Sally, Dan and Toby Too! Pt. 10

The tale continues with my wife spending the whole night with her lover and I get some alone time with Toby (bisexual male action involved).

The week seemed to last forever, despite Sally fucking me once more with the strap on. She was very excited for her night alone with Mark and so from Wednesday I was barely allowed to touch her, which whilst being very frustrating, was also, strangely a massive turn on.

Sally was almost as excited about my couple of pints with Toby but I had to promise that nothing sexual would happen as she wanted to see anything more that might happen between us. I was though more than welcome to message Greg and fool around online, should the opportunity arise.

Sally was ready by the time I got home from work and she looked fucking amazing. Her tight black pencil skirt finished just above the knee, her tight black leather boots just below. Inbetween showed just enough of a glimpse of her fine black seamed stockings.

The boots had fine thin stilleto heels that really did look capable of killing a man. The skirt was so tight you could clearly see, and feel, the outline of the suspender belts. She had an off white satin sleeveless blouse that buttoned at the back. At the front it plunged down to show her magnificent cleavage and just a hint of lace edged bra beneath.

Sally's hair was again up in loose curls and a messy bun with light make up applied. She looked simply stunning. My cock was instantly hard from just looking at her.

"You approve then?" she said with a coy smile as she brushed her hand against the obvious bulge in my trousers.

"Oh yes, Mark is one lucky young man." I replied.

"I think it's me who is one very lucky lady, having such a wonderful husband as you."

Sally said before kissing me lightly on the cheek.

Sally then whispered into my ear as she caressed my bulging crotch,

"My new knickers are fucking soaked already Dan, I'm so fucking wet thinking of what Mark and that lovely cock are going to do to me. And I've decided, I want you to suck Toby's cock tonight, make him fill your mouth, for me please. I know it's what you want more than anything right now."

Both our phones then pinged and Sally said that'll be Mark then as she glanced down at hers.

"Come back well fucked and full of cum for me... oh and have a nice meal too." I said with a wink.

"I'll try... on both fronts, hope you and Toby have a nice time too." She replied as she headed out the door.

I stood in the quiet hallway, my stomach a pit of roiling emotions, my cock rock hard and leaking pre-cum. This was another massive step for us both and I was suddenly a little unsure if we should have taken it.

Then my phone pinged, it was from Toby,

"Meet you at The Crown in an hour? X"

My head was now swimming too, because despite spending my entire adult life meeting mates in pubs, I knew this was potentially very different.

I really didn't know what to expect from this meeting but it certainly took my mind away from whatever my wife and Mark were getting up to. As I approached the pub my mind was racing, the main priority being that I hope and prayed Toby would not go in for a kiss!

I found Toby hidden away in a quiet corner, a clean fresh pint in front of him, barely yet touched. We greeted like old uni friends might, with an open man hug, before I headed to the bar to get my beer. The conversation then flowed as if we were indeed old friends who had not seen each other for a decent amount of time.

It took until the third pint before either of us even hinted at how we had come to know one another. Once the dam was breached however, the conversation became very sexual, very quickly.

It turned out that Toby had been looking for a couple just like us for a while now. He had been bisexual all his adult life and whilst he didn't want to settle down with any one person, he didn't just want to be playing the field forever.

Toby also really liked the threesome dynamic, preferably with two men, one woman. Oh and apparently he fancied us both... a lot. I sat and looked across at him and was starting to think that all our Christmas's had come at once and in some very nice packaging too.

After pint number four we headed off, both fully aware we had been drinking. Toby was now openly flirting with me as we walked whilst also telling me how amazing and gorgeous my wife was. My cock was straining in my boxer shorts and I could feel the now familiar feeling of pre-cum oozing from it's tip.

As we approached the one night club in town, which was not yet open, Toby guided me down the small alley at the side. He pushed me against the wall and kissed me, hard and passionately.

When he broke away he said,

"I've been wanting to do that since you walked into the pub."

I grabbed him by the arm and pulled him further into the alley and then into one of the doorways that was the nightclubs emergency exit. It was now my turn to push him against the wall and as I dropped to my knees, I said,

"And I've been wanting to do this all night to you."

I began unbuckling his belt and the flies on his jeans as he said to me,

"I thought we'd agreed with Sally...."

I interrupted him by saying,

"She changed her mind, she asked me to make sure I swallowed your full load."

"She is one amazing woman.... oh fuck Dan that feels sooooooooo fucking good."

I was licking at the tip of his amazing cock, wanking him to full hardness as I did so.

"She's certainly gonna get her wish and quickly if you carry on at this rate."

I took him into my mouth as deep as I could and quickly gagged on his length. I eased off a bit as I recovered and then began to fuck him with my mouth. Toby pushed gently on the back of my head to encourage me.

I wanked the base of his shaft as I dipped up and down on him. I could taste his pre-cum as it eased out of his slitty eye.

I came up for air and looked up at him as I said,

"This is my first ever load Toby... and I don't want it to be my last... from you especially."

"Well, it's not gonna be long coming Daniel, fuck you are good at this."

Powered on by his pleasure and his praise, I took him as deep as I could once more and used my tongue to massage him as I did so.

It did not take too long now and I felt his whole body tense and his cock grew even more in my mouth.

As I prepared for his full sticky load to fill me, I could feel my own cock leaking pre-cum into my boxers. Then his vein twitched and I felt his cum rise up the full length of his shaft.

Toby groaned loudly and pulled my head into him, holding me there. The first delicious spurt hit the roof of my mouth and I swallowed quickly, not wanting to miss a drop of his hot seed.

Toby was jerking wildly above me as the next giant rope of cum filled my mouth, quickly followed by another. It was an amazing feeling to have elicited such a reaction from him and despite all my fears, I was loving every second of it.

Toby was still moaning softly as I felt the ferocity of his orgasm begin to subside. The last of his cum dribbling softly into my mouth now, and then he was suddenly super sensitive and quickly pushed my head away from him.

I leaned back on my heels, looking up at him and smiled, licking the last of his cum from my lips. Toby pulled me up and kissed me deeply, his tongue probing my mouth to taste whatever he could of his hot deposit. I rubbed at his still hard cock, using his own cum as lubrication to wank him gently as we kissed.

"I suppose I best get home then." I said a little feebly.

"Mmmm suppose we should, shame we are going to separate homes though, I would love to return the favour." Toby said with a smile.

"Sure we can arrange that sometime soon, I know Sally would be very keen." I replied.

As we separated Toby said to me,

"I've meant everything I've said tonight about you and Sally, I would love to explore so much more with you both."

On my short walk home I thought about what we had done to our lives, Sally being out with her young lover, me having just sucked a man dry in an alleyway and I smiled, a very happy and contented smile.

As I walked down our street my phone pinged with a picture message from Sally. It was her view of Mark's face buried between her legs, her skirt hitched up high, stocking tops and straps on show and one of her killer heeled boots over his shoulder, the other leg splayed wide. I couldn't make out where on earth they were though.

"Uuuummm delicious, thank you for the picture, where are you though?" I sent.

Sally quickly replied,

"The back of a Limo, privacy glass is up, sure the driver knows what we're up to though."

"More classy than me then. I just took Toby's full load in an alleyway in town... thought you may like to know." I replied with a winky face.

I was back in the house by the time her reply came, it read,

"Sorry, that image of you and Toby and then Mark's magical tongue had me cumming for England. Glad you've had a nice night so far, I certainly have and he hasn't even fucked me yet... which he is about to put right... in the limo."

My cock was so hard, and without really realising it, I was now sat in the lounge and stroking at it, the picture of my wife being ploughed from behind in a limousine, etched into my mind. The taste of Toby still coating the inside of my mouth.

It was suddenly a few hours later and I was still sat on the sofa, jeans undone, flaccid cock out, phone on the floor beside me. As I came round from my little slumber I noticed my phone flashing with notifications. I had two short videos on the group chat from Mark's phone, a few hours ago. The first was his POV as he banged my wife hard from behind, still in the limo, Sally screaming out almost as loud as the banging music in the background.

My cock instantly sprang to attention. The second video showed her in the same position but this time it was a close up of her puffy cunt, thick white semen oozing from her and dripping onto the car's plush carpet. If the driver didn't know by now, he surely would when he came to clean up later.

I felt a sudden pang of something, not jealousy as such, but more realistically it was a deep seated bit of FOMO, something I never suffered from. As I re-watched the cum oozing from my wife's well used cunt I realised why. I just wanted to be there to lick it from her. Despite having taken Toby's load earlier, I wanted more. Sally was right, we were both becoming total cum sluts.

I needed a release but I wanted more than just a quick wank. I opened up my laptop and logged on to the site we were using to find our "third". Again the usual mind numbing two word messages, nonsense and copious amounts of dick pics. Then my inbox pinged, it was Greg.

I swear my cock grew and got harder as I tentatively opened up the message,

"Hey you two, kind of late for a nice couple like you to be on a place like this. We're past the witching hour, even more freaks and weirdo's online now."

I typed back,

"No sorry Greg, just me again. Sally's out."

"Aha, little sissy cuck boy. I take it she is out with a real man, being fucked properly for a change, while you're home alone playing with your little stubby cockette?"

Again my cock stretched some more as I read his message, it was quickly followed by another,

"In fact, I bet she's staying the night with him at your suggestion, you pussy whipped sissy."

I replied,

"Yes, yes she is, he's just fucked her in the back of a limo."

"As a true lady like your wife deserves, I am sure he will have made her cum on his big thick cock too, I trust you are wearing her panties again sissy boy?"

"No, I've been out myself with a friend."

His reply took a little while but then he said,

"Ummm I bet you did and not a lady friend obviously, as you are a cuckolded sub to a classy and more deserving woman and you would not be allowed to. I do hope you sucked his cock for him and took a full salty load of his man juice, like a good cuck should? When I fuck your wife for you, and I will before too long, I shall expect you to prepare me for her, so I hope your cock sucking skills are up to scratch?"

I was about to reply when he sent,

"Now get her panties on, get one of her dildo's and then video call me back, I want to see you perform, to see if you are worthy of being allowed to prepare me to fuck your wife for you. If not, I have another little sissy sub I could bring along to do that job for you too."

I literally ran upstairs and fished the box of clothes Sally had bought for me out of the bottom of the wardrobe. I was just going to wear the panties but then decided I should put the stockings and heels on too. I sent a video message request back to Greg. He did not reply. I looked at myself in the full length mirror and ran my hands over the soft satin of the panties, my hard cock pushed into them.

As I admired the look of myself in the mirror, I could see the change in my stance because of the heels and then with the feel of the soft and sexy materials, my cock twitched. I watched as a bloom of pre-cum expanded on the black satin. I was so fucking turned on, I knew only too well that the slightest touch of my cock would have me exploding.

My laptop pinged to life and I could see Greg's thick tool fill the screen, his hand slowly pulling on it.

"Well, well, well little cucky boy, you really are heading down the sissification route. Does your wife know about this Daniel?"

"She... erm... she bought these items for me." I stammered back.

"Glad she knows what a little sissy boy you are then. She has good taste. Give me a twirl and then show me the cock you have to suck on for me."

"I bet your wife bought that for you too Daniel, to help prepare you for a decent cock when the time came." Greg said with a sneer, once I put the new realistic dildo in front of the screen, he continued,

"Show me how much you can take, show me how you will worship my cock when the time comes for me to fuck your wife."

I got on my knees in front of the laptop and held the cock in both hands as I went down on it.

"Gooood guuurl, goood little sissy guuurl." Greg said.

My eyes were watering as I sucked on the plastic phallus, taking it deeper than I ever had before.

My cock was just so hard in the tight, soft confines of the satin panties and I knew if I was to even touch it through the fabric, I would pump my seed into them.

"Uuuummm I can see your arse in the mirror behind you, you look good for a sissy Daniel, did you know that? I may even want to fuck that tidy little arse of yours. I bet you'd like that wouldn't you Daniel?"

As I came up for air I replied,

"Yes, yes I would like that."

"Well you have to ask properly Dan, using your proper manners and addressing me properly too."

"I would really like you to fuck my arse please Greg."

As I went back down onto the cock, face fucking it for all I was worth, Greg said,

"You should really start calling me Sir."

I looked up into the laptops camera, my mouth full of the huge, realistic dildo before pulling up and saying,

"I would really like you to fuck my arse please sir."

My cock was straining against the soft material, I really don't know where this totally submissive part of me had appeared from but I just wanted to please Greg right now.

"Does your wife wear dresses Daniel? I want you to show me her girliest of dresses please?"

I carried the laptop over to the wardrobe and began to flick through her dresses. She had some older ones, when she was slightly bigger and in her "riot girl" phase, tucked in the far corner. Sally always wore leggings with them as she is quite tall for a lady and always thought they were too short on her.

One in particular I always found so very sexy. It was very girly looking from a distance, black and pink with pink lace edging and pink ribbons and bows. Only up close could you see that the pattern was actually made up of snakes and skulls.

I held it up for Greg to see, already feeling a real mixture of excitement and trepidation at what I thought was coming next. I had seriously never and I mean never, thought of putting a dress on before but right now I was internally begging him to tell me to.

"That will do nicely Dan, put it on for me and give me a twirl, I want to see if that is the dress I may well fuck your dirty hole in." He said.

My hands were shaking as I took it from the hanger and undid the delicate buttons up the front of it. As I pulled it over my head, I felt my cock jump in my panties as more pre-cum escaped it. Once the dress was on, I ran my hands over the soft fabric and felt a tingle all over. My nipples were like bullets beneath the fabric.

Being taller and bulkier than Sally, it was a tight fit and it came up short on me. You could see the tops of my stockings, a little bit of the straps and I only had to bend a little to expose the satin of my panties. I liked what I could see in the mirror which again turned me on even more.

"Bend over Daniel, I want to see the view I will have, as I fuck your arse in front of your wife, as she pleasures her own cunt whilst she watches." As Greg finished saying this, I couldn't imagine anything I wanted more.

Greg continued,

"Now turn back and take your panties off."

Again I simply did as I was told, watching him slowly wanking his own cock as it filled my screen.

"Now little cuck boy, I want you to imagine your wife riding my cock as you wank your own little cockette for us both to watch. Imagine her cumming on my cock as I fill her with my hot seed and all you can do is pleasure yourself."

"And when you cum I want you to coat the inside of her beautiful dress with your mess. So when your wife gets home in the morning, from getting properly fucked by her real man, she can see what I made you do."

"I want your wife to see you as she will when me and her finally meet and I get to fill her with cum for you to eat. You, dressed as a sissy, in her lovely dress that you spoiled tonight with your watery dribble."

Every filthy, derogatory, humiliating comment that Greg made, turned me on more and more and I needed to cum so badly now. Somewhere deep inside me I also wanted my wife to see me like this and have the experience Greg had promised.

The feeling of the soft fabric of the dress over the tip of my shaft as I wanked simply added to the intensity and it did not take long before I came. Rope after hot rope of white, sticky cum spurted from me and coated the inside of Sally's dress. It was an intense orgasm and it was quickly followed by Greg's own explosion of cum on screen.

Once we had both recovered a little I said to Greg,

"Thank you Sir for allowing me to cum in such a way."

Greg replied,

"You are a quick learner Dan, I think me, you and your wife could have a very sexy time together."

"Well, she has already said she would like to meet you, well us both to meet you Sir."

"Well Daniel get it set up then, show her what a good submissive little slut you have been for me when she is done with her lover and let's get a date for you to submit properly to us both."

"I will Sir, thank you Sir."

And with that he was gone.

I stood and rubbed at my rapidly softening cock, gleaming what cum I could from it's tip before bringing my fingers to my mouth to enjoy my own creamy mess.

I was suddenly exhausted and lay on the bed, replaying the whole evening in my head. The next thing I knew my wife was lay by my side and kissing me softly on my neck and cheek as she whispered,

"It looks like you had just as good a time as I did my darling."

We kissed passionately before she said,

"I have a fresh load for you if you want it. Along with the remnants of several other loads."

"Fuck yeah." I replied quickly.

Sally glared at me and I quickly corrected myself.

"Yes please Mistress, I would like that very much."

Sally hitched her skirt up and straddled my face. Her thighs were very sticky from last night's deposits with a few fresh droplets here and there, I presume from this morning. My cock was instantly hard under the soft material of my wife's dress.

Her red silken knickers were practically soaked through at the crotch. It was definitely a mixture of both of their juices and the smell was intoxicating. I lapped at the damp material quickly before Sally pulled them to one side.

The smell intensified and my cock twitched some more. A huge white blob of cum dribbled slowly from the red and puffy lips of her well fucked cunt. I sucked it into my mouth before quickly swallowing it down.

"Why are you wearing my dress my little cum slut?" She asked in a firm tone.

Inbetween lapping as much of Mark's seed from her as I could I replied,

"Because he told me to, he told me you needed to know what a true sissy I was."

"I think I shall like this Greg, he seems to know how to take control. He certainly seems to take control of you, did he tell you to make your mess in it too?"

"He did Mistress, I hope you're not too angry with me?"

"Angry because you've dirtied my dress or angry because you've let a total stranger help turn you into a sissy bitch?" Sally said as she ground down hard into my face.

When I could I replied,

"Either Mistress, I never want to make Mistress mad with me."

"I'm sorry Daniel, once you started to put my panties and now my dresses on, you became a bit too pathetic to be truly angry with. Whilst not angry with you, you do need punishing in some way, would you agree?"

Again she smothered my face as she said this, to the point I was starting to struggle to breathe.

As she rose, I stammered out,

"Yes... of course Mistress... I should be punished."

Sally stood on the bed over me and made me help her out of her sodden knickers. She then turned around and crouched back over me on all fours, her arse in my face.

"Well to start, you can lick my arse clean of Mark's spunk and on Monday you can wear these panties you've just helped me out of, for work."

I dived into her crevice. She had obviously not showered since she left to spend the night with Mark and there was a certain muskiness added to the smell of his cum.

Sally pulled up the hem of the dress and blew over the tip of my cock. It felt amazing and I was inwardly begging her to take me into her warm mouth before she said,

"And you will not have any form of release now until we meet with Greg, when you can wear this exact outfit with the addition of those dirty, sticky knickers. Do you understand Daniel?"

As I quickly replied,

"Yes Mistress."

Sally licked along the length of my shaft before sucking the tip into her mouth. She then began to wank the base as she licked at my tip.

My cock twitched in her hand and Sally slapped at it, quite hard. It took me by total surprise and I let out a gasp before she said,

"I told you no release until you sort a meeting with Greg. It doesn't mean I can't make you WANT to cum, it means I won't LET you cum."

I quickly resumed my ministrations on her tight puckered ring, hiding my surprise at this further change in my wife's attitude towards me and our sex life. It was not unwelcome though and I actually found it both exciting and erotic to be treated this way.

After a short while she got off me and asked me to run her a bath, telling me I was not to change out of my outfit. I did as she asked and very soon Sally was luxuriating in a bath full of sweet smelling bubbles.

I hung around, not really sure what I should be doing in all honesty and then I was called back to our bedroom. Sally was naked on our bed and patted the space beside her, indicating for me to lie next to her.

"I could really do with a nap, I did not sleep much last night, I guess you didn't either all told."

Sally cuddled into me, one of my arms beneath her as she rested her head on my chest. Her hand lazily lifted the hem of the dress and she found my semi hard cock.

"Would like to know how well and truly I was fucked by Matt last night. Then maybe you can tell me all about you and Toby and then you and Greg?"

I was willing my wife to touch me, to wank me and make me cum or even better to actually instigate us making love. Instead she simply said,

"Let's nap first darling and then talk."