Every mother worries about her son dating the right woman, nobody ever seems good enough. So, when, after a series of short term flings that didn't materialise into real relationships, my son Carl decided to settle down with Jenny, I was apprehensive at first. But when he brought her home to meet my husband and me, I knew that he had made the right choice. Jenny was very pretty, smart and funny, basically the ideal woman.
I guess you could almost say that I had a bit of a mum crush on her. I would even go so far as to say that I would have been quite angry with Carl if he broke up with her. That, however, didn't seem especially likely, he was utterly besotted and it was clear to any observer that Jenny was definitely the one with the power in their relationship while Carl did whatever she wanted. I didn't mind that at all, she'd managed to get my son doing some things that I'd never managed in years of being his mother.
As you may have guessed, Jenny and me became fast friends. In spite of the over twenty year age gap, we were just like any girl friends hanging out together, even when Carl wasn't around. We would go out to bars or clubs or to the cinema together, leaving our men, Carl and his father, at home to take care of themselves. Inevitably, when you get girl friends and cocktails together, the talk invariably turns to sex and, even despite our relationship as prospective mother-in-law and daughter-in-law, this was the case with us.
"Of course, you've got to have a good vibrator, every girl should have one," Jenny was saying, "Not that Carl doesn't satisfy me, but only a girl really knows how to get herself off properly, and sometimes that's just what I need."
"Exactly," I laughed, I couldn't agree more, sometimes John just didn't really do it for me in the bedroom and I had to bring myself to a climax instead, "Never underestimate the value of a prosthetic dick!"
"Mmm, yeah," Jenny agreed, "It's always good for a girl to have toys. A nice, long strap-on comes in pretty handy too."
"Huh?" I asked, a little surprised and confused. I'd kind of assumed that Jenny was straight, and I knew she was in a monogamous relationship with my son and therefore didn't think a strap-on dildo was something she'd really need.
"Oh yeah," Jenny erupted into a fit of giggles, the mojitos we were drinking clearly beginning to go to her head, "Carl's such a submissive in the bedroom! He likes nothing more than bending over and taking a hard fake cock up his pretty arse!" She giggled again, "Sorry, I shouldn't be saying things like that to his mother, really, should I?"
"Um..." I struggled to find something to say, I was so taken aback by Jenny just dropping that revelation into the middle of our conversation, but I have to admit that I was intrigued and excited to hear it. It felt pretty weird for a mother hearing revelations about her son's sex life, but I couldn't help but feel a certain thrill at the thought of my manly son on his knees, with his pretty girlfriend taking him from behind. "Um, that's a bit unusual isn't it?"
"Oh, Alison, you should try it!" Jenny enthused, "It feels sooo good, being the dominant one, being the one in control, taking your man and fucking him good. And, trust me, it's pretty good for him too. You should see the expression on Carl's face as my rubber dick slides up inside him! He's a real kinky one, your son."
"I have to say, you do make it sound pretty good, Jenny," I smiled and giggled, the alcohol obviously getting to my head as well, "But John's far too vanilla in his sexual interests, our sex life is pretty regular and samey. I'd never get him to experiment with any kinky stuff."
Jenny appeared to consider this for a second before giggling even more, this time with a wicked glint in her eye that I could tell meant my younger friend was thinking of something not entirely wholesome.
"You know, Alison, I've got a really naughty idea," she smirked, "You've got a husband who won't have any of the kinky fun you want, but we both know somebody else who loves it..."
"You don't mean....?" I said, shocked at the direction this conversation was taking.
"Sure, you want to try out fucking some sweet manly arse, and you've got a guy under your own roof who likes to take it like that. It would be stupid not to take advantage of that situation," she grinned.
"You can't seriously be suggesting I screw my own son, can you, Jenny?"
"Come on, Ali, I know I can make him want it," she smirked, "Every son secretly fantasises about fucking his mother every once in a while, I've just got to make him admit to it. And I know that mother's sometimes think of their sons like that as well. Don't tell me you're not imagining him now, naked, on his knees, begging for you to fuck him with your trembling, hard cock!"
And that's how I agreed with my son's girlfriend that I would screw his arse with a big, hard strap-on. I know, it's pretty weird, but I was drunk and horny and that is never a good time to be making any deals. Besides, I was curious. I guess I always had this kinky side that I had never been able to bring out thanks to John's rather conventional attitude to sex, so when Jenny suggested bringing out a dominant, incestuous side to me, I guess I couldn't resist. Even after I had sobered up the following morning, I didn't back down. I had convinced myself to want this and now that desire was embedded within me.
Besides, I doubt I would have been able to go back on my word even if I had wanted to as Jenny had really seized upon the idea and wouldn't let me forget it. The next day when I saw her, she was really excited and scheming about just what we could do to pull it off, to convince her boyfriend to not just come out about wanting it up his arse, but to do it with his mother again. In fact, it became rapidly clear that we weren't really playing out a new fantasy of mine so much as one of hers.
Jenny had decided, once more possibly playing out her own hot sex fantasy in her head, that the best thing to do to turn Carl onto the idea was to have him "accidentally" catch us together making out and playing with each other's firm, aroused bodies. She reasoned that watching such a hot scene play out would cause my son, her boyfriend, to start being ruled more by his dick and his lust than his mind and therefore do more to seduce him than if we just suggested the idea to him.
Now, I had never even thought about being with another woman, but the thought of it didn't totally turn me off, after all I had never done a lot of what we were planning, there was a first time for everything. Although I had never thought especially sexually about another woman, that did not mean to say that I had never found one attractive. Certainly I would be a fool not to see how very good looking Jenny was. Part of the reason why I was so pleased for Carl was that he had bagged himself such a hottie, not to put too fine a point on it.
I imagine that if I had a type in women, then Jenny would be it. She was a petite and perfectly proportioned with a slender waist and shapely butt and legs. Her skin was pale and her dark hair was almost black and cut into a cute bob. Her blue eyes danced and sparkled when she was excited, which, in this particular case, was quite pronounced. So, yes, if I did have to make out, to kiss and lick and fondle, another woman then Jenny would definitely have been my first choice.
Even so, I was understandably a little nervous when the day she had picked out came around. My husband was out golfing all day and so I had invited Jenny and Carl around to spend the day with me. Jenny had agreed to come around in the morning and then Carl would join us for lunch, that would give us ample opportunity to have him "discover" us in a compromising but arousing situation.
When Jenny came around and I answered the door to her, I was quivering with nerves while Jenny was her usual bubbly charming self. Soon enough, she had put me at ease and outlined the details of the plan for her day. She carried a bag with her and she opened it to reveal two strap-on dildos bigger than my husband's dick, with a realistic veiny appearance. One was bright purple and the other was a more natural flesh colour. She handed me the flesh coloured one and kept the other for herself. She then explained that she had decided that we should wear these under our skirts to bring them out and just the right moment when my son had been brought around to the idea of a threesome with us.
Then we went up to the bedroom and we picked out an outfit that she assured me would drive my son wild. I had a crimson lace balconette bra that pushed up my still rather impressively sizeable breasts and gave my a cleavage to be proud of. There were also a pair of matching thong panties. I had bought these hoping for a special occasion to impress my husband but he never seemed especially excited at the thought. Now, however, Jenny told me they were perfect.
"Really? They're not really John's favourite?" I asked her.
"Yeah, these are definitely the ones," she replied, "You know Carl bought me a set just like this. They completely didn't suit me and I eventually demanded why he had thought of it and, after some coaxing, told me that he had seen you in this and thought they looked pretty sexy. That was the first time that I thought maybe he might have that mother complex so many guys have."
"Wow," I said, genuinely surprised, "I'd never noticed anything like that from him."
"No, mother's don't usually," she grinned, "They just think it's normal adoring behaviour from a son to a mother."
It was moments like this that made me believe this crazy plan might actually work, that my son might actually submit to being screwed by his own mother. Without Jenny's confidence and excitement, I could never have gone through with anything like this. However, under Jenny's guidance, I found myself doing everything I would never have thought was in me.
Anyway, as soon as Jenny had left me to change outfits, I stripped out of my everyday clothes and put on the strap-on harness. I had never worn anything remotely like it so I couldn't help admiring my reflection in the mirror. My body looked pretty decent for a woman in her mid-forties. I was no longer as thin as I had be but I'd kept my figure pretty well and my large breasts remained the envy of many younger women, as did my blonde curls without even a hint of grey. However, what really drew my attention in was the unusual protuberance between my legs. For a second it almost looked like a real cock dangling between my soft, feminine thighs, a strange sight but a fascinating one.
After spending altogether too long looking at my body, I slipped into the crimson panties, giving me an obvious bulge almost as if I was a guy wearing them. I put on the bra and a pair of black stockings that made my legs look really good, even if I say so myself. The bulging fake cock in my pretty panties was covered by a knee length skirt and my breasts contained by a tight blouse.
