Boring Wednesday

It’s been a very dry couple of days. Work has kept me busy, and none of my sugar daddies needed my company. I had to take matters into my own hands. I was feeling extremely horny because I have not had an orgasm since last Friday.

Dressing up in lace and silk always gets my juices flowing. Today, I decided to go with my lavender baby doll and a matching silk robe. I stripped down from my over-sized t-shirt and admired my ample bosom in the mirror. Then, I slowly put on my sexy lingerie. Even as I was putting it on, I could feel myself getting aroused.

I laid back on to the bed and got comfortable. It has been a while since I had sex with Jake. Seeing him in the office daily and imagining taking his dick inside my tight wet pussy was left me wanting.

Jake loved toying with my pussy. I took out trusty my pink rabbit and started to slide it up and down the slit of my moist pussy. It felt like Jake’s dick was teasing the outsides of my pussy. I turned on the switch and boy, the vibration felt good. The soft vibrations were muffled by my pussy lips as I pressed the vibrating tip against my clit. My pussy was growing increasingly wet with my pre-cum.

I sneaked the tip of the vibrator in, just like how Jake would normally tease me. Sliding the tip in and out of my pussy just made my craving for dick a lot worse. I could no longer wait to take Jake’s big dick inside me. I slid the vibrator all the way in, putting the rabbit in contact with my clit as the vibrating tip massaged my g-spot. The combined pleasures was bringing me to heaven.

Thrusting the vibrator in and out of me quickly made it feel like Jake was pounding me missionary style. I steadied the quick thrusts and raised my hips to meet the vibrator as I slid it in. I was really getting worked up with the constant thrusting. With the dual pleasures of the rabbit against my clit and the vibrating tip against my g-spot, I could feel the pressure against my bladder as my orgasm drew near. I stuck the rabbit all the way in again and held it against my clit. I was going crazy with all the pleasuring and within a few seconds, I squirted out onto the vibrator and the bed.

Surely, after such a long dry spell, one orgasm was not going to be enough. I turned around with my face on the bed, positioning myself for penetration doggy-style. I continued to pleasure myself my sliding the rabbit in and out of me from behind. I love getting fucked by Jake from behind. Fantasizing about Jake pounding me from behind made me moan loudly.

I was ready to squirt again with the continuous thrusting of the pink dildo. I grabbed my left breast and squeezed it over my lingerie. I felt the hard nipples over the baby doll and started rubbing them in between my finger tips. I started to lose all conscious thought as my mind just wandered into fantasy land where Jake continued to pleasure me from behind.

I pressed the rabbit against my clit once again and the strong vibrations sent pleasures throughout my body. My body completely tensed up and without any warning, my knees buckled as I had a second super orgasm for the night. I laid down in bed with the vibrator still in my pussy.

The two orgasms tonight was amazing and I promised myself that I am not going to wait this long again before letting Jake fuck me. No amount of masturbation is going to beat the feeling of a hot muscular body sweating against my big breasts as my pussy gets pounded. I made a mental note to make sure I get some dick inside my pussy this weekend. Damn, it has been a dry week.

 

Weekend Business Trip…

The business trip last weekend was a short but enjoyable one. Jake and I only had 2 business meetings, but they were extremely important. Negotiations were tense, but amicable. Watching Jake at work is a joy. His finesse at handling aggression and sheer intellect is a huge turn-on for me. During various points during our meetings, my mind could not help wander into thinking what he would do after he saw me in the outfits that I picked out for him.

I am sure he would think that the money was well spent. I got sexy monokini for our sexy time in the pool while the black deep-V bodycon dress was for dinner. I really love how both outfits accentuated my assets. Getting Jake’s approval for these outfits pleased me as well. I am glad he agreed that I brought my A-game.

Having been in our tense meeting, I could not wait to get into take a dip in our private hotel room pool to release some stress. I also couldn’t wait to get into the monokini that I got for Jake. I quickly slipped out of my office wear and heels as soon as I got to our suite. Jake was a little surprised at my eagerness to get naked. Within seconds, I was already in my black bra and matching thong. Jake just gave me one of his mischievous stares without saying a word. I unhooked my bra and slid off my thong and escaped into the room as he removed his jacket.

I emerged a couple of minutes later in my white swimwear and Jake was already in his boxers standing at the room door. I guess he could not wait to release some steam either. He admired my ample bosom for a couple of seconds before pulling my waist close to him. Looks like I was not going to make it to the pool.

As he kissed me on the lips, he ran his fingers straight down my exposed spine, sending tingling sensations throughout my body. He slid his left hand into the bottom of my swimsuit and caressed my ass as he continued to kiss me passionately. Feeling his tongue in my mouth was making me wet. He is an amazing kisser. One of the best I have had.

Just as I was swooning from all the passionate kissing, Jake broke our locked lips and started focusing his attention on my neck. I really love neck kisses. They drive me wild. He gently nibbled at my neck and licked upwards towards my ear. Listening to his hot breath in my ear as he nibbled it was making my knees weak.

One of the things that I really admired about Jake is that he always took his time. He was never in a rush to stick his dick inside me. I think he sensed my weakening knees. He pushed me against the wall for support and lifted my arms over my head and pinned them there. He continued to enjoy licking every inch of my chest and peeled my swimsuit apart to gain access to my already hard nipples.

With each lick and suck on my nipples, I let out a quiet moan, asking him for more. He gave equal attention to both breasts, licking them carefully, wetting them with his saliva while twirling my other nipple with his fingers. My moans grew louder as I could feel my pre-cum wetting my pussy lips.

I could see the bulge underneath his boxers. Thinking about his rock hard dick turned me on even more. He pulled down my swimsuit below my waist and let it drop to the floor without even lifting his mouth from my nipples. I grabbed his hair tightly with my moans growing increasingly louder.

I reached downward and stroked his erect penis over his boxers. Boy, was he hard. Jake ordered me to take off his boxers. I kneeled down and slid them off his waist, kissing his muscular abs on the way down. As I reached his big hard dick, I recalled my punishment just yesterday. I thoroughly enjoyed having him shove his dick in and out of my mouth.

I took as much of his 8 inch dick into my mouth as I could. And sucked in it like a popsicle. I started sliding my head up and down his dick, making him moan in pleasure. It makes.me horny when I give Jake pleasure. I was determined to make him explode all over my face again. As he was getting close he pulled my head out and stopped me.

He held his monster cock in his right hand and gave a couple of slaps on my cheek. He guided me to the bed and pinned my hands down above my head before tying them up to the bed posts.

I knew I was in for trouble as he proceeded to blindfold me and spread my legs wide. Being at his mercy made my pussy juices flow. He went straight to work by licking away at my clit and pussy slit. Every so often, he would dart his skillful tongue into my hole and this would make me moan loudly. The intense licking was driving me wild, as I instinctively tried to press my legs together.

Jake forcefully pinned my thighs down and kept licking up and down my slit and sometimes all the way down to my anus. It felt freaking amazing. I was quivering uncontrollably after a few more good licks on my clit. I screamed out in sheer pleasure as Jake slurped up my pussy juices.

Before I could recover my senses, I felt the thick tip of Jake’s penis pressing against my doors of heaven. He was toying with me, sliding the tip in and withdrawing it. With each stroke inside my pussy, he went just a little bit deeper. Even blindfolded, I could tell Jake was smiling at how helpless I was. He wanted me to beg for his big dick.

My loud moans invited him to maintain a steady rhythm. Jake lifted my ankles above his shoulders and my butt along with him to give himself full access into my pussy. I could feel the shaft of his full hard-on rubbing on my g-spot. I can’t believe I was about to cum again.

Jake continued to pound my pussy with his balls slapping against my butt cheeks. Hearing the sound of our genitals smacking against each other put me over the top. I screamed out to Jake that he was gonna make me cum so hard. This made him pound me even faster. The intense sliding of his dick in and out of my pussy made me scream even louder.

“Aaaahhh… aaaahhh… Jake… you’re gonna make me cum!!!”

As I screamed those words, Jake unloaded his entire load of hot jizz into my pussy. Feeling his body tense up and his dick all the way inside me made me squirt all over his dick in ecstasy. Jake slumped himself on top of me and kissed me in appreciation as he removed my bonds and blindfold.

We continued to kiss as we regained our strength. In a few minutes, Jake was ready for Round 2. This time he flipped me over my stomach and fucked me doggy style. With continuous smacking and pounding from behind, Jake gave me another orgasm.

I was well spent after that. We decided to take a shower together before dinner and Jake fucked me there once again. This time he came but I didn’t. I got dressed in the revealing black bodycon that I bought and went to a nice Japanese restaurant for dinner.

I thought of just passing out after dinner but Jake had other plans. He fucked me again doggy style, but this time at the balcony where everyone could hear us. That was such a turn on. After giving me another orgasm, he brought me into the room again for one more round in my favorite position, cowgirl. I rode him wildly until we both came together. Normally I would continue, but I was really too exhausted. I passed out naked on top of Jake with his dick inside me.

All in all, I would say that was a productive working weekend.

Casual Friday

I love Casual Fridays at work. It means I get to utilize the full range of my outfits for Jake. Last Friday, I decided to go with a deep V-neck white top, dark blue ruched mini skirt and 3-inch white heels to match.

I love the stares that I get from guys and ladies alike whenever I choose a deep V top to wear to office. The guys are probably imagining what it would feel like have a good squeeze on my breasts. While the ladies probably wish they had such gifts to be squeezed. And then there is another group who will stare with disdain.

But I could not care less what my co-workers think. The most important opinion in the office is Jake’s. After all, he is the Boss.

One of the first things I do every morning is to run through Jake’s schedule with him and see if he needs me do any further prep for his meetings. I usually stand beside him, leaning over his desk. With this white top, he would definitely have full view of my lace bra, which barely supports the weight of my D cups. I could see him salivate over the thought of sliding his big dick in between my tits.

Bent over beside his desk, my bare butt cheeks were partially visible to Jake. I love wearing thongs. It makes me feel extremely sexy. I was wearing a black thong today. Jake noticeably admired my butt while I talked business. I wasn’t sure if what I said was registering with him.

He slid his right hand up my inner thigh. I pretended not to notice. But in truth, I wanted him to go higher. I kept on reading out notes as he stroked my left thigh. With each stroke, he was getting closer to my already wet pussy.

Jake could feel my thighs tensing up. He softly rubbed my wet clit in a circular motion. My knees were weakening but I tried to soldier on this morning’s briefing. I let out a soft moan but Jake smacked my butt playfully and told me to make sure I completed the briefing as he doesn’t want to miss a thing. He went back to rubbing my clit.

I could feel his fingers sliding up and down my slippery slit. I widened my stance to give him full access. He reached under my skirt and cupped my soft butt cheeks and gave them a tight squeeze. My breathing was getting heavier. Jake stuck his finger inside me and started sliding in and out slowly.

“Keep your focus or the punishment is going to be severe”.

My elbows buckled and dropped to his desk as I let out a loud moan. His fingers were rubbing on my g spot. With me bent over, my bare ass was in full view. Jake lifted up my skirt and deftly pulled my g string down my thighs. It quickly dropped to my ankles as he continued to finger fuck me slowly. I stepped out of my panties. The teasing was driving me crazy.

“You are not focusing on your job, Hannah. This is unacceptable. I want to see you after office hours tonight. We will have to talk about the consequences of your performance this morning.”

Jake smacked my ass again and bent down to pick up my black thong. He told me to turn around and made me lick my wet pussy juices off his middle finger.

“Now, go back to work and we will speak tonight. Meanwhile, I will be keeping these.” He waved the thong in my face and put it in his top drawer and closed it shut.

I walked out of his office without any panties. I knew he was still staring at my ass, imagining them naked. I felt my juices streaking down my inner thighs. There is going to be wet pussy stains on my skirt. I wasn’t going to be able to be very mobile at work. I would be left at my desk imagining all the exciting punishment I was about to receive that night. This would only make the stain bigger on my skirt. As I imagined this, I could only smile.

Tonight was going to be a good night.

————————————————

Jake was out for meetings all day as he left me in office to prep for his pitch this weekend. At about 6.30 pm, he texted me:

“I want you to get ready for your punishment. I will be back in office by 8.”

I had been waiting all day for this. I immediately knew what the text meant. I had to clear his desk, remove my undergarments, get his briefcase of sex toys ready and await his return. Jake was an extremely punctual person. He walked into his office at exactly 8 pm. I stood at attention behind his desk. Everyone had left office as it was a Friday night. He locked the door behind him.

I was extremely nervous for what was about to happen. He directed me to lean over his desk, pressing my breasts against the cold table. My nipples hardened underneath my top. He opened his black briefcase and took out 2 pairs of handcuffs. In a blink of an eye, he cuffed both my wrists on each corner of the desk.

I could hear his footsteps as he walked behind me. My ass was again in full view. Not knowing what he had in store for me was a huge turn-on. I heard him take something else out from the briefcase. He switched a vibrator on and placed the tip right on my protruding clit. The vibration of the cold tip on my slippery pussy was ecstatic. I let out a loud moan as he slid the shaft of the vibrator along my wet slit. I knew I was in for a long night. He was not going to let me have any satisfaction until he had his fun.

Jake loved being in control. He knew how to make me crave his big dick. After bringing me close to orgasm by sliding the vibrator in and out of my vaginal entrance for a good 10 minutes, he suddenly pulled it away, leaving my legs quivering for more. My pussy juices started streaking down my inner thighs again. Without warning, he gave me a loud spank on my right butt cheek. And then another. And another. With each spank, I let out a yelp of pain but it was really turning me on even more. He proceeded to spank the other butt, just as hard.

After that, he continued to toy with me with the vibrator, bringing me close to another orgasm before stopping yet again. I was begging him to fuck me.

“Jake, please make me cum. I want your big fat cock inside me. Fuck me until I cum…”

He responded by spanking my butt as he shoved the entire vibrator inside me. I could feel the rabbit vibrating on my clit, generating intense pleasure all over my body. I was quivering, letting out uncontrollable moans as he slid the vibrator in and out of me. With each stroke, he drove me closer to orgasm and I could feel my bladder swelling up, ready to squirt. My rapid breathing and tense body indicated that I could no longer hold out much longer.

He pulled out the vibrator and and unzipped his pants. I knew his big dick was coming. The anticipation alone was driving me over the edge. With one big stroke of his dick in my pussy, I came hard, squirting my juices on him. He continued to slide his dick in and out of me as my body convulsed on the desk. I could feel my juices flowing down my calf and ankles as he continued to fuck me from behind. I had barely recovered when I felt the swell build up inside me again.

Jake just continued to pound me like an Energizer bunny while I came again. This time, I barely squirted. But my legs were quivering and my knees were giving way. Jake always understood my body and how to use it for his pleasure. He un-cuffed my wrists, as I slumped to the floor.

I turned around to face his monster dick in my face and instinctively took it in my mouth. Being submissive to Jake on my knees was a turn on for me. I sucked on his dick happily, but I could never fit the entire thing inside with my small mouth. He guided my head up and down his dick. I tasted my own cum as I licked his drenched hard-on while sucking on it. I swallowed the mixture of his pre-cum and my juices and the saltiness tasted amazing.

Jake told me to remove my top and I obediently obliged. I knew what he wanted next. He took a seat in his chair and I immediately placed his large manhood in between my breasts. His slippery dick full of my saliva and cum slid easily on my boobs as I pressed them together to stroke it. He finally let out a soft moan of approval. He let me enjoy sliding his dick up and down my tits for a while before he told me to stand up.

He made me remove my skirt and sit on his desk, with my legs spread-eagled. I was completely naked, at his mercy. He grabbed my waist and started fucking my clean-shaven pussy. Jake had masterful control and tremendous stamina. He made me cum another 2 more times while fucking me on his desk without breaking a sweat. I was already feeling weak all over my body.

I begged Jake to finish me off as I had already lost count of how many times I came. He smiled devilishly as he continued to pound my sore pussy. I wrapped my legs and arms around him as he kissed me passionately. Feeling his tongue in my mouth made crave his dick even more.

Jake lifted me off the desk and pressed me against the glass window of his office as he continued to pound my pussy. I was sure my bear ass was in full view if anyone was watching. I could not care less anymore. All I wanted was Jake’s hot cum inside my pussy. Jake was still taking his time pleasuring himself in my hot pussy, but I knew he was getting close as he started to breathe more rapidly.

I whispered in his ear “Jake, I can’t wait to take your cum. I want you to fill my pussy with hot cum…”

This must have put him over the edge. But he dropped me and forced my shoulders down as I got on my knees. He shoved his dick into my mouth and started pushing my head up and down his big dick. This was the first time I felt almost all his dick inside my mouth. I choked on his dick a little, but he did not seem to care. After a few more strokes, I got used to his stride and started sucking his dick every time he thrust it towards my throat. With a few more strokes, he pulled his dick out and let out a loud moan as a huge stream of hot white cum shot onto my face and neck. The remainder of his cum shot on my boobs and started to streak down my body. It was a big mess, but I took it as he had doled out my punishment as promised.

Jake finally looked spent as he got dressed. He handed me a towel to wipe the cum off my body. He told me to get dress without any underwear on.

“You are going home without any of your underwear on tonight. You took your punishment well tonight. But I expect you to bring your A game during our trip this weekend.”

I knew he was alluding to the surprise outfit that I picked for him for the business trip this weekend. I went home and fell asleep almost immediately after taking a quick shower to wash the cum off my hair and face. I hope I don’t wake up late for our flight tomorrow to Singapore.

 

Mixing Pleasure with Business…

I have been excited all week ever since Jake (my boss) informed me that I will be traveling with him on a business trip this weekend. We are going to Singapore for a bunch of meetings. As his personal aide, I am needed to be by his side almost always. Traveling with him has always been eventful.

First and foremost, let me introduce the Boss. He is a young (mid-30s) CEO of a start-up company that I work in. A very ambitious and sort of workaholic person. But he plays almost as hard as he works. To maintain his energy level throughout his busy days, he naturally keeps a healthy body. He is not buffed like a gym rat, but he is noticeably fit and has a 6-pack, with very toned muscles. Needless to say, a hot and successful businessman makes my pussy juices flow. It was one of the reasons I decided to work for him as his personal aide. Apart from wanting to work in an energetic start-up environment full of young ambitious people, of course.

In our last trip to Singapore, we had more than our fair share of excitement. During these business trips, we usually had some down time in the evenings and I bought a new set of bikini just for Jake’s viewing pleasure.

After a full day of challenging business meetings, I told Jake that I needed to release some stress and will go chill in the private jacuzzi at our suite. Even though I usually booked 2 rooms for our travels to avoid suspicion, Jake always insisted that I stay in his room with him. I invited him to join me in the jacuzzi but he said he had to reply to a bunch of emails and may join me later. I went to the room and put on my new pair of bikinis and stopped by his work table to give him a peck on the cheek and asked if he was sure if he didn’t want to join me.

He resisted, but I could see the growing bulge in his pants as he stared down my cleavage. I quickly left him wanting more and headed out to the patio. I sat there in the warm bath for a good 15 minutes before Jake came outside in his briefs. I could see his 8-inch dick tenting up his pants. Knowing that he must have been imagining me in my bikini made me horny. Before he stepped into the jacuzzi to join me, he pulled down his briefs and his thick hard dick sprung into view.

I love the view of his clean shaven pubic area. It made his dick look like a monster. Imagining the big hard dick sliding in and out of my pussy makes me dizzy. He quickly slid into the warm water right beside me. Before I could open my mouth to say anything, he put his index finger to my lips and said that we have done enough talking for the day during our meetings. No more talking. I could see he could not wait to tear the bikini off my D-cups. He leaned in and started kissing me roughly, just the way I like it. I like a man who knows what he wants and isn’t shy to take it.

I climbed on top of his lap to get into a more comfortable position. He grabbed my ass with both his hands and pulled me close to him. My breasts were firmly pressed against his muscular chest as we continued to kiss passionately. Jake moved his palms to my breasts and gave them a good tight squeeze. I let out a loud moan as my breathing became faster. I could feel his erect dick pressing against my pussy through my bikini bottom. I slide my body up and down, rubbing the tip of his penis, teasing him. His eyes showed that he could not wait to fuck me.

He pulled off the string of my bikini top and started sucking on my hard nipples. I leaned back to give him full access and happily lapped up both my breasts with his well-trained tongue. I could not hold back my loud moans. I whispered into his ear “I want you to fuck me from behind, hard…”

Jake doesn’t need me to ask twice. He grabbed on my ass and told me to hang on. He lifted me out of the jacuzzi and carried me towards the bedroom as we continued to kiss. I was impressed by how strong he was, but this was not unexpected. He threw me onto the bed and jumped on top of me. He continued to suck on my nipples as he pinned my wrists down. I love a man who wants to be in control. He continued to lick downwards and proceeded to slide my bikini bottom down towards my ankles.

I kicked the bottom off and he immediately spread my thighs wide open. My clean shaved pussy was at his mercy. I was visibly wet and he continued to use his masterful tongue to pleasure all my sensitive areas. He nibbled a little at my inner thighs before diving into my clit. I don’t even know what technique he was using, but his continuous licking and sucking was making me scream.

“Jake, stop toying with me and fuck me”. He continued to impress me with his strength as he easily flipped me over my tummy. He grabbed my waist and pulled my ass up as he positioned his dick right at the entrance of my pussy.

“You sure you can handle this, you little whore?” he said as he stroked the tip of his penis up and down my pussy lips.

In the midst of my moaning, I could not even muster an answer before he shoved all 8 inches of his dick inside my tight pussy. Luckily I was wet enough, or else I was sure that monster dick was going to tear something. Jake started pounding on my pussy. I was right. He could no longer wait to fuck me. I could hear my pussy juices squishing as he slid his dick in and out of me. His rhythmic pounding was just the right pace. He made it clear he was in no rush to cum. But I could not hold out much longer as my body convulsed uncontrollably while I came.

He turned me over and lifted me on to his lap and started fucking me cowgirl style. I wrapped my arms around him, almost as if holding for dear life. He guided my ass and hips as I rode up and down his rock hard cock.

Jake was a real master at pleasuring all my right spots. I could feel his tongue on my breasts while his dick was rubbing on my g-spot. He had made me squirt once before, but it rarely happens. This time, I could feel my tension building up in my bladder. I knew I was going to squirt if he kept this up.

I was growing increasingly louder and this made Jake quicken his pace. He was moaning louder too. I felt his body tense up and he let out a loud moan before he shot his load inside my pussy. After a few more strokes, I felt my pussy juices squirt out all over his lap as I had my second orgasm that night.

I almost passed out from the giddiness of this amazing session. But we were late for our dinner reservation. As I got up to clean up, he gave a big smack on my bare ass and said, “This isn’t over”.

I quickly put on a tight bodycon dress without wearing any bra and panties for dinner. Jake didn’t comment on my dress, but he smiled as he approved the hard nipples visible through my black dress. After our dinner, we went back up to his room and had a glass of wine. The combination of the smell of sex that we had that evening and the wine made me horny again. We continued our hardcore fucking and Jake came 2 more times while I had 3 more orgasms that night.

That was our last business trip together a month ago. I can’t wait to see what he has in store. He gave me RM500 allowance and told me to surprise him with an outfit for this weekend. I packed a little something something for the trip to surprise Boss. But more on this next week!