The Start of the Affair Ch. 03 - Escalation

The Start of the Affair 3 - Escalation

For the backstory to this, the third instalment, see:

Part I:

And Part II:

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After that night when Rosy watched as I fucked the cum out of Marcus (her bottom gay husband), her messages to me became even more intense and frequent.

"I couldn't help but pleasure myself while you pounded Marcus. I imagined myself in his place. Such a lucky sissy bitch that husband of mine is!"

As was now our custom, Marcus didn't communicate with me directly, but only through Rosy, who told me what he was thinking and doing.

"Marcus loves the way you fill him up. Its hard to stop him from constantly masturbating thinking about you. But I manage to make sure he saves all his cummies for you."

And of course, there were the snaps of Marcus in various stages of undress, showing off his cock and ass, maintaining himself, being kinky, that Rosy sent my way.

I really enjoyed this experience and being intimate with this couple who had to maintain the facade of a 'normal' marriage and did love each other and accept each other in a way 'normal' couples just wouldn't.

I also found a change in the messages Rosy would send me. Previously she mainly sent texts and snaps. But after our last session she also started sending me lots of audio messages describing how longingly Marcus yearned for another sleepover. She had a really nice voice - the kind that gentle rustles and is very soulful and sweet.

Rosy also set up our next playdate. Luckily a long weekend was coming up with Friday off, so she suggested Thursday and I eagerly accepted. Same time (around 6 pm) at their apartment.

In the days that led up to Thursday, Rosy kept sharing updates on Marcus with one important difference. Now she was also in the snaps. She shared a video of her shaving Marcus clean and another of her moisturising him and a third of her inspecting his crack and doing additional yard work. "Oh look, he is hard for you!" She'd gleefully remark as she continued to maintain her smooth sissy gay husband and prepare him for being ravaged by a hairy buff macho hunk.

I really got into the whole scenario Rosy was creating. She was a great story teller and very charismatic.

When Thursday arrived I could barely wait till the work day was over so that I could head to Rosy and Marcus's place for our play date. It took all my willpower to keep my boner down at work. And it didn't help that Rosy kept sending me updates on the day.

When I rang the doorbell at their place I was rearing to get going. Rosy greeted me at the door with a warm kiss and a hug. Marcus was soon joined us and he and I kissed right in front of her in the hallway. She put her hands on my shoulders and Marcus's shoulders as we shared that hungry kiss.

"You boys seem like you want to get to business right away" Rosy remarked.

"Come, follow me" she said while taking both of us by one hand each and leading us to the bed room. I noticed this time Rosy was informally dressed - not the black cocktail dress she wore last time - but a pair of short shorts a small white blouse and fluffy socks.

My attention was primarily on Marcus and he wore this delicious sleeveless black T and fitted silver silk boxers with the by now customary anklet (a kink Rosy learned I loved). I just wanted to get him to bed and fuck all the cum out of him like I had done the two previous weekends.

When we got to the bedroom Rosy dimmed the lights and sat down unobtrusively on the corner couch and Marcus and I got to it. I slipped off his shorts and teeshirt and kissed him on the neck and chest while caressing his back and butt with my rough hands. He melted into me as my clothes came off and we stood making out passionately our cocks rubbing into each other. He ran his smooth hands over my back and shoulders and we shared a long kiss.

I was, however, this time more aware of Rosy's presence. Her white blouse made her more visible in the dim light but it wasn't just that. The fact was Marcus was exquisitely prepared by Rosy for me and she put so much effort into making sure he was perfect for taking my cock.

I wanted to put on a better show for her this time. To fuck her husband in a way that would please her more. To give her something even better to masturbate to.

So once I was ready to fuck Marcus I put on a condom and told him to get on all fours on the bed.

He complied and I stood on my knees behind him and moved him so that we were angled towards the couch where Rosy was sitting watching us. I wanted her to see our faces as we did it. My goal now was not just to fuck the cum out of Marcus but to drive Rosy wild as well.

I penetrated Marcus's boy pussy in one steady thrust holding him firmly. He moaned and whimpered as my cock realigned his hole to make way for itself. His head faced downwards towards the bed but I kept eye contact with Rosy who stared lustfully at the scene before her - her sissy bottom husband being fucked up the ass by a dominant top who wouldn't stop till that useless man of her was spent and limp and would keep fucking him even after that point. She was the architect of this whole scene. And while I imagined I was in control the truth was she had seduced me into fulfilling her fantasies much as Marcus was fulfilling mine.

I pounded Marcus's hole with abandon once he had adjusted and my grunts, his squeals and slutty moans, and the slapping of our flesh, echoed in the room. Marcus had such a lovely hole. This was also due to Rosy who rationed his sexual exploits and prevented him from anal masturbation with large toys.

Rosy continued to gaze intently at us as the pounding continued. Marcus's body became tenser as his sissy prostate orgasm started to build. And he moaned loudly as he came for the first time, leaking a load of his boy clit cum onto the sheets. There much more to be fucked out of him and I didn't stop for a second or ease up and kept drilling him with almost mechanical precision and predictability.

At this point I noticed that Rosy had dropped her shorts and taken off her blouse. She had perky tits, a curved figure, slightly muscular legs and a clean shaved pussy barring for a bar of pubic hair. She masturbated while watching me continue to fuck her useless husband. So now both husband and wife were getting off on my actions. The husband directly from the force and pressure I was applying to his male g-spot and the wife from watching me ravage her sissy gay fuck toy of a husband in front of her.

Soon Marcus came again as I continued my fucking of his boy hole and Rosy became flushed as she approached her own orgasm. I didn't stop even to catch my breath for I knew Marcus had 3-4 cum loads in him based on our earlier fucks and I wanted Rosy and her husband to cum together. This happened as Marcus leaked out a third load from his sissy cock and trembled and moaned as he expelled the last of his seed a few minutes later. Rosy too seems to have cum and had slown down the tempo of her masturbation.

I was now approaching my own orgasm and got ready to unload. It still took me another five minutes of fucking Marcus after he went limp but then I shot load after load deep into the condom while lodged deep inside Marcus's boy cunt.

As my cum shots subsided I embraced Marcus and enveloped him with his body collapsing face forward into the bed, the sheets below already soiled with his sissy boy juices.

Rosy walked over to the bed her pussy lips engorged and her face still slightly red and sat down on the side. She gently ran her hands over my neck and back and hugged me and Marcus as we lay enmeshed in each other. I turned around towards her and we kissed and Marcus turned around as well as soon the three of us were passionately making out with each other. She and Marcus both paid me attention and Rosy and I paid Marcus attention and Marcus and I paid Rosy attention. The three of us made post-coital love to each other and it was an amazing experience to have two pairs of hands, lips, and legs, caressing, embracing, and enjoying you at the same time.

After an hour of this I started feeling horny again.

Rosy got a fresh condom and lube ready and stayed on the bed with Marcus and me as I pounded him again. I asked Rosy to lay down and she did. I then moved Marcus in a doggy position so that his face was towards Rosy's pussy. Rosy pulled her husband's mouth down onto her clit and pussy and he gave her oral while I fucked him up the ass. Marcus and Rosy both came again. We did this two more times before finally collapsing into sleep exhausted from our exertions.

Marcus lay to one side of me and Rosy to the other and they both lovingly embraced me and I them.

What had begun as a curiosity-driven connection had turned into sexual experimentation and now we had escalation to an MMF threesome.

Little did I realise that Rosy, Marcus and I, were on the path to becoming a throuple. When I was with Rosy and Marcus I had a sense of completion - and that is where Rosy had been leading us all along.