The Wife Ch. 03

To Whomever the Hell this Is,

The morning after that night in the hotel, was like waking up on the day after the last day of school. All the excitement and fun was over and you're excited to be done with all that bullshit, but now you don't know exactly where to go next and you already miss you're old friends. Tom was still there when I woke up, which honestly surprised me. I'd done my share of sneaking out early.

"Good morning, sunshine," he said with a smile. "Sleep well?"

"I don't remember the last time I got such a good night's sleep," I yawned, sitting up. As I did, I noticed that my ass was sore and painful to movement.

"Take it slow, love," Tom said, noticing my pain. "You took it well last night, but it takes sometime to get used to the feeling. Took me quite a while."

"I didn't even think about that," I said. "It's this painful each time?"

"No," Tom said. "After a while, it's just a normal feeling. Like wearing socks, the first time is a weird feeling, but after a while you hardly notice. I usually have to prepare before I let someone near there."

"How do you prepare?" I asked.

"Well, usually I give myself a deep cleanse with a douche. I spray water into my ass to clean it," he added noting my confusion. "That usually stimulates my ass enough, that a little foreplay relaxes it further, but it's far from my favorite. I usually like to top."

"Top?" I asked.

"Yeah, I like to be the one fucking, and in charge," he said. "Bottoms usually like to be more submissive, and more commonly, the one getting fucked."

I nodded. All this new information to take in, where when I had tried sex with women, it had always been assumed of vanilla sex. I'd never experimented before. Thinking back, maybe I should've. I could definitely tell that I liked having something in my ass, despite the pain.

"You have a lot to learn, love," Tom laughed.

"Are you going to teach me?" I asked, smirking in a way I hoped came across as flirtatious.

Tom laughed. "You got to work on that a little, love, but yeah, I can be your teacher. First lesson, how to eat morning sausage."

He pulled down the covers to reveal his semi hard dick. My heart jumped into my throat catching me mid breath. Goddamn how is it that big? I thought. Even semi erect it was still bigger than me at full mast. Before then I might've been intimidated, instead I was salivating at the sight and my ass gave clenched despite it's soreness. There could be no more doubt.

Tom leaned back into the pillows, presenting himself openly. I leaned in, taking him into my mouth. The familiar taste greeting me. His cock grew in my mouth, reaching for the back of my throat. I gagged again, pulling back. However this time I recovered quickly, my desire overwhelming. I went down again, pushing to overcome my gag reflex, clenching my throat and holding my breath. I got further but not by much before having to reel back, coughing up my lungs. Tom just chuckled.

"Your desire is hot as fuck babe, but you can't force it down like that. You need to relax, ease into it. Especially if you want to take it all."

"I...am...relaxed," I managed unconvincingly.

"Mostly," Tom said. "Here."

He sat up onto the edge of the bed.

"Get on your knees here."

My heart skipped another beat at the command. I slid off the edge of the bed and knelt at his feet. The hotel carpet was soft providing some cushion to my knees and feet as I sat on them. My head sat a little above his waist so I had to look up to see his face and look down to see his dick, which was throbbing. As if it was waving at me, beckoning me to take it.

"Now, take a deep breath in and hold it," Tom instructed.

His tone was calm and sultry yet demanding of every bit of my attention. I wanted to do nothing more than exactly what his voice told me to. He knew it too. His eyes never leaving me as I held my breath. His green eyes staring intently as if waiting to steal the breath in my lungs.

"Now breathe out," Tom said. "Slowly."

I did and I felt a wave of warmth flow over me. The feeling only grew as he instructed me to repeat his little breathing exercise. His hand reached out and stroked my hair, using the back of my head as leverage to lower my head towards his crotch.

"Once more baby, breathe in," Tom said.

This time as I breathed in, I fully took in the sensation of his smell. He had a manly musk that sent a shiver through my blood. His smell was intoxicating and when I breathed out, the sensation lingered. My body comfortably numb feeling only his hand on my head, my senses drinking in his musk sending heat to my own throbbing erection.

"Now slowly, take my cock and move it down your throat, breathing in," Tom instructed. "Focus on your throat. Relax it as my cock goes deeper."

This time as I took his cock in my mouth, I breathed in, noting his sweet smell and the salty taste of his precum. When his cock reached the back of my throat, I tried my best to relax it, swallowing it into my throat. Tom's hand tensed, holding my head in place, his cock now fully in my throat. I could feel his balls on my chin.

"That's it baby. Now breathe out through your nose and ease back slightly," Tom said, his voice smooth but filled with pleasure. "Don't let it fall out and repeat."

I moaned as my breath escaped through my nose. I felt his cock grow harder if that was possible as it slid back almost out of my throat. Then Tom's hand pushed down gently, guiding me back down to the base of his cock. I felt a wave of excitement with each repetition of the move. I could still feel my gag reflex but I found it easier to ignore as I began to bob faster and faster. Eagerly taking in every inch of his massive cock. I could hear him moaning with pleasure each time I went down.

"Oh, fuck baby," Tom moaned. "You are a natural cocksucker."

Those words sent a pulse of pleasure through me. I didn't think it was possible for me to get anymore excited, I couldn't take it anymore, I stroked myself as I sucked him. Tom moaned again. I looked up and made eye contact with him. His eyes dazed but enjoying the sight of me. I almost came just from that, but I wanted to wait. I wanted him to cum first. It didn't take long after that as I felt him tense up and he pulled my head down firmly shoving his cock all the way down, his balls clenching against my chin and he unloaded his cum directly down my throat. I had no choice but to swallow, feeling the warm, creamy liquid slide down.

The sensation caused me to want to cough but I didn't pull back, even with Tom's hand holding my head in place. It was enough to send me over the edge and I felt my own cock stiffen and shoot a load all over his the carpet. He finally released me even before his balls were finished unloading and he fell back, his cock popping out of my mouth leaving a spurt on my tongue and two across my face. I sat in my knelt position pleasure still washing through me. I could feel the cum dripping from my cock onto my legs and Tom's slowly drip down my face, hanging from my chin. Tom recovered from his orgasm and sat up to enjoy his handiwork.

"Holy shit, love," Tom said. "That was hands down one of the best blowjobs I've ever had. You look so fucking sexy I can't take it."

He picked me up from the floor and bent me over a nearby chair. Spreading my legs. My ass protested but I ignored it, my only thought of how hot it was and how badly I needed him to fuck me.

"Ooh, fuck." I moaned as his finger massaged my hole again. "Fuck me. Fuck me please."

I begged. I needed him inside and he knew it, teasing my hole with a circular motion. Watching me squirm. It felt like forever, me begging him to stop teasing and fuck me, and when he finally did, my ass opened as if welcoming his cock home. The soreness melting into pleasure as he firmly pushed his cock all the way in. I could feel everything as he moved in and out, faster than he had the night prior.

I cherished every thrust as I felt another orgasm building in me.

"Use my ass," I pleaded. "Fuck. Fill me with your cum."

"As you wish, love," Tom said. "You sexy little slut."

A new word I could barely process, but drove me crazy with pleasure. He picked up speed, fucking me like I was his own personal hole. Each thrust I felt him tense a bit more, feeling so full. Tom gave a low grunt.

"Oh shit. Oh SHIT. FUCK, here it comes baby. Here it comes. I"M FUCKING GOING TO..."

He couldn't finish as he tensed up, driving his cock into me with one final thrust. His cock deep inside, hips on my ass, he unloaded a load of cum deep inside me. The warm feeling spreading from my ass to my head as I had a weird experience. Like an orgasm without much cum actually leaving my own cock. The pleasure overwhelming.

We sat there like that for a moment. Tom's cock slowly softening inside me, his cum leaking out of the seams of my ass as it did. His cum smearing on my face that he had left while he fucked me, as I sunk face first into the chair. Hanging over it like a used towel.

Eventually we sunk back onto the bed, exhausted. Cuddling up against his chest, I absentmindedly ran my fingers, exploring his body. His cock completely drained still half erect, was tantalizing me. I ran my fingers over the head, where it was wet from his cum. How he had so much that he could fill my throat and my ass in one morning filled my thoughts.

"Careful," Tom chuckled contentedly. "You're going to get me going again and I'm not sure I have anything left in the chamber."

I groaned.

"But it's so fucking good. I want to play with it all day."

"Unfortunately we can't all day," Tom laughed. "We should get cleaned up before we miss check out. I have a flight to catch anyway."

"A flight?" I asked.

"Yeah," Tom responded. "I travel a lot for work. That's why we are in a hotel and not my own bed. I got to say, though. This has been one hell of a stay."

"Oh," I said, barely hiding my disappointment.

"Don't worry, love," Tom reassured me. "I come through this area a lot and I expect to see you next time I'm here. Give you plenty of time to practice some of your newfound skills."

Some deep part of me wanted to follow him wherever he went, but reason was starting to replace my satisfied lust. That wasn't a good idea. I had a life here and while it had been fun, I had only just met him. It just wasn't realistic to fuck all day, despite my desire to otherwise.

"Are you telling me to practice without you," I smirked again. "Without my teacher."

"You are insatiable," Tom said. "Just as long as you answer my call when I'm back. I can't wait to fuck that ass again."

We flirted a bit back and forth as we got cleaned up, but when the time came and Tom left and I began making my way back to my apartment, I felt a strange sense of longing. I wanted more but beyond that, it felt strange that after all this time, it was so easy to embrace this new side of me. One minute I'm dating women and the next I'm bent over a hotel chair, and I didn't even blink. Like slipping into comfortable clothes after a long day. I had finally found something I didn't even know I was searching for. I was ready to begin my next chapter.

I wanted another encounter. Tom did say to practice. So I made another ad, this time including the picture I had taken for Tom. It didn't take long for the replies to start flooding in. What did take sometime however, was weeding out the bots and flakes, which was a surprisingly high number of my replies. It was weeks before I found a reply worth pursuing.

It was a Monday morning, I was growing frustrated as my horniness grew and each day passing only added to it. I was just about ready to give up on the ad altogether, but as luck or fate would have it. There was one more reply waiting for me. I opened it and my heart did a familiar skip in my chest. The first thing I noticed was this man was incredibly fit and muscular. Almost as if he had been plucked from a model magazine. He could be the definition of eye candy.

His face was hidden, and he wore a pair of boxer briefs that were tight enough, I could see the bulge of what he was packing. It was huge and that was before he was hard, as it was mostly flaccid in the picture. I spent so much time focusing on the picture, I almost didn't read the message.

'Hello, sexy. Want to play with your new daddy.'

My cock stiffened. If this man was real, I'd call him daddy. I'd do almost anything for a taste of him. The idea was a major turn on. There was a small part of me that thought this could be another bot, but after a week of no luck, what could it hurt to try one more.

'Hello, daddy.' I responded, shaking with excitement. 'I've been looking to play with someone.'

'I've been looking for someone to play with too. Not many follow through though.'

the man said.

'I will do whatever for a look at that cock,' I replied, only semi surprised by my newfound confidence.

'Anything?' the reply came.

'Anything daddy,' I typed.

'Even wearing this?' An image popped under the text. It took me a minute to understand. The same man, same bedroom now stood in the photo, holding a pair of panties and a bra. 'It's not often I find someone who will look good in these. How about you come model these for me. Show Daddy what he's getting.'

I was frozen. Split between a panic attack and excitement. I couldn't help but imagine myself in them and the more the thought played out, the more excited I became. On the other hand, I kept thinking, this is moving too fast. I only just learned I like men, was I ready to reopen more of the door? A new message flashed, bringing me to reality.

'I'm waiting,' it said.

I typed my reply in a haze, fully aware of what I was about to say. Nothing to stop me as I hit enter.

'Yes, daddy.'

Sincerely yours,

Linda