With Tom driving his 10" spike into his horny step-mother's willing twat on a daily basis, we realized that we were at risk of getting caught by his father. We therefore contrived a plan to make my husband John our cuckold. The idea was actually proposed to us by John's ex-wife, and Tom's birth mother. She was visiting her children one day while John was on business travel, as she occasionally did. On such trips she would always glare at me, seeing me dressed in my skimpy clothes, evidently jealous and resentful of my now having her exes attentions. On this occasion of her visit Tom and I were alone and he had me dressed in a sexy nightie and I was sucking his cock when the doorbell rang.
Letting in his mother he sat beside me on the couch. She glared at the sluttiness of the outfit that I dared to wear before her son. She made a comment to this effect, saying that she expected better from the wife of her ex-husband and new step-mother to her children. At this Tom laughed and pulling me in tightly to him placed on hand on a bare leg and the other over my left breast. He explained that his father barely ever had sex with me and that therefore he had assumed the role, and now I was a sex toy for him to use as he pleased. I was horrified by this statement, thinking she would promptly reveal this fact to her ex.
But she just smiled and said "I am so happy for you Tom! That son-of-a-bitch deserves to have someone else fucking his trophy wife. John always was a limp dicked loser. I assume he doesn't know?" She inquired. Tom nodded. "Too bad I can't watch the bastard squirm with the humiliation of knowing his own son if fucking his own wife!" She added, and with this let out a long laugh. She obviously hated my husband and sought to see him embarrassed and degraded as much as possible. "Hey," she said, "have you ever considered making John a cuckold?" I said that I did not understand and asked for her to explain. "You know." She explained. "A man who knows that his wife is fucking around and is OK with it. Even watches."
She further explained that if Tom and I could make a cuckold of John then we would not have to keep our love affair private but rather flaunt it directly before John. This would humiliate him deeply, and this would be to the great satisfaction of his ex. We asked how we might go about achieving this. She said that while she was with John that he even then had a hard time getting it up, and that to do so, that she would act out a fantasy that excited him. He liked the idea of his wife being with another man, and so she would rub herself pretending that another man was having sex with her while John rubbed his own dick until it got hard. Then they would have, as she described, brief, pathetic and disappointing sex. She said that his lack of passion and energy was one of the main reasons that she left him. She went on to explain that I should do the same, and then figure out how to get Tom involved in the role play. With some tact and luck, John would be asking us to have sex before him. She said she would support us in this activity in any way she could, and that all she asked in return was that we told her every detail of John's humiliation and degradation. We all agreed and conspired to make a detailed plan.
Days later, laying with John in our bed, I commented that I wanted to help make him get hard and get off more often so that he would get the sexually satisfaction every wife should provide her husband. He confessed that he found it hard to get excited. I suggested that we rub his cock together and he tell me of a fantasy that got him excited. Rubbing his limp dick I asked him what sort of ideas did he like to fantasize about. I eventually got out of him that he liked to imagine me with other men. I said that this was quite fine to think about as a fantasy. I explained that as an ex-nun and his loyal wife that of course I would never be willing to do such a thing, even if he asked me to, but that we could certainly have some fun fantasizing about it, if this helped make him get hard. So I pretended to be with another man, moaning and sighing, fingering myself as he watched. This did seem to get him harder, but never rigid. But eventually he was able to make himself cum. He liked this, and so over the never few days we repeated this role playing, each time John getting semi-rigid and jerking himself off.
Then I decided to up the ante a bit. Laying in bed beside John in a teddy, I moaned and told him that I was imagining someone else fucking me as he lay beside me, playing with his small limp dick. Per our pre-arrangement, Tom entered the room, pretending that he was surprised by what he saw. "Oops, sorry! What the heck is going on here, mom talking about sleeping with another man?" He inquired.
John threw a cover over himself and I covered myself with a pillow. "Oh Tom," I explained "Please try to understand. These are just adult games, to try and help your father get excited. He is getting older and, you know, it takes longer for a man to get excited at his age. So we role play a fantasy of me being touched by another man. You know, an innocent little fantasy to help him along."
Playing the sensitive and caring son, Tom supported us. "So sorry, mom and dad. Dad, I didn't know, I read about this is school, I am sorry to not have been more understanding or thoughtful. Please, if there is anything I can do to help, you know, buy you some toys, or get some fresh oysters, anything at all, please let me know."
He just stood there for a while and we both prayed that his father would bite. After a while, a miracle happened and John did! John said "Well thank-you son for understanding, this is most appreciated, as you see the situation I am in as on older man. This is all very embarrassing for me. The truth is, listening to your mother pretend to be with another man does excite me, but what I really need is to see her with another man. Now I know that she is your step-mom and so there are no sexual feelings between you, so I know that I can trust you completely on this. If you are willing, if you don't find it too odd, perhaps you could stand behind your mother and hold her a bit while she tells me of the fantasies. You know, so it looks like she is with a man."
"Wellllll," Tom said hesitantly, "I suppose I could dad, if it is also OK with you mom."
"It is a bit odd." I confessed. "But if it will bring pleasure to your father then I am willing to do what needs to be done to support him."
With that, I uncovered myself and standing, positioned myself before Tom, so that he towered behind me. "OK," John said, "Tom, just put your hand around your mother's waist. Grace, just pretend play for me please." With this Tom cautiously placed one hand around my waist and the other on my shoulder. With this I again began to play my fantasy chat while John rubbed his dick under the blanket and watched.
"Oh Mr. Smith, please squeeze my tits hard, and push your hard cock against my ass." I teased. "My husband is away and I need a hard cock in my pussy fucking me tonight." I played along in this fashion while I watch John stroking himself, trying to get hard and get off.
"Yes, yes." He would say. "I love it, God yes. Tom, son, please, put a hand over your mother's breast, please son, for me."
"If you insist dad, but it is weird." Tom said, and hesitantly placed one of his big masculine hands over my boob.
John began to pump more furiously. "You have probably never noticed Tom, but your mother actually has very large breasts. I bet lots of men in the neighbourhood would love to play with them." John said.
