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Always listen to your Mother is what I heard from as early as I can remember. So far that advice had never steered me wrong. So far.
High school seemed like ages ago, but in reality it was only a few years. After a year or two of college, I lost interest and wandered around for a year or so before getting married in hopes of finding some direction and purpose. Everything was fine for a while, but I began to get bored with that also and convinced my husband that I needed to go to work and get out of the house during the day. The June Cleaver routine wasn't making it for me.
Taking stock, I realized that I wasn't all bad for my mid twenties. I still had a killer body and could use it when I felt I needed to. Getting a decent job in a horrible economy was definitely going to need it. Some working out to tone my tall, lean frame and a few new clothes along with a new hairstyle paid off by landing me a job at a regional manufacturing giant. There was the usual cast of characters in the secretarial and marketing areas. The salesmen were all ego maniacal cads and most of the bosses were doing the usual strutting peacock routine. It paid well though and I started to move up in a few months. A few of the women execs had started to notice me and indicated they had plans for me if I played the game right.
I made no secret of being married. My rings were very prominent and my husband visited the office a few times and attended a few company events. Still, one of the peacocks was not quite getting the hint and played the chase the tail game with me being the tail. He didn't seem to know what 'No!' meant and I was starting to get annoyed. It was almost daily that he made some kind of a pass.
This is where Mom came in. I was planning to visit that night her as I usually did at least once a week. Turned out to be the evening after Studly Do-Em-All really got me mad one day. I had told her about some of his advances before, but never really made an issue out of it. This time I was pissed enough to consider legal action, which of course would end up costing me my job eventually. But good ole' Mom had another idea.
"Courtney, why don't you just go out with him once? Guys like that just want to show they can crack even the toughest nut and then they move on. I'm sure he's all hot air and he may not even follow through."
I looked at her in shock, wondering if I really heard my straight-laced Mother tell her married daughter to go out on a date.
Seeing my puzzled look, she continued, "Look, if it will make you feel better, tell him you have a friend and you'll only go if it can be a double date. I'll go with you as the friend and everything will be fine."
The more I thought about it, the more I wondered if it would really get him off my back, so I told her I'd think about it and get back to her.
The next day Studly was back at it. Rather than get mad, I played my hand.
"I'll tell you what. If you can bring a friend for a friend of mine, we'll go as a double ONCE. Then I don't want to hear any more about it."
"Deal" was the reply, "Friday night, 7PM, tell me where to pick you up."
Well, Hell, that isn't quite what I expected. But I'd soon find that I would be in for a lot of unexpected things that night.
My excuse to get out of the house was that I was going out with my Mother. Not untrue at all, just not complete. I had packed a few clothes in the car earlier so Hubby wouldn't see any of them and off I went to Mom's to get ready in my old room. Dad was out of town on another business trip, so there would be no complications there. Mom was still in the shower when I got there, so I headed into my old room and started to unpack.
Damn, I'd done this a few times before in this room, but it had been a long time. Getting ready for a date brought back a ton of memories. I had been a member of a Gold Ring Society with a few of the other girls in high school. We pledged we wouldn't do anything before marriage, but that didn't stop us from teasing our dates endlessly. It's a wonder we survived at all, but we stuck together and the guys knew if they tried to force any of us, it would cost them dearly. We learned all the tricks though about what clothes to wear and how to act. We all had quite a collection of date dresses and accessories and were big on make-up and hair care. That was the knowledge I drew on to get the job that had now put me in this position.
Mom knocked on my bedroom door and stepped in wearing her robe as I was laying out the little black dress and heels I brought.
"Oh Good you're here. I was hoping you wouldn't back out. I'm gonna go get dressed and I'll be ready in about an hour, when are the guys due?"
"Around 7, so we should have plenty of time."
"Great, see you in a bit. Great outfit you picked! Wait 'til you see mine." and off she went before I could utter a 'What?'
Was I overdoing it? Was I asking for trouble? And what the hell did Mom mean? She didn't have anything even close to what I had laid out. Or did she? I'd never considered Mom would wear anything like this, despite her looks. She'd had me very young and still looked spectacular for a woman in her early forties. We had often been mistaken for sisters though so that was part of why I agreed to this. Well, we'll see how it goes I thought as I stepped out of the shower and dried off, legs freshly shaved and crotch neatly trimmed. I didn't know why I did that, since nobody was going to see it, but it was just part of the process I guess. Dried myself off, did my make-up and hair, dabbed some perfume in a few sensitive places. Again, all just part of the process I had gone through so many times before in this room without it ever getting me in trouble.
I wrapped the garter belt around my waist, attached my stockings and stepped into my impossibly high heels for a moment to check myself out in the full length mirror. Stunning if I did say so myself. Outstanding body for twenty-something, breasts firm and upstanding. A dancer's legs even though I had never danced professionally. No wonder this guy was after me. If he could only see me like this, almost nude.
I pulled my lacy panties on and snapped my lace bra in place, adjusted my breasts for the best cleavage. Then the dress. Low neckline, cap sleeved, hemline that fell just above my fingertips. Just enough to cover my stockings when standing, but all bets were off if I sat down wrong.
Why? Why was I dressing for sex? Pantyhose would work and 3" heels instead of 5", right? A knee length square neck dress instead of one above mid thigh with a plunging neckline? Lace bra and panties? Really? What was I thinking? And why did I have that feeling of impending seduction inside?
Necklace, earrings, my wedding ring. I wanted to knock their eyes out while telling them NO Way!
Mom walked in and I knew what she meant. Unbelievable. Beyond belief. A true vision of glamour mixed with sensuality. She stood encased in a black and gold cocktail dress every bit as short as mine and in gold heels just as high. Wildly styled hair and make-up fit for a pin-up girl. In fact that described her look quite well, a 60's pin-up girl. I was floored.
"Mom, you look fantastic, but aren't you going a bit overboard? Aren't we trying to tease but discourage?"
"Everything will be fine girl. Listen to your Mother!" Oh geeze, not that line again, I groaned to myself.
"And you, my dear Courtney are going to have to be careful about how you sit in THAT dress."
We were an outstanding sight though, the two of us. The the doorbell rang and reality set back in. Well, here we go I thought as I walked towards the door, my heels tapping across the tile.
I opened the door and there stood our dates for the night, Ken (previously referred to as Studly) and his friend Russell, one of our clients from work. I wasn't too wild about that. I really didn't want anyone else at work to know about this even though I suspected Studly would spread it around even if nothing happened. What the hell was I saying, IF? Nothing was going to happen. This was a tease and release date. You got close, now go away was the plan.
Mom made her entrance and their jaws dropped.
"Ken, Russell, this is Cheryl and she'll be joining us tonight."
"Fantastic. Pleased to meet you Cheryl" was Russell's reply.
"Gentlemen, I hope we'll all get on well tonight. I've asked my daughter to be on her best behavior."
"Your daughter?" Ken chimed in as I cringed and winced.
"Mother!" I had hoped they wouldn't know that part, at least not right off."
"Yes, I'm Courtney's mother, didn't she tell you?"
"No, she left that part out" said Ken.
"Well, no bother, I'm sure we'll all have a wonderful time tonight."
You could almost see the wind going out of Studly's sails as he realized the situation despite the way we were dressed.
We stepped out into the night air and walked to the company limo where the driver held the door for us. I'm sure we put on quite a show for the three of them as we climbed into the car. It's nearly impossible to do that in a short skirt and heels without the hemline raising up a bit too high. It was then that I realized my sweet, demure, bombshell Mother was also wearing stockings under her dress. I'm sure the men realized we both were.
Dinner was great, and there was a floor show. The whole time I was fending off advances from Studly as he tried just about everything to touch me wherever he could. I noticed however that my dear Mother was being a bit more friendly and not pushing Russell's hands away quite so often as I. She even gave me a couple of dirty looks when she noticed me stopping Ken's hands.
I was more than a bit confused when she pulled me to then ladies room and almost scolded me for not being a good hostess to my date.
"Courtney, your date doesn't appear to be having a good time. Be more affectionate and make him smile. I saw you bat his hand away from your leg. Men like to put their hand on a woman's leg. It gives them hope."
"Mom, I don't want him to have hope."
"Courtney!! Do as your mother tells you!!. Let your date feel your leg and I don't mean maybe!!"
Back at the table she made things more clear.
"Ken, you won't have any more problems. If you do, let me know."
With that bright green light his hand found the way to my thigh in no time.
I had to admit, his hand just below my hemline felt kind of good after all. His rather strong hand. His rather large hand. Could it be?
Russell was from out of town, so it was really no surprise that he had a room in the hotel upstairs above the restaurant, or that he wanted to go up there for a few minutes before we left after dinner. It was a surprise when my Mother eagerly accepted his invitation for us to join them.
We were sitting in a booth beside each other, so I leaned over to her and spoke so the guys wouldn't hear me.
"Mom, what are you doing? I don't want to go up to his room, I don't know what they'll try."
With that scolding look on her face again, she said "Courtney, we're going up there with them and that's all there is to it. I know what they're going to try and we're going to accept. Trust me. I'm your Mother, it will be fine. I won't steer you wrong. I never have."
She was right. She hadn't. So far. As we walked towards the elevators with her in Russell's arms, I was wondering how long I'd be able to say that. Ken put his arm around my waist and I felt a warmth I hadn't expected. I sort of automatically leaned into him.
The room was great. The view of the skyline was great. The champagne was great. Wait, champagne? Where did that come from? We were just coming up for a minute, right? Oh hell, the music. The soft jazz. Dammit, I was right, This was a ruse to get us up here.
"Mom, we've got to get out of here."
"Nonsense Courtney. We're going to have a very good time with these gentlemen tonight. And they're going to have a very good time with us. Enjoy yourself and be a good hostess."
There was that word again. She was being whisked away and taken in Russell's arms to dance. Close. Very close. Too close for a married woman and mother. My mother. Here in front of me. What the hell was she up to. And what was this 'good hostess' crap. Then I felt Studly take me into his arms and start to dance. OK, OK I thought, a dance or two can't hurt. Or can it? I felt his hand slip down to the small of my back just above my ass. Why did it feel good?
"Remember, I'm married Ken."
"Oh I remember. Do you?"
I pulled away and started towards the bathroom. It was then that I noticed Russ had his hand under my Mom's dress rubbing her ass.
"Mother, are you coming?" I asked.
"Not if you keep interrupting us dear", the boldness of which which caught me completely off guard.
"Excuse me Russ, while I have a talk with her."
"What's wrong with you? Why are you being so rude to your date? All they're doing is a bit of flirting and petting."
"Mom, he had his hand under your dress, feeling you up."
"I know, and I didn't mind at all. It's no big deal. I haven't enjoyed a man's attentions this much in months. I'm sure Ken would do the same if you'd stop fighting him off."
"That's exactly why I'm stopping him. I'm married and I don't want him feeling me up. And what's this good hostess stuff?"
"Courtney, I'm married too in case you forgot, but I know how to act on a date. Being a good hostess is not being rude to your date if he wants to take some liberties. These guys have spent a fortune on us tonight and they deserve something in return. Let them get their kicks for a while. Nobody will get hurt here tonight. Now let's get back out there and have some fun."
I wasn't understanding all this, but I was willing to let it go some more. Mother's always right, right?
"I think we have everything settled now and there shouldn't be any more interruptions. Now where were we. I believe you had your hand under my dress, right? Were you enjoying that?"
"I sure was", Russ replied.
"Ken, if you have any more problems with my daughter, let me know, OK?"
Excuse me? Did I just hear right? Was my mother on his side now giving him free reign over me? If she was, I might have to give in a bit and hope he doesn't get too far out of hand. As I sat beside him on the couch and he leaned into me, I decided some petting and maybe some kissing might be tolerable. I was expecting him to try for my breasts. I wasn't expecting his hand on my upper thigh moving my hemline upwards towards my stocking tops. And I sure wasn't expecting to like it. My skin was tingling at his touch.
A glance across the room took my breath away as I saw my mother stroking Russ's crotch while they kissed deeply. He turned her around and laid her over his lap so he could kiss her and caress both of her breasts.
I felt Ken's hand probing higher up my thigh and his lips met mine.
"How are you two doing over there?", Mom asked.
"Is she giving you any trouble Ken?"
"A little, but she's warming up slowly"
"Honey, open your legs some more and give him better access."
What did she say?
"C'mon honey, like this".
I looked over to see her legs spread wide and her stocking tops clearly on display.
"MOTHER!!"
"Courtney, I told you these gentlemen put out a lot of money tonight to entertain us. Now it's our turn to thank them properly, like ladies are supposed to."
Mom was old school and still believed that stuff.
"Mom, I'm married and I intend to stay faithful to my husband like you should."
"Oh please child, do you honestly think this is my first date with all the time your Father spends out of town? I haven't been out for months and I was thrilled when this chance came up. I couldn't wait for tonight and I'm not going to let the opportunity go unrewarded."
I then saw her unbuckle his belt, unzip his pants and pull them down along with his underwear.
"Ahh, that's better. Now I can get to this better". I watched as she stroked his cock with her perfectly manicured hand, her wedding ring glimmering in the light.
"I wish your Dad's was like this honey, I might not have to date. And why are your legs still closed young lady?! Do I have to come over there and open them for you?"
As my knees parted and his hand moved higher, my date suddenly smiled widely. His fingers stroked my lace covered mound and discovered the wetness I hadn't expected.
"I knew you wanted this."
He wasn't as wrong as I wanted him to be. I didn't want to be there at all, but I was beginning to enjoy it.
"Ken, take your pants off. Maybe that will get her started. No wait, let her take them off. Honey, take his pants off. I want to get back to this but I want you to get your date's cock out first."
I couldn't believe what was happening. Of all people, the person I least expected to find in this situation was my Mother prompting me to let another man fondle me. My Mother. Admitting to having affairs while she was openly stroking the cock of a man she had met only hours before and telling me to undress a man I work with and will see every day. And being impatient about it. Ken stood and I did as I was told, dropping his pants to the floor, then his underwear, releasing his cock.
"That's wonderful Courtney, now let me get back to work over here. I'm sure you know what to do, but if not, feel free to watch me and learn."
As Ken sat back down, I let my legs fall open wider and his hand returned to my pussy. I looked back across the room and saw her moving her lips towards Russ's cock. Was my mother really going to touch her mouth to it? No, she was going to engulf it with her mouth, stretching her cheeks almost obscenely. I thought I would pass out, but Ken's hands brought me back as he took my hand and placed it on his cock, wrapping my fingers around it.
"C'mon babe, follow your Mother's lead."
"Go on sweety, suck your date's cock like I am. It won't hurt you or your marriage."
It was then that I noticed my Mom's breasts in clear view as Russ removed her dress. I hadn't realized she wasn't wearing a bra. Wait. Where were her panties? Gawd, when did she take those off? She was as nude as I was earlier when I was admiring myself while dressing. Stockings, garter belt, very high heels, jewelry and nothing else at all.
Mom broke away from Russ and was walking towards me with the grace of swan, literally gliding across the floor. Incredibly, her breasts were as firm as mine, no sag at all, and just a little bounce and jiggle as she walked. Her pubic hair was also trimmed as if she knew it would be on display. Damn she looked good.
"Honey stand up and turn around so I can unzip your dress." Near frozen, I did as I was told.
"Courtney Gwendolyn Donaldson!! Why are you wearing a bra and panties? I thought you knew how to dress for a date?"
"Mom, I didn't plan for it to go this far."
"Oh, don't be silly. You don't accept a date from a man like this and not plan on him seeing you nude. It isn't polite. I knew what was going to happen as soon as you told me about this last week. I knew we'd end up in bed with them."
"In BED? You expect me to go to bed with him too? What about my husband?"
Mom almost angrily took my bra and panties off. My breasts bounced and my nipples jumped to attention when she did.
"Your husband isn't here. Your date is. We're both nude now that I've taken your bra and panties off. Your date has his cock hanging out. You need to be a good hostess and take care of your date like I'm going to take care of mine. Russ and I are going to the bedroom now. There are two large beds in there. We'll be in one and I expect you and Ken to be in the other! Am I making myself clear? Suck Ken's cock and let him fuck you."
She turned to my date and put her hand on his shoulder.
"Ken, you do her good. Make her cum. I want you to enjoy my daughter and make her want to come back for more."
I couldn't argue that I was getting wet and his cock did look good. And how could I argue with my Mother? My Mother who was leading Russ to the bedroom. I accepted my destiny and took Ken's cock into my mouth to get him hard enough to ride.
"I have to do what my Mothers tells me to, don't I?"
I took his hand and we walked to the bedroom together. Mom was on top of Russ straddling him with his cock embedded firmly into her.
I laid back on the other bed and opened my legs.
"This is what you wanted, right? You wanted to slide your cock into my pussy didn't you?"
"Damn straight I did. And I knew you couldn't resist forever."
I felt him make contact and my pussy welcomed his illicit intrusion almost too easily. God it felt good. This was the first other than my husband in the five years we'd been married. Bigger than my husband and longer. He drove deeper into me as I cried out.
"Oh Yess, Ken what are you doing to me? Why does this feel so good?"
"I knew you wanted it".
He was right, I did and I probably had all along.
"FUCK me Ken, Please Ken, please.... ohhhhhh "
Ken settled in and started pounding me in earnest, driving deeper and deeper with each thrust. I laid back and just let him have me... all of me until I passed out in a wild orgasm.
Some time later I awoke to find my nude mother beside me. She took my hand and led me into the bathroom and hugged me.
"How do you feel?"
"I'm not sure."
"Did you enjoy it?"
"Yea Mom, I did. While it was happening, yes."
"Good, that's what matters. It'll be easier the second time with your inhibitions down."
A few minutes to freshen up and went went back to them.
I walked towards the bed where Ken was laying naked, stroking his cock.
We must have been a sight, Mother and Daughter walking seductively side by side back to bed to offer ourselves to the them again.
"Well Ken, you waited for so long and tried so hard, were you satisfied with once? Or do you want to fuck me again?"
"Who do you think this is for? Get over here and get your lips around it."
I did and my Mom knelt down beside the bed we were on for a moment. Her face was just inches from mine as I took him in my mouth.
"That's my girl. Take him as deep as you can. Look over here and hold his cock with your left hand. Good, now stroke it a little so I can see your wedding rings move up and down on it. Great. That's as good as it gets honey. I'm proud of you. When you're having sex with man that isn't your husband, there is nothing more intimate than holding his cock with your wedding ring touching it."
I remember watching hers on Russell. Damn if Mom wasn't right again. For just a moment, my world centered around that one small spot where my ring toughed this man's rigid cock.
We spent the next hour screwing and sucking our dates. Ken fucked me several times in different positions. One of my favorites was when I straddled him and sat down on him. I think I got him in the deepest that way. She wasn't very vocal when she was getting fucked, but at one point, my Mom spoke up again and asked "Well, Ken, what do you think? Is my daughter's pussy tight?"
"Very. One of the tightest cunts I've been in, and I've been in a lot."
"I'll bet you have. We might have to switch off and let you guys tell us which one of us is tighter. What do you think Russ, would you like to fuck my daughter?"
"Definitely if she's game."
"I'm not sure I want to."
Slide over a little sweetie so I can lay beside you. There was more than enough room for use both on this large bed. I felt her leg touch mine and I realized she has spread them again and was beckoning to Ken. Her hand was between her legs rubbing herself.
"Kenneth, you've had my daughter, would you like to have her mother too?"
He did not hesitate and was soon inside her. I felt the bed move with their actions.
I'm not really sure why my legs fell open again or why I smiled at Russ when he looked at me. Only my third cock since I'd gotten married slowly plunged deep inside me and I was begging for more.
"Mom, Oh Mom......"
"I know, I know, it's a wonderful feeling."
Mom had rolled over and Ken was fucking her from behind. Her face was over mine. I felt her hot breath and then her silky smooth lips on mine as she kissed me, slipping her tongue into my mouth. Mine responded eagerly.
The men finished in us and left the room and checked out. Mom laid beside me and held my breast.
"It'll be even better the next time."
"The next time?"
"You don't think this was a one time thing do you? Next time I go out, you're coming with me."
"I don't know Mom."
"I do. You've had a taste of it now. You won't be able to give it up. You'll find yourself accepting more and more dates. You'll find you enjoy getting laid. I promise. You called my name when Russ was in you, telling me how good if felt. That told me all I needed to know."
"What am I going to tell Bill?"
"Same thing I tell your Father. Nothing. I think he knows, but I've never told him a thing. If you tell him, you're asking for trouble. If you listen to your Mother, you can go on getting laid whenever you want. In fact, it might be better this way as we can cover for each other. If you want to go out alone, just tell me when and I'll take care of Bill if he asks any questions."
"Aside from Dad, don't you think it's a bit weird doing this with me around?"
"Not at all. I was waiting for this chance. I was trying to figure out how I could make it happen and then you handed it to me an a silver platter. As soon as Angie gets home, we'll include her somehow."
Angie was my younger sister who had gone on a world tour just after high school.
"Unlike you, I've been secretly preparing her for all this. You went away to school and I didn't have the chance. She doesn't know it yet though. Just a few thoughts planted here and there and some sexy lingerie left out for her to find."
We continued to talk for a while and I discovered that she was a slut of sorts but not really in a bad way. She just knew what she wanted and wasn't afraid to go for it. We kind of came to the conclusion that Dad knew. We weren't sure if he approved, but we knew he didn't want to cause any problems and lose her. She didn't do anything when he was in town and didn't do it with anyone he knew.
We slept together for a while then got dressed and hailed a ride home
"So, Mom, what was that kiss about?"
"I don't know Courtney. Just felt like the right thing to do at that moment."
"It WAS the right thing to do at that moment. I hope there are more moments like that."
"So do I Courtney, so do I."
The next day at work was an entirely different atmosphere. Ken was extremely polite, no more lecherous behavior. I found out that was a signal to others that he had made his conquest. Everybody knew he had fucked me and they all accepted it as a rite of passage in the company. A very sad state of affairs in the corporate world for sure. You had to be on the team. I hated it, but I loved it too.
Even the female execs who had worked with me before, now accepted me more warmly offering me more trustworthy projects and assignments. Nothing was ever said openly, but they knew I could be trusted to keep my mouth closed when appropriate. And open (widely) when necessary.
Mom was right again. This was the world women execs worked in. It shouldn't be, but it was.
Quietly the other offers and requests started. Christa, one of the Vice-Presidents above Ken asked me into her office one day.
"There's something I'd like to ask of you" she started. "I have a very special client coming into town in a few days. He'll be staying a day or two and doesn't like to be alone. I was hoping you might be willing to show him around town. Maybe you have a friend also who could spend some time with him."
"I think I could arrange some appropriate entertainment for him", I smirked. "I hope he likes brunettes, when will he be here?".
"Friday morning. I'd like you to pick him up at the airport, get him settled in his hotel room and then bring him here." I knew what the other office staff would think when I arrived with him. But I also knew that one or more of them had done the same thing at one time. Maybe all of them.
I went back to my office and called my Mother. "Hi Mom, what do you have planned for Friday? Nothing? Good, will Dad be in town? No? Even better. Lay out a good dress and your highest heels."
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