggled and added, “I promise not to bother you, but maybe just listen and watch a bit.” 

Almost in unison, they replied, “Yes! Please join us.”

From the seven-floor elevator ride and upon entering the room, it was clear that Jack and Luci were hooking up. They touched and giggled, acting like a couple. However, while I observed them, I noticed that Jack was looking at me much more than he was looking at Luci. Inside the room, Luci played music on her phone. We all talked and laughed about the evening and the party. Jack and Luci were sitting together on the side of one bed while I sat on mine, facing them. The chat turned sexy, and the innuendos were flowing. Luci started to make direct references to Jack’s big cock. With his shyness a distant memory, Jack relished in it. Jack assertively placed Luci’s hand on his crotch but still stared at me. I said, “Okay, that’s my cue. I’m going to sleep, and you guys should ignore me and have some holiday fun.” I got up, turned off the lights except for the bathroom and foyer lights. I went into the bathroom to brush my teeth and stuff. After a brief internal debate, I decided to strip down to my panties and wear a low-cut, form-fitting nightshirt that I packed with no bra. As I returned to the dimly lit bed area, Luci and Jack were heatedly making out. They stopped and turned to face me. 

Lucy said, “Wow!”

Jack said, “Damn!”

I smiled, blushed and instructed, “Okay, kids, ignore me and carry on.”

I got under the covers and faced away from them. I was exhausted, but there was no way I was going right to sleep as I listened to them a mere few feet away. I did not mind at all. It was very sexy. I then decided to roll over and watch as well. I only watch porn when Nick and I want to pick out something to role play. I am much more an exhibitionist than a voyeur. However, this live show was hot, especially since thoughts of Jack’s cock have piqued my interest for months and tonight sexy Luci made a serious pass at me. They were aware that I was watching and it didn’t deter them a bit. Luci’s beautiful dress was off, and she was working on Jack’s trousers. Luci and I both had the same gasp as his huge, impressive cock appeared. It was no disappointment and was bigger than I imagined. It was one of the biggest I have ever seen in either real life or online. The room was warm, and I was under the covers, so I slipped off my panties and removed my shirt. Without hesitation, my left hand went to my wet, shaved pussy like I was digging for popcorn in a bucket while engrossed in this awesome show. Luci tried to blow Jack, but it was more like a handjob. She couldn’t get more than his cock head in her mouth. She mostly licked and kissed his statue all over. My eyes left the main attraction, and I looked up to Jack, seeing that he was once again staring at me while his hand was on the back of Luci’s head. I blew him a kiss that he may or may not have noticed in the dim room and then re-focused on his cock. I was worked up and would be coming on my long fingers shortly. I desperately wanted to help Luci, but amazingly managed to stay on my bed. 

Then, to my surprise, Luci left Jack’s cock getting off their bed. She stepped toward me. In one big swipe, she pulled the blanket off me, exposing my naked body to both of them. I did nothing to stop her, nor did I try to cover up. Luci then crawled between my legs, moved my hand away, and proceeded to eat my soaking wet pussy like a starving lioness devouring her prey. Jack stood up and stepped toward my head. I put up my hand like a stop sign. Even in the dark, I could see him sigh. I then said, “Stand there and stroke your cock for me.” He immediately obeyed.

My left hand was grabbing Luci’s hair while I closely watched Jack stroke his massive cock for me. As I began to orgasm and moan loudly, Jack arched his back, grunted and started cumming in spurts. His cum went everywhere. The side of the bed, my boobs, the nightstand and thankfully, a splash hit my face and lips. YUM! Luci never stopped, and the second wave of an orgasm came over me. I reached out and touched Jack’s cock. If it weren’t for the throbbing heat, I would have thought his over-sized cock was fake. I thought about leaning up to take a taste, but I refrained. Luci stopped, crawled up to my face to kiss me. I love the flavor of my pussy juice, and it is SUPER HOT for me to taste it from a sexy woman’s lips. Luci alternated from kissing me to licking up Jack’s cum from my face and boobs. That enhanced her kisses after. When we finished, we all composed and cleaned up a little and finally went to bed; them on one bed and me again on my own. I soon fell asleep happy, satisfied, and with a smile.

In the very early morning, I awoke to whispers and noises. I saw that it was 4:30 and I could see the silhouette of Jack and Luci in a doggy-style position. My eyes quickly focused, and I saw Jack guiding his cock to Luci’s pussy. She was reaching up, through her legs helping with the guidance but also possibly slowing his advancement as she moaned. Her moans were of sexual joy mixed with some pain as the huge cock entered her. Her pleas of, “Jack, please go slow” eventually turned to demands, “Jack, fuck me deep and hard with your big cock!” My panties were still off. I slid the blanket away and plunged my fingers back into my pussy as I watched.  Jack was fucking her like a champion but was again staring at me. I deeply finger fucked my pussy timing my efforts to the same pace of Jack’s cock thrusting into Luci. I imagined it was my pussy getting gloriously fucked. As if it was choreographed, Jack started cumming in Luci as I began squirting like the fountain at the Bellagio in Las Vegas! 

It was now just after 5:00. I got up, dressed, and grabbed my things. Before leaving, I walked over to them, arm in arm in bed. I bent over to kiss Luci fully and deeply and at the same time placed my pussy flavored fingers in Jack’s mouth to taste. He eagerly sucked on them like they were Buffalo wings at a Super Bowl party. I said goodbye, turned away, and left. 

Before 6:00, I slid into our bed at home next to Nick. I grabbed his cock over his underwear as I started kissing him. I love feeling Nick grow from soft to hard while in my grasp. While he is not in Jack’s league, Nick is a healthy eight inches, fills me well and hits all the right spots. Nick is the sexiest man, in many ways, that I have ever known. I want him always, and thankfully, he feels the same way about me. As our lovemaking progressed, I told him about the party, most notably about Luci. Nick has never met Luci but was becoming extremely turned on. I shared every detail but omitted the parts with Jack. I gave Nick the impression that it was just Luci and me in the hotel room. He said, like he was clairvoyant, “I wish I were there watching her lick your delicious pussy. I would have stood there and jerked off to cum on your tits and face.” He then added, “I bet you wish that new guy Jack was there too with his big dick watching and jerking off. I know you would enjoy watching a few guys cum for you.” Now he was getting me worked up as I envisioned Jack’s cock again, cumming on me. Our loving making turned into hot, hard fucking. I came, Nick came, and I soon fell asleep in his arms. 

I awoke a couple of hours later alone in bed. I had a text message on my phone from Luci. It read, “My pussy is sore, but it’s a good sore! FYI Jack wouldn’t stop talking about you at breakfast. He’s got a serious thing for you…and so do I!” She added heart face and red lipstick emojis.


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