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Soon after the New Year, I started working for Kara's dad. It went well, too. It was an entry-level position, but I was making more money than I had in construction and I didn't have to spend my days in the freezing cold, nor would I have to spend my summers sweating my ass off in the humidity.
It went well enough that I landed a minor promotion after my three month review. Kara's dad wasn't even involved in the decision, as he was far above me on the organizational chart at that point.
To celebrate, Kara suggested we go on vacation during her school's spring break. We chose a resort in the Caribbean, I made sure I could get the time off from work, and then we booked our tickets. A month later, we'd checked into the all-inclusive resort and were changing into our swimsuits to spend the rest of the day relaxing by the pool.
"Wow," I said as Kara stepped out of the bathroom without a stitch of clothing on and a bottle of sunscreen in her hand. "You look fantastic. I mean, you always look fantastic, but I think all that time at the gym is paying off."
In anticipation of our beach trip we'd both gotten gym memberships and spent the last month working out every day, and there was no question that Kara's body looked hotter.
"Why thank you," she said with a smile before slowly turning from side to side, putting on a little show for me before approaching and handing me the bottle. "Would you mind doing my back?"
Kara turned around as I popped the top on the bottle, squirted a healthy dollop of sunscreen into my hand and rubbing it over her back. I took my time - it felt good just to touch her - and she rewarded me with a handful of soft moans that ignited just a hint of desire between my legs.
When I'd finished her back, Kara spun around and smiled before taking her perky breasts in her hands and gently massaging her flesh. "Would you like to do the front, too?" she asked.
"More than anything," I answered.
"Go ahead, then," Kara said with a smile.
I squirted out a dollop of sunscreen, set the bottle down, and rubbed my hands together before reaching out and running my fingers over her upper chest. I slowly worked my way towards her breasts and took my time coating them in the slippery sunscreen. I worked her nipples a little, too, eliciting a moan from my beautiful fiancée and bringing my cock to life.
"That feels good," Kara said softly. "I love your gentle touch, Finn."
"And I love your breasts," I replied. "They're truly perfect, Kara."
She smiled and reached out to tease my cock - which was now stiff - through my underwear. I ran my hands down her stomach to make sure she was fully protected from the sun and then returned to her breasts as we stared into each other's eyes.
"Do you want me, Finn?" she asked.
"More than anything," I answered.
Kara lowered my boxers and wrapped her soft, delicate fingers around my cock. She stroked my while I played with her perky, sunscreen-coated breasts and rolled her nipples between my fingers. "Get on your knees," she demanded.
I fell to my knees without hesitation and Kara grabbed a handful of my hair. She stepped closer and pulled my lips to her pussy. I pressed my tongue between her labia, tasted her juices, and turned my attention to her clit. I massaged it gently while looking up at the beautiful woman I so desperately wanted to please.
"Mmm, that's a good boy," she said.
I moaned. Kara had recently started calling me a 'good boy' when I offered my submission and I couldn't get enough of it.
"You like being a good boy for me, don't you?" she asked.
I nodded as best I could while licking her clit and she smiled while staring down at me. My cock was hard as a rock and some part of me hoped that Kara would grant me the pleasure of being inside her, though I suspected that wasn't in her plans.
"I bought you a present," Kara said. "Would you like to see it?"
I nodded once more and she stepped away and moved towards her suitcase. I watched from the floor and saw her pull out a small black bag with a drawstring. There was no indicator of what the bag contained, though.
"Get up," she instructed. "Get on your hands and knees in the bed."
My pulse quickened as I did what she desired. I looked back as Kara moved behind me and loosened the bag's drawstring. She reached inside and smiled at me as I wondered what she'd bought for me and why I needed to be on my hands and knees to receive the gift.
Kara pulled a small, shiny silver ribbed butt plug from the bag and held it up as her smile took on a giddy quality. I felt my asshole tighten instinctively at the notion of being penetrated, but Kara made no move to put the plug inside me.
Instead, she came around the other side of the bed, leaned over, and kissed me. Her tongue entwined with mine and she moaned, quickly wiping away my nerves and restoring a sense of overwhelming lust that was in part fueled by the fact that I hadn't cum in a week.
"Do you know what this is?" Kara asked as she held the toy just a few inches from my face.
"A butt plug," I answered.
"And do you know whose ass this toy is going to plug?" she asked.
"Mine," I said.
Kara smiled and kissed me again. Despite my apprehension about wearing a butt plug - and taking anything in my ass, really - the kiss was wondrous. It was slow, soft, and sensual and it featured a great deal of tongue. It made my dick throb, too.
"Will you wear the plug for me?" she asked. "Will you give me your ass?"
That part - the second question - made her face light up. It was clear that was the appeal of the plug to Kara, and it also helped clarify why I would offer no objection to wearing it. Giving her my ass was a form of submission, and thinking of it in that manner shifted the notion of wearing the plug from a little scary to more than a little arousing.
"Yes, I'll give you my ass," I answered.
Kara rewarded me with another kiss, this one more passionate than the last. She moaned as her tongue danced with mine and I joined her in that expression of pleasure.
"That makes me so happy," Kara said as she crawled into the bed, reached down, and slipped the butt plug into her pussy, soaking it in her juices. "Taste me," she said softly after pulling the toy from between her labia and holding it in front of my mouth.
I leaned forward, wrapped my lips around the slender plug - a quality I was thankful for - and sucked her sweet juices from it.
"That's a good boy," Kara said. "Suck the naughty little toy that's going to go in your ass. Get it nice and wet with your spit so I can slide it inside you with ease. Make it easier for me to take your ass, Finn."
I sucked with wild abandon, and I'll be honest, it was really hot. Kara moved the plug in and out of my mouth and I kept my lips sealed tight while swirling my tongue all around it. I wanted to make her happy - to offer my submission - but I was also motivated to make sure the toy was well-lubricated before it went inside me.
Kara pulled the toy from my mouth, grabbed my hair, and pulled back so I was looking up at her. "Are you sure you want to give me your ass, Finn?"
"Yes, I'm sure," I said as submissive pleasure coursed through my body. "My ass is yours, Kara."
Her smile was so beautiful, indicating the kind of happiness that I yearn to make her feel as often as possible. "You're such a good boy," she said, sending a shiver of pleasure down my spine. Kara backed out of the bed and moved behind me. "Spread your ass cheeks," she instructed.
I dropped my head to the bed and reached back to spread my ass cheeks with both hands. Kara spit on my ass and used the tip of the plug to rub it over my hole. I tightened up a little, but a deep breath was all it took to release that fear-based tension.
"Are you ready?" she asked.
"Yes," I answered.
Kara pressed the tip of the plug against my asshole and applied gentle pressure. I closed my eyes and winced at the mild sense of pain emanating from my anus. My body opened up for her as Kara slowly filled me with the plug.
"How does it feel?" she asked.
"It's not bad," I replied. "It hurts a little."
She rubbed my ass and asked, "Do you want me to stop?"
"No, Kara, my ass is yours," I answered.
She lifted her hand from my ass cheek and brought it down hard. I yelped from the pain - and the surprise of the sudden swat - and my asshole clamped down around the toy.
"Mmm, so tight," she said. "Take a deep breath for me, baby. Take a deep breath and let me fill your ass."
She was so into it. I could hear it in her voice. She was turned on, either from the act of filling my ass with a butt plug, or simply because I was willing to let her do so. I suspect that my submission to her desire - no matter how much discomfort it caused - was what really turned her on.
I took a deep breath and tried my best to relax. Kara pushed more of the toy into my asshole, and then the thickest part of it slipped inside me. I was plugged. My ass was full.
"How does it feel?" Kara asked.
"I...it feels good," I answered. "Being plugged...being filled for you...Kara, it feels really good."
She released the plug and smacked my ass with both hands. Again she caught me off guard and again I cried out from the pain. It wasn't just pain I felt, though. There was pleasure beneath it because I could actually hear Kara moan, like delivering a swift blow to my ass turned her on.
I heard the distinct sound of her masturbating and looked back to see that Kara had two fingers in her pussy as she stood behind me. It was such a turn on to know that my submission - my offering of my ass - had gotten her so wet she just had to finger herself.
"Your cock is leaking," Kara noted as she reached out and gathered the precum dripping from the tip of my dick. "Fuck, I love that your cock is leaking, Finn. I love how much this turned you on."
She came around the other side of the bed and pushed her slippery fingers into my mouth. I sucked my precum off of them as she slowly, gently fucked my face, all while masturbating. I felt beautifully submissive and vulnerable on my hands and knees with a plug in my ass and her fingers in my mouth and in the moment I felt as though I would have enjoyed remaining there forever.
"Get on your back," she instructed.
I rolled onto my back and Kara mounted my face. She dropped her pussy onto my mouth, grabbed her breasts, and began to ride me. I put my tongue to work, probing her pussy and licking her clit as I could, but it wasn't necessary. Kara was fucking my face like it was a sex toy for her to grind on. She was using me, and it felt spectacularly good.
Her wetness coated my face as she rode it and it seemed that she was quickly barreling towards an orgasm. My cock remained stiff but untouched, though I didn't find that disappointing, as it simply felt like an act of submission to tend to her needs without pushing for mine to be catered to.
"Mmm, baby, I'm close," Kara said as she reached down and grabbed a handful of my hair while vigorously grinding her pussy on my face. She lowered more of her weight onto me as she did and all of a sudden I was being smothered. I felt a touch of fear, but for the most part it was incredibly hot, especially when an orgasm ripped through her body just a few moments later.
Kara released her grip on my hair, arched her back, and rolled her head towards the ceiling. Slippery juices dripped from her pussy and her thighs trembled around my head as she came hard.
"Well, that was really something," Kara said as she slid back and sat across my chest.
"Yes, it was," I replied.
She laughed joyfully, climbed off of me, and laid in the bed next to me. We shared a handful of remarkably soft, tender kisses before she wiped some of her juices from my face and then wrapped her fingers around my cock.
"I'm sure you'd like to cum," she said, "but I was thinking it would be more fun if you waited. How would you feel about that?"
"I'd be more than happy to wait," I replied.
I was rewarded with another kiss before Kara got out of the bed and said, "Then let's put our swimsuits on and head to the pool."
I sat up and felt the plug move a little in my ass. "What about the plug?" I asked.
Kara looked at me and offered a devilish smile. "Oh, that's staying in. I can't tell you how much I enjoy knowing it's inside you. Now come on, put your swimsuit on. I want to go for a swim."
I honestly had no inclination to argue with her about the plug. I loved that she enjoyed it being inside me and that I could show my submission by wearing it for her. Plus, domination turned Kara on, and I was all for her being turned on as often as possible on our vacation, an approach that would end up paying dividends for both of us.