Many of you who would have read my previous story with Alex can skip this first paragraph. For the new folks, here's a tl;dr. I was an intern working with Alex on her startup. We went out frequently and had conversations on every conceivable topic. Few weeks later her startup got funding and we celebrated passionately. Alex has a medium to thick frame. Bubbly, sarcastic and ambitious personality. Body lookalike would be Ariel Winter or Alyx Star.

After playing together on funding night, we had the awkward conversation next morning over breakfast. We both discussed how we enjoyed our conversations, company and bodies, but we were not sure where we wanted to go. "You know, just living in the moment". We both were mature/ experienced enough to handle it smoothly. We started hustling again next week. Now I was watching her curves even if she was noticing me. Sarcastic taunts like "hello, two eyes are up here" followed through. I flirted here and there but was also slightly intimidated as she was my boss.

Our office was on a street full of cafes and we hopped around this area most of the time. She took me out for breakfast to one of her favorite places. We talked about a lot of things happening in our lives and our plans ahead. She talked about how a lot of things will change with this funding. She was concerned that her new venture wasn't getting enough PR. So I asked to help.

"I know someone who can help you with startup PR, she works as a tech journalist in SF"

"Oh, why were you hiding this till now?"

"I wasn't hiding, I didn't know we needed help with PR"

"C'mon, Who is he? Where does he work?"

"'She' is a friend from college, her name is Emily and works at tech crunch or something like that"

"You need to connect her with me like right now"

"Sure let me text her"

I introduced Alex to Emily and exchanged contacts. Emily studied Journalism in my college and we were part of the same volunteer club. She was thin, brunette, with personality & looks very similar to AOC. Very independent, very vocal, pro-feminist and most importantly a lion's appetite for orgasms. Imagine a younger AOC in college. If you guys are interested, I will write more about Emily. 

It was Thursday evening around 7pm, we stayed back at office for long to close a presentation for Friday. We came back from our usual dinner, no one else was in the office. She was sitting on her chair, I was sitting on the couch in her office, scrolling through our phones. She was complaining about having back pain and poor posture. 

"That is what happens when you sit on your desk all day" I mumbled in a poky tone

"You Gen Z guys always crib about problems or do you ever try to solve them?"

Now my fragile ego felt pressured to defend an entire generation. I stood up and walked behind her chair

"Oh sure let me try to be help" 

I gently squeezed her muscles between her neck & shoulders. This was the first time I was touching her since last weekend. I suddenly felt the urge to take consent / permission so I asked hesitantly

"Is this good?"

She looked around her office which had frosted glass in the mid-section, so no one could see what we were doing, but I could see outside as I was standing

"Yes, this feels great, just keep an eye out"

I massaged her entire shoulder and neck while she let out soft moans

"This feels so goood, where did you learn this?"

"Don't ask the magician about his trick!" 

"Oh come on dude"

"You know I can give you a full body massage, I am well trained for it"

"Seriously? Like I would pay for this stuff"

"Am I flinching?"

"Stop being so dramatic, are you serious? I would love a back massage right now"

"Yup I can give a nice back massage, but what will I get in return?""If you massage my back really well, then maybe I will also let you massage you know... my front" lifting her top slightly outwards so that her cleavage was perfectly visible from top

"Ohkay, I think it's seems like an interesting deal, let me think about it"

"C'mon beggars should’nt pretend to be choosers"

"Oohkaay"

I immediately lift my hands off her, without finishing the massage stroke on her shoulder, and start walking back towards the couch

"stoaaaop"

She holds my forearm pulling me back towards her

"I was kidding, I was goofing on you"

"Are you sure?"

"Yeah, and you know you can be chooser, choose between either of them or both" while pointer her eyes down

I pull her up by her hand and go for a kiss. She eases in the kiss for a moment, but then retracts

"Stop, someone will see us"

"Who cares?"

"Mr. intern, you should care, if you want to get a job at this place,"

"Oh, yes, yes" Iretract immediately.

"BTW how are you planning for the coming months? Till when do you have to work here?"

"Let us talk about this after the massage?"

"Yup"

We wrap up our things, pick massage oil on the way and head back to her place. This time I felt less nervous. We got inside her apartment. She went in for a shower and guided me where the towels were. I arranged some towels and made a makeshift massage face pillow on her bed. I strolled around to get a good look at the apartment. She had a spacious living room, themed in soil green color with complementing yellow lights. There were many plants with long leaves. I touched them to check if they were real. They were. I check in the fridge and pour some fruit juice for both of us. 

"I see you have made yourself at home" there she comes, wrapped in a towel from her boobs to bum

"Oh sorry, just taking a look around ... you have a nice place"

"Don't be sorry, there is also some boba tea on the right shelf"

I get closer to kiss her

"Go, get a shower first"

"Yes my lady, goooing"

She helped me with one of her baggy shorts and tshirt.

I go in for a shower, quickly rinse myself and come out in a towel, my excitement evident in the towel. She was already in bed, lying on her tummy wrapped in fresh dry towel. 

I dim the lights, put on a soothing instrumental on spotify and sit on the side of bed. I unwrap her towel from side so that her back was open. Rubbed some oil on my palms and started with soft long strokes along her back. Soft aroma filling in the room. Oiling her entire back from her bum to shoulder blades. Her body was so fluffy from everywhere it was hard to resist the urge to not suck on her. And I couldn't. I started sucking on her love handles. She tapped my bum and asked me to focus on massage.

After some warm warm-up, we went for slightly deeper kneading and squeezing. Soft moans emancipate. 

"Does this pressure feel good? Do you want me to decrease or …"

"All good" with a thumbs up.

After kneading and squeezing her back, my fingers circled on her stiff points. I saved legs for the climax. I move on to massaging her arms. Starting with soft long strokes and then kneading & squeezing the muscles. Popping knuckles of her fingers. Placing butterfly kisses on her cheeks and neck in between. Her eyes closed with a relaxed baby face.

Then I climb on top of her bum to massage her neck and shoulders. There was so much stiffness in her back and neck. I spent a good 15-20 minutes just there. She thanked me multiple times in between the massage moaning happily. My pseudo professional instructions & unsolicited health advice filling in background commentary along with her "oh really" giggles. 

Then I get off her bum to attend to her legs. This part of massage is the most interesting for me, especially for personal clients. Starting with fingers and knees. Those heels had almost changed her bone structure. I rotate and stretch her ankle in all angles. Then calves. Softly biting her calves before oiling and massaging them. Again long soft strokes followed by squeezing & kneading. 

Then kissing her bum and thighs. I start with long asmr brushes on thighs with my oily nails, then long soft strokes with palm and fingers. Then kneading and squeezing those fluffy thighs. This also emancipated moans but from a combination of relaxation and arousal.

Then I authoritatively order to space out the legs. Which she obliges. My fingers start surfing her inner thighs. Gradually patrolling her vagina and asshole. My fingers running along the periphery. Her wetness evident. Kneading her bum with my palms. Kissing and eating her bum cheeks in between. Her breaths turning heavy. Again circling the periphery of her vagina and asshole with my palms with increased pressure. Her pelvis rises upwards very slowly with every run. I lower my one hand to reach her clit. 'Professionally' massaging it with my fingers. Other hand still circling her vagina.

"C'mon, put it inside already"came the order.

My middle finger goes inside without checking with the brain. Her insides more wet than her oiled skin. Fingers going in completely and coming out. Repeating a few strokes. Clit circling resonating with fingering like a piston engine. Her moans follow along the movements. Her hip rising naturally to get more of my finger. I insert another finger, which triggers her. Pelvis starts shaking and within a few strokes she cums, releasing all the aroused tension from massage. 

I gradually pull out my fingers and go in for a long lick. All the way from her clit to her asshole. My hands hold her waist in place. I do a few more runs from bottom to top. Her ass automatically rises high in the air as she gets on her knees. I quickly lie down on my back and get under her. My lips just below her clit, kissing, licking and sucking it. Teasing her clit with my tongue. I glide in one finger, it goes in super smoothly. I glide in another. She lets out a loud moan. My fingers comes out juicy and sloppy. My lips start with a mini blowjob of her clit. Her bum picks up pace to fuck my face. Her hand reaches down under to hold my head in place. Her moans and breaths getting more intense. I am barely breathing. Fingers going in and out. Other hand holding her waist. Her hips go faster. I suck hard on her clit and she cums again. Her entire pelvis vibrating, falling dead on my face. My face smothered in her juices.

Once she stops shaking I untangle and get back my breath. She pulls me up for a deep kiss. Her hands holding my face. My hands hugging her from waist. Our legs sandwiched. Our pelvis humping each other. Her hands reach down under to stroke me. She pulls out of the kiss with her devil smile. 

"Doggy?" 

"Yup" 

I roll in a condom and get behind her. She was on all fours. The view of her big bum turns me on like anything. I rub my penis on her strip from bottom to top. And without even trying it goes inside her faster than a magsafe charger. I hold her waist with both my hands and go inside. Smoothly sailing in and out. In and out. In and out.

My thighs clapping on her soft fluffy bum. Her moans turning on my knobs. My legs automatically increase the pace. Her body arching back towards me to get more of me. My thrusts breaking her arch. This wasn't sweet passionate sex, this was raw fuckery. I go faster and harder. Her moans turn into screams. My hands tighten the grip on her waist. Clap clap clap clap clap clap. And she cums again with a shaking pelvis. 

I don't pause and continue thrusting. Her arch getting weaker and falling forward. My body lining on top of her. She gradually falls on bed in pronebone. My entire body weight pounding on her. My hands lock on her shoulder like a backpack. My pounding goes harder. Our upper bodies sealed together. My nose was breathing heavily on her cheeks. Her moans muffled in bed. My pelvis thrusting uncontrollably on her. And I cum. I go in fully deep, shooting ropes and ropes inside her. This edges her off again. 

We lie like this for a minute or so, until we stop shaking. Getting back our breaths. Both of us sweaty and oily. I slowly pull out. We go in for a shower together. Back to sweet lovey dovey hugging and cuddling. Making out under a warm high pressure shower felt so nice. We wipe ourselves and get out of shower. Have some food and get back in bed. I fall asleep while sucking her boobs.

Next morning, I wake up a bit late, she has already prepared some breakfast for both of us. We finish the breakfast while chatting.   

“You are a really good masseuse”

“Thanks, and technically it is masseur”

“Yeah that”

“You know, I have never cum so many times in years with any other guy”

“Yes, I try to give at least 1-2 orgasms before going in”

“That sounds like a lot of self control for something like sex”

She gets up and starts massaging my shoulder

“Yes, learnt it the hard way”

“Oh is it?”

She comes in front of me and gets on her knees, pulling down my shorts, my man was meaty but not erect

“Yes, you know you guys can come multiple times and we… ”

She started with soft kisses on the sides. Then kissing the top cherry. My penis taking off like a spaceship. Then she gulps it in. Circling her tongue inside. Giving a hard blow while letting it out. Then licking the length. Kissing the top.

“You were saying something ”

“Yaaa…”

Then goes in fully. Stroking the length fast with her hand. Sucking in and out. Occasionally taking in as much she could. My hands on her head, building a rhythm. Her suction was so strong and strokes so fast, I could barely take it and I didn't want to come so fast. I pull her up for a kiss. My lips savouring hers. Her hands slowing down with the strokes. My fingers teasing her nipples. But then she smoothly pulls out of the kiss and goes down again.

“Do you want to finish your sentence?“ in a sarcastic tone

“Yaa so emily…”

She takes me in completely. Sucking in and out with her lips, parallely her hand squeezing and pumping my shaft. My hands realign on her head and increase the pace. She follows along. Her other hand reaches out to tingle my balls. Brushing them with her soft fingers.

“I am about to… “

“Hmmm hmmm”

She strokes faster along with her head bobbing up and down. My pelvis goes automatic. And I cum. She holds me penis as deep in her mouth as she could until I stop moving. Swallows it all. Then gradually pulls out. She gets up and wipes her face with a tissue. Drinks some water. I am still sitting on chair, my hands tucking her waist.

“Get ready, we have an important presentation today”

“I am done for the day”