No Comparison

Heather continues to cradle me in her arms as the L-sized butt plug stretches my formerly S-sized booty hole. With my eyes closed I lean into her embrace as I concentrate on breathing slow and deep. At first my ass instinctively tries to bear down and push out the bulky silicone intruder but gradually I am able resist that urge and let my muscles relax.

The sensation of being plugged was so strange. There’d been a moment of discomfort as the fattest part passed through my anus but now that it was in there was nothing even approaching pain. Physically I simply felt…full. Stuffed. Packed to the brim in way entirely new. And with my senses buzzing that sensation hit double hard. It kinda felt like I had to poop yet it kinda felt totally different from that. Mentally though it wasn’t nearly so simple. All at once I felt horny, naughty, slutty, ****, and most of all…possessed. The plug inside of me was my Mistress’s plug. The fullness was her presence. The stretching I was feeling was so that she could fuck me. The penetration was Heather’s claim on that space. In all we’d done until now I don’t think I had ever felt so utterly submissive to her as I did right now.

“Hmmm. Ohhhmm.” I whimper softly, mewling in ways I would NEVER let another person hear, as I nuzzle into her neck. “I love you. Mmmm. I love youuuu.”

“Ohhh, Elliot.” She caresses my cheek. “I love you too.”

“Mmm! It feels…good.” I squirm and press even tighter to her soft flesh.

“I hoped it would.” She runs her hand down my body. I can feel her finger run around the crescent base that was snug between my bum cheeks before her hand comes back so that she could oh so gently play with my scrotum and balls. “Feels big, doesn’t it?”

“Mm.” I nod. “I’m so full. Oh wow.”

“You won’t believe how good it feels when you orgasm.”

“Whoooooo.” With each passing moment I was relaxing more and becoming more accustomed to feeling of being stuffed. “It’s nice. Hmmmm.”

Softly, softly her fingers stroke my scrotum. “Do you think you’ll be able to wear it for a little bit? Maybe…until bedtime?”

“I’ll try.”

“Good boy.”

“Heather?”

“Yeah, baby?”

“Is it going to stretch me enough for you?”

“Ohhh, Elliot.”

“I…want you to make love to me tonight. I don’t want to wait anymore.”

With a gentle kiss to my shoulder she whispers. “I know, baby. I want it too.”

“Mmm.” Sliding back down to rest over her lap again I gaze up into her loving brown eyes. “Heather?”

“Hm?”

“Did…you do this with Mr. Hutton?”

Her smile fades a little. “Baby…”

“Did I do as good as him? Is this what you did with…?”

“Elliot.” She stops rubbing my nuts. “Stop.”

“I just…”

“Don’t ever ask me to compare, okay?” Her voice is soft and understanding even as she chastises me. “You yourself asked me not to do that, remember?”

“Yes.” I say, feeling guilty I’d brought it up.

“You’re feeling jealous. You just want to be my best boy.”

I nod, grateful that she understood.

“You are my best boy, baby.” Laying a hand over my heart she whispers. “You are my man now. You are! Nobody else. Only you. That is all that matters. It is not a competition. You don’t need to compare yourself with anyone, okay?

“Okay.”

She teases at my hair. “I was his then. I am yours now. I love you both.”

“Yes, Ma’am. I’m…sorry.”

“It’s okay.” Her smile warms again and her tender stroking resumes over my balls. “Who loves you?”

I grin bashfully. “You do.”

“Correct answer.” She boops me. “You hungry, handsome?”

“Oh my God, YES!”

She giggles. “I meant food, you little horny toad!”

“Oh, uh, not really.”

With a chuckle she kisses my head. “Well I am.” Patting the base of the plug she says. “Let’s give this some time to work its magic. Hm?”

“Yes, Ma’am.”

Keeping me right where I was Heather uses the wipes and cloth from the nightstand to clean up the excess lube in the crack of my ass along with huge smear of precum I’d leaked out without even realizing it.

“Alright. Up you go. Careful now.”

“Ooooo!” I hoot as I rise to a sitting position, my weight causing the plug to shift and press deeper. The thing was grinding into my prostate and giving me an almost irresistible urge to start masturbating. “Oh my God I’m horny!”

“Good!” She says with a pat to my back. “Now get dressed.”

“I just got undressed!”

“In this house we have manners and etiquette. We dress for dinner.” She says. “And how am I supposed to make supper if you’re distracting me?”

“Yes, Ma’am.” I grin. “Jammies?”

“Nooo.” She chuckles. “Real clothes. You’re not some stray honey boy anymore. You’re my man now and I want you look the part.”

I sit straighter, my shoulders rising. “Yes, Ma’am!”

“I put your clothes in the dresser.” She points to the big double wide dresser. “Left hand drawers are yours. I got you some nice collared shirts you might want to wear.”

I turn…shudder as the plug twists a little…then give her a stern look. “You bought me more stuff? Heather!”

“Elliot.” She cuts me off. “I have some credit left at the consignment shop. It’s where I sold a lot of my old stuff.”

“Oh, well…good.”

Sliding in behind me she kisses my shoulder. “You’re so sexy when you worry.”

I turn and kiss her. “Thank you, babe.”

“Babe!” She giggles. “I like that.”

As she put on her bra and blouse I walk gingerly over to the dresser. Thanks to its butt filling girth and narrow stem there was no threat of it falling out but I could feel the pull of gravity pulling down on my anus. It felt so freaky and wild moving with it inside of me. I pause at the dresser just to run my hand over the smooth varnished oak. Her giving me half the dresser was yet another reminder that what we had was real and now. I belonged here. This was my home.

Opening the top drawer I stop. Taking out the glossy pack of brand new microfiber modal men’s bikini briefs I hold it up. “These were not bought at a consignment store.”

“I may have been a little bit bad.” She says without an ounce of shame. “But my guy’s package deserves the best.”

The best for me or her? Judging by the pictures on the front these things would cling to my package and ass, leaving very little to the imagination. Knowing that Heather wanted to see me in these meant that the answer was best for both of us. I had a red, a blue and a black to choose from. I choose the blue to match my plug. Though she was already fully dressed Heather waits to watch me put them on, a gingerly process full of ooo’s and ahhh’s thanks to the plug. They were every bit as snug as they looked but the fiber was soft, supportive and breathable. Very nice! And when I hear Heather let out a little “mmmm” as she stared at my ass I knew this style was here to stay. Purposely leaving my rock hard boner sticking straight out the top I spin around.

“They fit perfect!”

Her eyes widen as she sees my peeking pecker. “PFFF! He he he he!”

With a saucy grin and a wink I push my erection to the side and snap the undies over it to hold it in place.

The clothes were just what I expected based on Heather’s tastes. Strong classic colors, the style simple and timeless, and the trousers snug fitting. I wondered how she’d gotten my size so precisely until I remembered that she was doing my laundry. Of course those were details she would notice. I think what I appreciated the most though was that these were clothes for my look, my age, my personality and my build. She wasn’t turning me into another Alexander or Liam, she was shaping me into a better version of myself.

“I love them.” I say softly. “Thank you, Heather.”

“You’re welcome, my love.”

After giving my lover a little fashion show of the various items I settle on a bold red polo shirt and trousers as black as my hair. Even I had to admit the combination looked great on me. Casual yet classy, my fashion game had taken a big step up. Heather approaches me, looking like she might just throw me down and take me where I stand, to fuss as she always did. A tug of the collar, a fiddle of the buttons, a run of her hands over my chest and shoulders, Heather takes in every detail. Once she was satisfied she leans in and pulls a long breath through her nose.

“Mmmm.” She sighs. “Wow. Wow!”

As always she lifts my heart. Offering her my arm I say. “Shall we?”

“We shall.” She loops her arm into mine and squeezes to my side.

Feeling every inch the dashing gentleman I lead my lady out of the room and back to the kitchen, walking as suave and smooth as I could manage considering the raging boner stretching my briefs and the big plug crammed my ass.