Mother May I Ch 08

(Author's Note: This chapter contains even more, highly erotic, gay, male-on-male sex)

Mother May I..?

Chapter 8

Ending as we mean to go on...

*****

"Do you think you could do that? I mean in front of us? I don't want to put you into any position where you're, you know? Uncomfortable" Barb said to Adrian after he agreed to the possibility of having herself and her Mother Margaret watch as both he and Greg 'do it' right there in front of them...

"I... I guess, I mean... I don't know how that would happen, I suppose Ma'am would be involved some way, oh and really Barb? You'd never want to put me in a position where I was uncomfortable?" Adrian replied, giving his wife a sly look of his own, pulling her up when saying she hadn't ever made him feel embarrassed or 'uncomfortable' when quite the opposite was true

"Okay, Okay, but you know what I mean... I'd never force you to do something like that and besides, I doubt Greg would go for it, would he?" She asked, curious about what Greg would think...

"I don't know? He, he did tell me that his kind of kink could 'out kink them all' and whatever that means, so..."

Barb could hardly believe they were talking about such a thing while continuing their conversation, asking her husband about the thought of seeing him and his, uh, 'boyfriend' as both Barb and Margaret had been calling Greg in jest ever since the two had found each other.

But more importantly was how he had let his old friend take him home and have sex with him, fucking him twice in the short time they were together...

This talk they were having, although out there and strange, it had been started with Adrian, bring the subject back to life. lying in bed with Barb in the middle of the day where openly she played with herself at his request, wanting he to get off as he told her the whole story.

Groaning in the sexiness of it all, hearing Adrian telling her of being stripped naked in Greg's apartment before sucking his hard cock from his knees, and then later... After a shared bath, her submissive little husband related on wards, telling his highly aroused wife how he had let Greg fuck him face to face in the missionary position with their arms around each other, kissing wildly and making out like real lovers...

"He said he liked to do it that way the first time so he could see the look in my eyes when he put it in" Adrian let her know, and that was enough, making Barb cum, reaching a different kind of orgasm than she had been experiencing with Keith over the past two weeks. The fantasy and her imagination left her breathless and exhausted, heaving and panting in the bed beside him...

*****

Sometime later...

"I know right? He said he would do it, if it was something I wanted but I told him he didn't have to, not just because I was pressuring him" Barb said to her Mother as they sat in her front room chatting before Adrian came down to resume his cleaning, however dressed slightly more conservative this time, he was wearing the thin, yellow house clothes, or a 'pant-suit' Barb had recently added to his ever changing and rapidly growing new wardrobe.

Given to him and instructed to wear around the house, the bright yellow two piece combo of tight fitting slacks or pants stuck to his middle region like a second skin with his hips, ass, and of course his chastity cage all made visible through the stretchy-tight material. Yet down lower the pant legs had bell-bottom cuffs that swayed and moved as he walked giving the outfit even more of a feminine appeal...

"I've told him several times how much I'd love to see him sucking real man's erect penis, his cock, and he did mention how Greg had been quite dominant with him at times, or Adrian felt that way as he had told me when I did pressure him" Barb related trying to reason why Adrian would want them there and watching...

"But I guess that's the difference between you and I now isn't it?" Margaret replied... "Where I had not trouble squeezing him for information, and I do mean that quite literally... But you on the other hand, you're too soft with him" she added saying how her daughter is too nice with Adrian, but as well, Margaret would enjoy watching Greg the bigger, real man putting her sissy for a son-in-law through his paces without any qualms or reservations.

Looking to her however, she had Barb sighing with a frown when saying she was too easy on her little man, coddling him instead of taking charge as the younger woman was sometimes guilty of doing...

"Well, yeah I do love him, so part of me wants to protect him... I guess I've been too much like a friend to him that way" Barb reasoned, admitted to her Mother but then catching their attention was Adrian himself, reappearing dressed in his yellow pant-suit with a different, less revealing apron tied at his waist, but still, he looked quite feminine as he came in ready to resume his role as the woman's girly-looking sissy-maid...

"Did uhh, did Greg say what time he was coming over? I wanted to make some hors'douvres but I'm not sure if I have enough time" he asked upon entering as the two women went quiet like they always do when talking about the person who had just walked in, and these days it was Adrian who was usually the hot topic on their lips...

"You have a few hours yet, he won't be here until this afternoon, around 2pm. I believed we arranged" Margaret replied as Barb smiled on seeing how Adrian had changed his clothes but had left his make-up with his eyes looking dark and smokey almost, ringed in black with equally dark blue coloured eye shadow and rouge on his cheeks, he even had a light pink gloss shimmering on both his lips softening things to balance him out...

"But tell me Adrian, before you go, is it true? What Barbara is telling me, that you would be willing to uhh, 'play' for us, with Greg here I mean?" Margaret added as Adrian turned back and stopped, looking to Barb and feeling unsure again, not really mad she had told her Mother what they had talked about upstairs, but more so he was embarrassed with Margaret knowing he had agreed and would do it if asked...

"Ahh, well, umm..." He hummed not knowing what he should say because as of then it was all just an idea, and a crazy one at that...

However and once again remembering how Greg had also said he was very open sexually and could be quite dominant when the situation permitted, Adrian could only think that he would... That Greg would up for it, he would be into taking Adrian in front of an audience...

"Umm, I think you might have to run it by Greg b-but like I said to Barb already, I'm pretty sure he'd be okay, if, if something like were to happen" he answered as Barb, seeing his look change along with his body language she had known Adrian long enough to see that he was trying to say how he felt, but putting it on Greg, she was however able to see right through him and apparently, so was Margaret...

"Hmmm, yes... I'm sure Greg would be into it, but what about you Adrian?" The older woman asked as Barb wanting to say the same thing, she smiled knowing her Mother could handle this, and Adrian for that matter...

"It's okay you know? In fact, you wife and I, we both think it's wonderful that you're discovering this side of yourself... Come, Adrian, come stand here in front of us" Margaret said as she called Adrian forward and feeling himself go a little cold knowing something was up, he had to wonder, which can of worms had he opened this time...

"Ye-Yes Ma'am?" He asked questioning what his Mother-in-law wanted, but doing as he was told he moved, standing front and centre as the two woman sat relaxed on the couch looking up at him...

"I think Barbara is right, you do want this don't you Adrian?" She asked as he blushed feeling the pressure rise and looking to Barb he could see form the sly smile on her face, she wasn't going to be any help in keeping her Mother at bay...

"I, well, uhh, yeah...in, in away... I guess" He replied stuttering and not sure what he was suppose to say...

"You guess?" Margaret questioned knowing the truth, or knowing Adrian's truth, as she went on..

"No... I think you're doing more than guessing my dear sweet sissy... Tell me are you looking forward to Greg coming for the afternoon and to stay for how long? All night let's say?" She continued, leading Adrian down a path he knew by now that he didn't want to take...

"Yes Ma'am, I.. I want him to come here and visit... Wh-why?" Adrian stumbled out...

"Umm-Hmmm... Yes, we know you do, we all know you want your friend to come and see you but tell me when he gets here, will you let him take the lead? You know? Like you do with me and Barbara, your wife?" She asked as Adrian looked to her somewhat puzzled, only half understanding where she might be going with this, yet regardless, he hated it when she would question him like this, asking him for answers she already knew...

"Ye-yeah" he replied a second time as Margaret went further, asking him things he hadn't thought of, or really just going into detail and putting pictures into his head...

"What if he was to tell you to take all of you clothes off, and then what if he were to take you and spank you like we both have? Would you let him do that? Or would you pout a cry, like you also do when either of us has punished you?"

"W-why would he want to do that? What did I do wrong?" Adrian asked wanting to know what she was implying... Why did she think Greg would feel the need to spank his bare ass, or even just punishing him? What crime had he committed that would warrant such a thing?

"Come now Adrian, you know there doesn't always need to be a reason, you don't always have to do something bad, or wrong in order to receive a spanking... Sometimes it's needed to reassert a position where you're taken in hand that way... When you're spanked and punished as a reminder of your place and of who is in charge"

Thinking and imagining the possibility, Adrian quivered as he stood there with both his wife Barb and her Mother Margaret, or Ma'am, they were both looking up at him and smiling in the most devious way, no doubt thinking how much they would love to see this happen... How much they would love for Greg to use him while setting an example... Naked and put over his bigger, stronger friend's denim cover knee to spank him soundly.

The thought alone had him cowering but at the same time left growing and filling his cage... The arousal or 'kinkiness' of it as Greg would say... It was an intense a thing for him to think of without becoming turned on because even Adrian knew... He knew wanted this to happen, maybe not so much being punished but he did like when Greg took charge, when he was in control.

Not replying but also not looking either of them in the eye, both women knew... His silence was his tell, Adrian had accepted the idea and what may befall him this afternoon, and giving himself away by saying nothing, like Margaret has said... Adrian was so easy to read...

"Don't worry baby, this could be fun, or sexy as hell is what it will be... But just go with it, yeah? Like you have with everything else so far... Really Adrian you've been amazing in all of this so why would you want to stop now?" Barb asked as he looked to her curious, wondering exactly what she saying...

"Do you remember back on New Years when I said you should ask Mother to punish you by spanking you? Remember how we agreed it would be best if you were to ask, just to you know? To get it out of the way?" Barb asked, and how could Adrian forget?

Of course he remembered, however feeling himself fill with a new sense of dread, she couldn't mean... Did she? Did they want him to ask Greg his older, dominant and very gay friend to spank his bare ass? While they sat there watching?

"Remember what I also said? How it will set a boundary for the two of you? How giving yourself to Mother let you both know where you would stand, right from the beginning?" She went on reasoning with him but Adrian, knowing for sure this is what they wanted, but still he was having a hard time believing it, let alone picturing himself doing such a thing...

It was too embarrassing to even think of... Asking Greg to punish him, and in front of this smiling pair? His wife and recently graduated Dominatrix for a Mother-in-law Margaret...

It was almost too much to ask...

"Please.. Please don't make me ask him that... I'll be too afraid, I won't be able to say it... What? What will he think of me?" Adrian pled, near begging and not wanting to be put into this position... Granted he did like the 'idea' of it, being put over Greg's knee but how that would happen? That was the hard part. How they would get to that point, he couldn't visualize it clearly, what would he have to do?

But now, and hearing Barb's suggestion and along with her reasoning saying they should handle this the same way Margaret had when he first came to stay, oddly and even stranger still was how he could see it... No matter how humiliating, Adrian in the end, he knew as well as they did... This was the only way...

If Adrian were to give of himself further, to show Greg he wanted him to take him and be his top, or his dominant, or dare he go further? Agreeing when they call him his boyfriend and calling him 'Sir' as if Greg was something else, maybe even his Master?

"I... I'll be too scared, can you do it? Can you ask him for me, I mean?" Adrian came out with still feeling he couldn't go through with it, but as well, asking if Barb can do it for him, if she could ask Greg to punish him,? He was only giving himself away all the more, saying he wanted this too... He wanted Greg to spank his 'faggot-ass' as he recalled him saying but again, he wasn't offended because somewhere inside of him he knew it was true...

"No baby, you know it has to come form you" Barb replied taking the air out of his bubble... "It will be more genuine that way, if you're the one who asks him... It's the only way you can really show him how you feel and what you want, and I now you're afraid, you were scared when you asked Mother but still, you were able to do it... So really, what's the difference?"

Explaining as she asked him, Barb laid it out for Adrian but then with Margaret speaking up and adding her opinion, she agreed wholeheartedly, also telling him this was the only way...

"Yes, I agree, you have to be the one who asks him... So it's settled then... When we've finished eating and you've cleaned up, you can bring in the coffee tray, that's when you'll do it... That's when you ask Greg to punish you, and what will you tell him when he asks you why?" Margaret added, more or less taking over as she tends to do.

Her in born need to be in control was kicking in as she told them what was going to happen, also quizzing Adrian about what he will say when Greg no doubt questions him about this, about why he want's him to blister his little backside... What reason will Adrian give him?

"Is... Is it because I deserve it?" He asked and rather quietly at that, because who would admit to such a thing? Saying they deserved to be punished and spanked, just to lay down the law and let Greg know he's the real boss, or one of them at least...

"That's right, you deserve it my sweet little sissy, and so do we... We also deserve to see him take you don't we? I mean after all the trouble we've been though on your behalf? I think it's only fair you ask for us to be there as witnesses, don't you Adrian?" Margaret carried on, being sure to let him know that they both wanted to be there and watching. Which he already knew, but still, that didn't make it easier to take...

Frowning some but knowing he had no choice in this, Adrian thought for a second believing it would best if he asked now, instead of when Greg was there and although it would be embarrassing enough asking him in front of the pair, yet, not wanting to add insult to injury, he look first to Barb and then to Margaret as he asked them both...

"Can... Can I have the two of you there with me? I want you to see Greg punish me, spank my bum and make me cry" He asked or declared but sounded dry and unconvincing in his voice, like he was being forced and was only paying them lip-service, saying what he thought they wanted to hear, and Margaret, knowing what he was doing, she wasn't having it...

Looking to him, knowing when and how to beat Adrian at his own game, she set him straight by making no bones about it, she told him how things were going to go...

"No..." She said with a firm voice and sitting up in her seat, which was frightening enough fearing she was going jump up and grab him and pull him down and take him over her knee instead...

"I know what you're trying to do, asking us now so you won't be embarrassed in front of Greg... Or 'as' embarrassed I should say, but that's just tough for you isn't it? If we're going to do this and have him become involved, you'll ask him to punish you and you'll also tell him you want us there and watching... Understand?" She barked as Barb sat beside her smiling and kind of wishing her Mother would have pulled her shivering little husband down across her two stocking encased thighs and spanked him right then and there. This was all turning her on so much, watching and seeing the woman in action..

Her panties were already wet just with the idea of Greg doing it, punishing then fucking her cuckold-sissy of a husband as they watched... But also just then, when seeing her Mother being so direct and dominant, and with how Adrian was taking it, how he was reacting... It was like he was used to this by now and had fully accepted her as his 'Ma'am' or his 'Mistress' or so it seemed, appearing as she was, his true owner or Governess even.

Looking to Margaret with his eyes brimming in tears, Adrian trembled where he stood as he obeyed, nodding and agreeing he did know better and that she was smarter than he was...

Knowing he couldn't get away with what he was trying to do... Trying to subvert her wishes all in the need of saving himself...

"Very good, and the only reason I didn't take you over my knee right now is because I want your boyfriend Greg to have a fresh pallet to start off with... There's no sense in giving you to him all red and sore now is there?"

"N-no Ma'am" Adrian replied knowing she was right and that he was beaten as he looked to the floor, even too ashamed to look at Barb, knowing that she would be still smiling, just as she had been throughout this admonishment... Adrian's latest dressing down... Being ordered to ask Greg, his 'boyfriend' to spank him...

*****

Some time later, it was early in the after afternoon...

"Bing-Bong" chimed Margaret's door bell, ringing away and telling all who could hear what time it was. as well as who had come calling...

"Adrian? Where are you?" Margaret called out as she and Barb finished dressing, but as well, having time to talk, Margaret held nothing back, even choosing clothes for her daughter to wear, a short enough skirt and a black see-through, chiffon blouse, but shocking her further was the woman insisting she go braless up top, while also remaining pantyless down below...

"Mother! I can't wear this! You can see my tits! And where on earth did you get that corset?" Barb said to her, feigning her disapproval, but really she did want to dress this daring, or as slutty as her Mother appeared, wearing her tight fitting corset that pushed already big tits up higher and out farther than Barb believed a woman of her age should be allowed.

Not thinking of enticing Greg by also putting herself on display with her medium sized tits and hard nipples on full view, Barb did get where her Mother was coming from. More so wanting to convey to Adrian's friend, or boyfriend, just how into this both of them were, dressing slutty and openly accepting this highly sexual situations in which they found themselves involved...