Mom's Date

*All characters in this story are over the age of 18. no underage role-play appears in this story*

I was 18 years old and in the final weeks of my senior year of high school. I had very little stress on me at this point, as I was basically set for the next four years. I had good enough grades and my swim team times were good enough to earn me a full athletic scholarship to college. My mom, Elizabeth, was thrilled because I wouldn't have to spend any of my trust funds or get any student loans.

My parents were never married and my dad died not long after I was born. I was the result of an extramarital affair on my dad's side. He had been wealthy enough that he had a will. The will provided a substantial inheritance to each of his biological children, no matter if illegitimate or not. So even though I was never allowed to meet my half-siblings or dad's side of the family, I was nicely provided for. I wasn't rich, but the inheritance would let me buy my first home without the need for a loan.

Mom was highly independent and intelligent enough to know how to provide us with a more than decent life. She worked full-time at an investment firm, so money was never an issue. Despite working full-time, Mom never let that stop her from spending time with me and coming to all of my swim meets. I got my blonde hair, blue eyes, and pale skin from her. But I was about 8 inches taller. Swimming as much as I did, gave me a perfect swimmer's physique. Mom stayed in shape through yoga and swimming laps in our pool. She didn't have my toned body, but her large breasts and luscious ass were perfect for her. She never dressed scantly or showed off her amazing body, except when she swam or sunbathed at home. I always got the feeling that she was either nervous about her looks for some unknown reason or was trying to uphold her business persona by never dressing in revealing clothes. I always tried to encourage her to dress sexier or show off her body, but she would always just blush furiously, swat at me playfully, and continue to dress like an uptight librarian.

One day as I was coming outside for a swim, I found her lying on a reclining pool chair in her usual revealing bikini, obviously upset over something. I immediately joined her on her chair and pulled her against my chest in the hope of comforting her. She never reacted to me joining her or repositioning her in my arms. She just let me maneuver her body without saying a word. I started to get very worried now, because she usually loved it when she would snuggle in my arms. Rubbing her neck and shoulders or just letting her relax in my arms was an almost surefire way to put her to sleep. The only reaction she had was twisting in my arms to face me, laying her head on my chest, snaking her arms around my body, and petulantly complaining, "I hate office parties."

Doing my best to hide my amusement at my mother's attitude and loathing of office events, I stayed quiet and gently stroked her head, as she finally sighed and relaxed against me. Judging that she was relaxed enough now, I asked, "So, what fresh hell are your colleagues planning, Mom."

Mom grunted in frustration and replied in an annoyed tone, "They are throwing a spring party at the Hilton. Everyone has five-star rooms or suites, so there's no worry about drinking too much to drive home. Which means they are planning on getting shit-faced drunk and carrying on like a fraternity house on homecoming night."

I snickered at her annoyance and her description, earning me an adorable scowl from her. I shook my head and added, "It can't be that bad, Mom. You're all getting huge bonuses after the company's great quarter. It might do you some good to blow off some steam and have some fun."

Mom grunted and mumbled out, "I think blowing is exactly what some of them want me to do."

I looked at her in surprise at her usual refusal to use crude language. But she only kept staring away from me, as she added, "They all know I'm single. I've turned down everyone who's asked me out. They always make jokes about me dressing too conservatively for my looks. I think a lot of them just want to find out if plying me with alcohol will change anything."

I was silent and very still at this point. Mom must have noticed, because she suddenly looked up at me and stared at me with adorably innocent eyes, before soothingly saying, "It's fine, honey. I'll be OK. It's not like they'll try to roofie me or anything. The single guys will probably just get drunk, make crude jokes, think they're charming by saying rude things, fail to pick anyone up, and pass out in the hallway."

Still not convinced and not liking the idea of them making my mother uncomfortable, I looked down at her with a skeptical expression, as I replied, "Why do you even have to go then?"

Mom sighed and laid her head back on my chest, before saying, "Because we have a very nice and giving CEO. He's throwing us this party for our great earnings this quarter. He loves to give back and he's always trying to instill a 'team' atmosphere at the firm. I don't want him to think I'm not grateful for the party and the bonuses. It's not his fault that some of the other employees are misogynists. I plan to leave about five minutes after he does."

I nodded and tightened my arms around her as she sighed against my body. I considered something and finally asked, "Why don't I go with you as your date, Mom?"

Mom stiffened in my arms and I watched a blush rise to her cheeks, before she quietly replied, "I don't think that's a good idea, honey. "

I pulled her up to look into her eyes, as I argued, "No, it's a great idea, Mom. No one there knows me. I can act as a buffer to keep those assholes away from you. You can mingle and chat with everyone else. You can actually drink a little and have a good time without having to worry about the drunkards. I'm sure your boss and higher-ups will like that you're stable enough to be in a relationship. Trust me, this should work out great for you, Mom."

Mom nervously chewed and seemed to be considering my suggestion. She then shook her head negatively, as she said, "No, honey. It's too perverted. We'd have to act like a couple if we wanted people to buy the performance."

I shook my head as if trying to argue that was fine, but Mom continued, "It's a party, honey. We'd be together the whole night. We'd have to hold hands, hug, and we might even have to kiss to fool everyone. I can't ask you to do that."

I tightened my grip on her again and placed my forehead against hers to hold her gaze, as I said, "I have no problem with holding hands and hugging you. I doubt we would have to kiss. This isn't like kissing someone at midnight on New Year's Eve, Mom. We can just say we don't like public displays of affection if anyone says anything. Besides, do you really want to miss staying the night in a suite at the Hilton? Room service, a spa, massages."

Mom smiled wistfully as she considered my arguments. She finally nodded slowly and said, "OK, we can try it. But remember, you can't call me 'Mom' the entire night. Do you think you can call me something else?"

I shrugged and smiled, as I replied, "I could go with 'babe, baby, honey, sexy, sexy baby, gorgeous...'"

Mom slapped her hand over my mouth before I could tease her anymore, as she quickly said, "Babe or honey is fine. I don't think we should go overboard. But you have to promise me one thing: if you get uncomfortable at any point, you have to tell me. OK, honey."

I nodded and kissed her forehead, as I replied, "I promise, babe."

Mom huffed adorably at my teasing and then settled back into my arms. Over the next few weeks, Mom and I settled on our cover stories about our pasts together. We decided to just be vague as much as possible and not give complete answers. We decided that if I was asked my full name, I could just use my middle name. Though we both doubted I would need to do that. I started calling her "babe" instead of "Mom," and she stopped blushing every time I called her that.

Mom was initially planning on wearing a conservative skirt suit to the party, but I was finally able to convince her otherwise. After numerous suggestions, compliments, and arguments, she finally agreed to wear a very sexy red dress that she owned. She looked amazing in it. It was low-cut enough to show off her amazingly large breasts and showed off her great legs by only coming down to her knees. It was tight enough to show off her great figure and her luscious ass. With dark eyeliner, red lipstick, and red high-heels, she would look incredible.

Mom then took me out to a tailor and had me fitted for a custom suit. She said that if she had to dress up then so do I. I will admit that I looked good in it. On the day of the party, Mom and I packed overnight bags and carried our outfits in garment bags to keep them from wrinkling. We then walked into the hotel hand-in-hand, in case anyone saw us, and got our suite keys. We then dropped off our bags and freshened up before the party.

Once we were clothed in our party wear, I gave Mom an appreciative whistle, as she finished her makeup. She immediately blushed and told me to "hush," even though she was smiling at the compliment. I then walked up behind her, wrapped my arms around her waist, and placed a gentle kiss on the back of her neck, as I said, "No hushing me tonight, babe. I'm your loving boyfriend and it's my job to make you feel sexy...among other things."

Mom pursed her lips and blushed brighter, but smiled at my compliment and innuendo. Then I took her hand and led her downstairs to join the party.

The party had already started but was still early enough that it wasn't packed yet. We walked around the ballroom and Mom introduced me to several of her colleagues. She never actually said "Boyfriend," but it was clearly insinuated by us holding hands, our body language towards each other, and our easy back-and-forth between the two of us. I met the CEO and he seemed nice enough. He welcomed me, said that my mother was a valued colleague, and that he was glad that she had a man in her life. Mom and I chatted with various other people throughout the night and I kept my eyes out for anyone drinking too much or eyeing my mother. Mom noticed this and quietly whispered into my ear, "Don't worry, honey. No one will get too drunk so early or do anything stupid while John (CEO) is still here."

She might have been telling me to stop looking for trouble and start chatting, but I could see the proud smile on her face, the look of calm in her eyes, and her relaxed body language, as she leaned against me. I smiled and snaked my arm around her waist to hold her close, making her sigh as she leaned her head against my shoulder. Seeing that the punch bowl wasn't being spiked yet, I excused myself to grab us a few glasses. Once I returned to her, Mom was smiling proudly at me and blushing slightly. I handed her a cup of punch and placed a kiss on her ear, as I whispered, "Did I miss something, babe?"

Mom slowly sipped her punch, possessively grabbed my hand, and began leading me away, as she said "Excuse us" to the ladies that we were speaking to. Once we were safely away from prying ears, Mom blushed furiously and giggled, as she explained, "They were very complimentary about you, your body, and how I snagged a man so young. I tried to tell them that you're older than you look, but they didn't care. Apparently, they're going to start calling me "Cougar," from now on. They made a lot of jokes saying that I'm so prim and proper at work, because I'm so kinky at home with you. They seem to have decided that you're my boytoy and I must be a goddess in bed in order to keep you."

Mom pursed her lips to keep from giggling more, as she looked up at me with adorably big eyes. I smirked as I added, "Good, they should see you like that. Maybe now you'll believe me when I compliment your figure, babe."

Mom smiled ruefully and swatted me playfully before replying, "I like dressing professionally while I'm at work, honey. I just don't see the need to get all dolled up for no reason."

Despite her statement, Mom looked down and admired the way her dress showed off her perfect hourglass figure. She quickly smothered a wrinkle before looking back up at me and adding, "OK, I admit it, this dress does look pretty good on me. Happy, honey?"

I wrapped my arms around her waist, pulled her tightly against my body, and kissed her forehead, before replying, "No, babe. You look great period. The dress just lets everyone else see it too. Admit that and I'll be happy."

Mom blushed and dipped her head in embarrassment, before huffing petulantly. I smiled wider at her adorable embarrassment as we started walking around the ballroom again. By now the party was in full swing. It still had a professional atmosphere, but I saw someone adding vodka to the punchbowl out of the corner of my eye and realized people were going to start getting at least a little more lively.

I saw several men eying my mother hungrily. Mom must have seen this too, because she looked away from them and inched closer to me. I smiled at one guy when he glanced at me with an expression of jealousy, letting him know that she was with me. He immediately looked away and pretended not to have noticed. One guy sauntered up to us and interrupted a conversation between my mother and another woman, by declaring, "Wow, Liz, you look great. You should dress like this more often."

Mom smiled reluctantly at this, before replying, "I much prefer my usual business attire when I'm at work. But thank you."

The guy didn't seem to take the hint, as Mom turned away to face the other woman again, he added, "Oh, come on, Liz, you gave a great body. You should show it off more often. Think about how much attention you'd get if you showed a little more skin from time to time."

Mom and the other woman glared at the guy, but I quickly looked down at her and added, "I know you don't like that kind of attention, babe, but I do agree that you have a great body. But I think I've told you that before, haven't I?"

Mom beamed up at me and completely ignored the guy, as she purred, "Mmm...maybe once or twice, honey."

I smiled warmly at her and tightened my grip on her, before turning my attention back to the other woman and helping to restart their conversation by replying to her question. Mom and the other woman held in their smirks, as they ignored the guy and returned to their discussion. After several minutes, the other woman glanced over Mom's shoulder and said, "OK, he's slunk off somewhere else."

She looked at me with an impressed smile on her face, as she said, "Nicely done. You turned his annoying compliments to your advantage. And you made your date blush too. Not a bad way to start a party. Keep that up and you won't be here when the party ends. It's a good thing we all have rooms for the night. Right, Elizabeth?"

Mom blushed furiously and hissed, "Connie! Hush!"

Connie smiled sweetly before turning around and sauntering away triumphantly. Mom pursed her lips and hissed, "I can't believe she said that."

I smiled and hugged her reassuringly, before whispering, "Come on, babe. Think of it as a compliment on our acting. They're buying it. And you've only had to deal with one dirtbag, despite how amazing you look in that dress."

Mom grunted in frustration and crossed her arms, as she let me hug her comfortingly, before hissing, "It's still weird to hear someone say that about us. What if we're giving people ideas?"

I shook my head and countered, "The only thing going through everyone's mind is how amazing you look, how much of a cougar you are, and how charming I am with you."

Mom shook her head but didn't press the issue. We headed back to the punchbowl and experimentally tasted the spiked drink. Neither of us thought they had gone overboard on the vodka, so we each took another cup. Mom then guided us toward a group of her colleagues. We then chatted casually for some time. Mom was still a little self-conscious about her dress and kept glancing towards a small group of guys off to the side. I ignored them but placed myself between them and my mother once I saw their hungry expressions. Mom leaned into my arms and smiled up at me, as she watched me block their view.

As the party continued, we stayed close to the other groups of women or couples and enjoyed the casual atmosphere. No one was overly interrogative about me, but they did ask the usual questions about how we met, how long have we been together, etc. Mom and I were able to answer them with various half-truths and vague answers. Mom was starting to get better about receiving compliments, especially if they're were no ulterior motives behind them. I made it a point to agree with the compliments and offer my own as well. After a while, Mom wasn't blushing as much. She even began offering her own compliments to me and the other guests.

After a while, I noticed that the CEO had disappeared and mentioned this to the others. They all nodded and suspected that some of the livelier guests might start to have a little more fun. Frowning at this, our group retired to a large table in the corner, so we could keep an eye out for any annoyances. We refilled our cups several times and although we weren't getting drunk, we all acknowledged that we began to feel buzzed.

Mom laid her head on my shoulder and hugged my arm, as she sighed comfortably. Several of the women commented on how cute she was with me. They made the observation that they had never seen her smile so much or be so outgoing. Mom only shrugged and said, "That's the benefit of being with someone so long, I'm completely comfortable with him."

I shrugged and pulled her closer, as we continued to talk. Our conversation was cut off at this point when one drunken idiot stood up on a table and tried to sing some unknown song, before taking a header to the floor. We all looked on and sighed, before one of the couples suggested we go up to the rooftop garden to get away from the drunkards. We all readily agreed and began making our way out of the ballroom. Luckily we were able to sneak out without anyone noticing or commenting, while most of the attention was on the drunken idiot.

In the elevator, I stepped into the corner, pulled Mom's back against my chest, and wrapped my arms around her middle. I then placed a playful kiss on the back of her neck, making her smile and giggle. I then playfully whispered into her ear, "Be careful making those cute noises, babe. Otherwise, I might bite you too."

Mom huffed and swatted my arm, but seemed to tilt her neck to the side as if daring me to bite her. I chalked it up to playfulness and being buzzed. I'm not sure if it was our playful back-and-forth fake flirting all night, the slight buzz that I had, or Mom's luscious ass pressing up against my crotch, but I suddenly felt my cock begin to grow hard. Embarrassingly, I felt Mom stiffen in front of me. She must have felt my cock slowly growing to full hardness against her ass, but she didn't try to move away from me.

We stayed like this for the quick elevator ride to the rooftop and once the doors opened, I was forced to readjust myself to keep everyone from seeing my hard cock tenting my pants. Mom stayed in front of me until I had finished and then declared my hand to lead us into the garden. Once we began walking around with the other couples, I was able to relax a little, but my cock remained hard as a rock. Mom seemed to be purposefully staying directly in front of my crotch like she was trying to shield my hard cock from everyone else's view.

Every time our group stopped to examine a particular exhibit or talk, Mom would immediately move backward to lean her back against my chest. At the time, I was sure she wasn't meaning to, but her big ass continued to tease my very hard cock. Finally, after I audibly sighed in frustration, Mom glanced at me over her shoulder and casually asked, "Is everything OK, honey? You seem a little pale."