I Used to Work in Chicago Pt. 01


I met Sonia, a statuesque purple head with a spectacular determine, via mutual pals whereas working in Chicago.

She was in her very early thirties, and an assertive, assured funding banker by occupation. For these conversant in the business she was in all probability 4 years out of enterprise faculty, and had simply made “Vice President” which is a type of mid-level seniority. Not but a “grasp of the universe”, however steadily making her approach up the greasy pole.

Once we initially met I knew she had a severe boyfriend, and have become engaged shortly afterwards so, though I discovered her very engaging, I did not pay her a lot consideration besides in a well mannered, platonic, pleasant approach.

Nevertheless one night after we had simply completed an evening out with pals, and the others had dispersed, we have been ready on the sidewalk as I used to be chivalrously attempting to get her a cab earlier than heading dwelling myself. We lastly flagged one down and, because it pulled into the kerb, she all of a sudden pulled me in direction of her and kissed me on the mouth.

I used to be so stunned that I did not know react. This will sound silly, however I had her filed so firmly within the “long run boyfriend, subsequently not obtainable” class that it hadn’t even occurred to me that she would possibly discover me engaging.

Though on the time I used to be single, I’m usually a type of a serial monogamist, so I genuinely discover it obscure why somebody who’s in a long run relationship (and I believe she was truly engaged by this level) would all of a sudden lunge at considered one of her male pals. I’m not judging, I merely do not assume like that – in all probability simply lack creativeness!

After the kiss she stepped again, regarded me straight within the eye, and stated “that was good.”

Then, with a smile she jumped into the cab and, because it moved off, she caught her head out of the window and shouted “name me” earlier than disappearing into the evening, leaving me staring dumbly after her.

I did not have her quantity, so just a few days later I needed to get it, I hoped discreetly, from the mutual pal who had initially launched us.

I used to be busy at work, and likewise a bit confused, so it wasn’t till later the next week that I plucked up braveness to name her at her workplace.

She answered professionally initially, after which, when she realised who was calling, she requested me to carry for a second as she moved to someplace extra personal, presumably an empty workplace.

“You took your time!” she teased. “Good to listen to from you”.

We chatted a bit and organized to fulfill for a drink on the weekend. She did not even point out her fiancĂ©. I could not fairly work out what her agenda was (and, sure, I do realise I’m a bit gradual!).

On Saturday she met me at my workplace round 6pm (I additionally labored in finance, so hours have been fairly lengthy and Saturday working was normal).

When she turned up on the reception of my workplace constructing I used to be barely much less unclear as to her agenda. She was carrying a decent black leather-based skirt, white t-shirt/physique and a black leather-based jacket. Her lengthy purple hair was unfastened and flowing down her again.

She regarded unbelievable, and really elegant – re-reading my description of her outfit I realise it may sound as if it was a bit cheesy, however fairly the other, the outfit was understated, refined, and really horny. Not a straightforward factor to tug off, however she had nailed it.

It was clear that others thought so too, as a few my colleagues who have been additionally within the foyer gave me a figuring out, raised eyebrow, look. Nevertheless, I take extra convincing and nonetheless wasn’t 100% positive whether or not I used to be on a “date” or not.

I greeted her with a pleasant double kiss “you look superb – what is the event!?”

” We’ll need to see will not we!!” she replied with a cheeky smile.

We went off to a bar to have some martinis – in my view America’s crowning cultural achievement (though I realise this can be a controversial opinion, and I’m ready to listen to opposing arguments in favour of the Peanut M&M).

We began into the martinis and after the third Sonia jogged my memory of Dorothy Parker’s well-known aphorism about 4 martinis…

“So who’s the host I replied?” lastly getting the message loud and clear.

“Properly, if we return to your house, you’ll be!” she responded trying me immediately within the eye.

That was sufficiently unambiguous even for me “I believe we should always go” I stated smiling, but in addition nervous. Coronary heart beating quick, butterflies in my abdomen “Yet one more for the highway?”

“Properly that may make 4…” she replied pointedly.

” Fairly!” I responded.

The drinks got here and we snuggled up collectively in our sales space. Her hip pressed in opposition to mine, her hand straying to my arm, my leg as she emphasised numerous factors she was making.

We left the bar and began to stroll again to my house, which wasn’t distant. She walked shut and her hip bumped repeatedly in opposition to mine. She slipped her arm round my waist and pulled in shut. I put my arm over her shoulders and did the identical. With the hand that was not round my waist she reached up and took the hand that was round her shoulder, and gently however firmly pulled it down so it was resting on her proper breast. As I believe I’ve talked about, she had a spectacular determine – I used to be to search out out later she was a 34E – and I took the burden of her breast in my hand, massaging it gently. She nestled in nearer and stated “hmm, that is good”.

We walked like this the couple of minutes again to my constructing, and went up within the elevator to my tenth flooring house.

We entered my house, which she knew, having been there a lot of occasions beforehand with teams of individuals, however this was the primary time she had been there alone with me.

Out of the blue there was a slight awkwardness as to what to do subsequent. For as soon as I used to be good sufficient to take the initiative and slipped my arms round her waist beneath the leather-based jacket and pulled her in to me for a kiss. I felt her magnificent breasts squash into my chest as I leant down to fulfill her provided lips.

She was tall, in all probability 5’9″ or so, and in her “fuck me” heels she should have been nudging six toes. Nonetheless just a few inches shorter than I, however the peak differential labored fairly nicely.

As we kissed, our tongues entwined, exploring every others’ mouths, and I took my left hand from her waist and put it behind her neck to tug her into me more durable. Her groin rubbed in opposition to mine and he or she moaned gently as she relaxed into the embrace and likewise felt my cock hardening into her crotch.

I slipped off her leather-based jacket and threw it onto a close-by chair. I then unzipped her leather-based skirt and let it fall to the ground. Now I may see that the t-shirt was certainly a “physique”, reduce very excessive across the legs and hips and with a thong again, fully exposing her magnificent arse.

I continued to undress her, having fun with the dynamic of my remaining absolutely clothed whereas she was, more and more, bare. I kissed down the facet of her neck onto her shoulders after which right down to the tops of her breasts. As I kissed additional right down to the material of the physique I slipped it off her shoulders and pulled the highest right down to her waist, exposing her breasts that have been supported by a lacy silk bra.

She moaned as I kissed down her breasts after which I reached behind her to unfasten the bra. I slipped it off her shoulders to disclose the total magnificence of her breasts. The sunshine freckling on her shoulders ended on the prime of her breasts which have been completely milky white. They hung agency however pendulous. Erect nipples declaring 45 levels all sides. I kissed additional right down to take a nipple in my mouth.

Out of the blue I observed a stress in her. She was not relaxed and pulled her arms collectively nearly as if she was attempting to cover her breasts. She was trying down and to 1 facet, not wanting to fulfill my eyes. I realised she was truly embarrassed by her uncovered physique.

It was unbelievable to me that anybody with such an impressive physique ought to really feel embarrassed by it, however I additionally realised that lots of people have fairly unwarranted hang-ups about their bodily self, and he or she was clearly no exception.

“Are you aware how stunning you’re?” I whispered. ” You could have an unbelievable physique”.

I kissed her breasts once more after which sank to my knees in entrance of her, kissing my approach down her stomach. I continued to tug the “physique” down over her hips after which right down to her thighs, exposing her pussy, nestling inside a neatly trimmed purple bush. I kissed her there, inhaling the musky odour of her arousal. I grasped her arse cheeks in every hand and drew her crotch into my face. I pulled the physique down her thighs and let it fall to her toes so she may step out of it.

She was now fully bare and I used to be nonetheless absolutely clothed.

I knelt again on my heels to lookup at her, admiring her bare kind.

Her purple hair falling over her now bare shoulders; pale pores and skin with gentle freckles. Massive, creamy white breasts jutting proud, shapely arse, delicate spare tyre roll of fats round her stomach, shapely however highly effective thighs and lengthy legs.

By day she is perhaps an assertive and excessive powered funding banker however right here, now, bare with me, she was merely a spectacular physique, constructed for intercourse.

I regarded up at her admiringly and stated “I am unable to consider you’re right here with me in my house, bare”

She laughed in a barely bashful method “I can hardly consider it myself. For somebody as gradual on the uptake as you it takes actual work!”

“Sorry!” I laughed.

The ice was damaged and he or she appeared extra relaxed.

“You might be so fucking beautiful!!” I stated, shaking my head slowly. “It simply did not happen to me.”

I pulled her groin into my face once more, and kissed her pussy. Then I continued my journey downwards, down one leg, kissing her inside thigh, to her calves and toes, kissing her toes. I then went up the opposite leg in the identical method, till I reached her pussy once more.

This time I gently opened her up with my thumbs, pulling her lips aside to permit me entry to the moist inside. I licked her tentatively. Savouring the fantastic flavour. I circled her just a few occasions, teasing her clitoris, eliciting little gasps from her. I then slipped my hand between her legs and teased her arsehole as I licked, which induced a pointy consumption of breath and an involuntary clenching of her buttocks.

“I regarded up and stated, grinning, did you want that?”

She swallowed and nodded rapidly. Not trusting her voice, to talk. Or not being able to admit, out loud, what she actually felt.

“Hmm. Attention-grabbing”.

I left her pussy and kissed and licked my approach up her physique, over her stomach, up between her breasts after which onto every of them, licking and sucking on every nipple in flip. I then went up her neck to her stunning face and kissed her full on the mouth. Forcing her to style her personal pussy on my lips and tongue.

As I did this I put one hand firmly on every of her arse cheeks and grasped them firmly, pulling her bare physique in direction of me, squashing her breasts into my chest.

We have been standing in entrance of a full size mirror, which gave me a unbelievable view of her bare physique from the rear.

I span her round in order that she was herself full size, bare, within the mirror, with me standing behind her.

She tried to look away and down so she would not see herself within the reflection. I held her head so she needed to face ahead. I noticed her trying reluctantly on the picture earlier than her.

I kissed the highest of her head ” You look completely ravishing”.

I cupped her breasts in my arms and feeling their weight, began massaging them gently. After a bit she moved her arms to mine and stopped me doing the therapeutic massage. I wasn’t fairly positive what she meant by this however then she took my fingers in every hand and positioned them on her prolonged nipples. She closed my fingers tightly over every nipple and squeezed in a approach that should have been painful. Then she checked out me within the eye, through the mirror and stated “Squeeze. Damage my nipples.”

“What? I responded, confused.

“I need you to harm my breasts. Squeeze the nipples. Crush them. Damage me. I wish to be damage. It turns me on. Makes me moist.” she twisted her head to lookup at me immediately relatively than through the reflection within the mirror “Am I a horrible pervert?” she requested, with an embarrassed smile.

I took her face by the chin and pulled her into me for a deep kiss “I do not assume you are a pervert.”

With that I grasped a nipple with the fingers of every hand and squeezed slowly however firmly, with ever rising strain. She moaned gently after which I began to twist her nipples. Arduous. She cried out and gasped once more. I lifted her breasts by the nipples, permitting them to take the entire of their substantial weight. I dug my nails into her flesh and twisted once more.

Then I launched her breasts and gently manoeuvred her ahead, in direction of the mirror. I pushed her up in opposition to it, forcing her breasts in opposition to the chilly glass. She gasped on the shock of the chilly on this most intimate and delicate space.

I reached between her legs and located her pussy from behind. I slipped one, two then three fingers into her slick inside and began to finger-fuck her pussy as I pressed her breasts in opposition to the chilly glass.

I kissed my approach down her again to her arse. I planted kisses throughout her stunning buttocks, step by step transferring in direction of the crack between them. I pulled her cheeks aside kissing deeper and deeper into the crack. Smelling the musky, sweaty aromas that inevitably end result when a lady spends a night carrying a decent leather-based skirt, and step by step getting increasingly aroused.

My tongue ultimately discovered her anus, and circled it gently earlier than probing contained in the sphincter. The sweat-musk scent was overlain by a barely acrid word of shit and I probed deeper, pulling her cheeks as huge as I may to permit me to pressure my tongue deeper and deeper into her aromatic arse. She was gasping and moaning, initially making ineffectual protestations, earlier than writhing her hips, and thrusting again at my tongue as she surrendered to this intrusion.

I’m not by any means a coprophilic, however that word of shit within the mixture of scents and flavours added an actual sense of depravity to the act, which I discovered extremely erotic.

I see anilingus as having the potential to be each a dominant or a submissive act. Right here it was dominant as I used to be “forcing” it on right here. I used to be opening her up in probably the most intimate approach potential. I wasn’t giving her a alternative, however relatively, little by little imposing myself on her, permitting her to protest, but in addition permitting time for her token protestations to morph into acceptance, and want. Clearly it’s a wonderful line to guage when protestation is actual or “token” – and we hadn’t, at that stage, finished something so formal as agree “secure phrases”, so that’s the reason it was vital to go slowly and see how issues developed.

Conversely if, as I actually hoped to do, I used to be later to “pressure” her to lick my arse, and he or she acquiesced, that may clearly be a submissive act, and I used to be actually getting the sense that beneath her assured funding banker facade, there was a submissive masochist lurking not removed from the floor.

However I digress…

As I continued to tongue her arsehole I saved my three fingers in her pussy, now soaking wet and I pistoned backwards and forwards, nearly fisting her as she turned increasingly aroused.

I then had an thought. The inside partitions of the warehose model house have been uncovered brick, and the mirror was bolted direct to the wall, so the mirror was surrounded by brick.

I stood up, conserving my fingers in her pussy and guided her off the mirror and as an alternative pressed her firmly in opposition to the wall and rubbed her breasts backward and forward in opposition to the tough brickwork.

She moaned in alarm as she felt her nipples abrading in opposition to the bricks. I held her head in my hand to guard her stunning face from the tough floor, however pushed laborious to press her breasts and stomach in opposition to the cruel wall, on a regular basis persevering with to hand-fuck her roughly from behind.

It should have been extremely uncomfortable. To not say painful, to have her nipples abraded like this, however she was moaning and crying in obvious ecstacy.

I then gave her arse an exploratory slap with my hand to guage her response. It wasn’t laborious, however agency sufficient to indicate intent, and he or she moaned gratifyingly on the influence. I then gave her a pair extra slaps and he or she moaned once more.

“Do you want being spanked?”

“Sure” she whispered, into the wall. I grasped her by the chin and turned her head to have a look at me. “Would you like me to spank you more durable? Punish you correctly like a naughty woman?” She nodded and whispered once more “sure”.

” I am unable to hear you”

“Sure please” she stated extra loudly. “Spank me – laborious. Please”

I responded with a few a lot firmer spanks, which, in along with inflicting her to gasp with ache from the influence, additionally had the impact of forcing her breasts up in opposition to the wall, rubbing them extra painfully in opposition to the brickwork.

I spanked more durable and more durable, and whispered in her ear “You’re a very, very dangerous woman. Standing right here bare, letting a wierd man lick your arse and finger your cunt”.

“Are you a grimy slut who must be punished?”

“Sure, sure, I’m. I’m a grimy little slut who deserves to be punished”.

I grasped her by the wrists, pulling her arms behind her again, and compelled her to carry my erect cock. Then I rubbed it alongside her crack from her pussy to her anus. Because it rested in opposition to her anal gap she tensed “No!”

“Don’t be concerned I’m not going to place it in there. A minimum of not in the present day. And never with no condom. However I’m going to place it in right here – transferring the tip of my cock to check in opposition to her pussy – you probably have introduced some condoms”

She stated nothing “Did you convey condoms? I believe you deliberate to get fucked tonight, so I believe you in all probability introduced some with you. Did you?”

“Sure”

“The place are they”

“In my jacket pocket.”

“Go and get one”

I launched her and he or she rotated, displaying her scratched and abraded breasts. She walked throughout to the place her jacket lay on the chair, bent down, displaying her magnificent, and now barely pink, arse and reached into the jacket pocket. She returned with a condom in its foil packet.

I, after all, had condoms within the house, however the erotic energy play of constructing her confess to additionally having introduced some was too good a possibility to overlook.

“Are you just a little slut who goes out with packets of condoms on a regular basis within the hope of getting fucked by unusual males”.

She stated nothing.

“Are you?” I requested, louder. “And by the way in which, I entire heartedly approve of that technique!”

“Sure, I assume I’m” and he or she laughed shyly, releasing the strain.

With that she knelt down in entrance of me, bare and opened the foil wrapper. She took out the condom and, at my instruction, rolled it onto and down my erect cock, which, as I remained absolutely clothed, caught out of the fly of my trousers. I used to be nonetheless having fun with the ability dynamic of remaining absolutely clothed whereas she was bare.

As soon as sheathed in latex she took my cock in her arms and stroked it appreciatively, earlier than taking it into her mouth to provide it a suck.

Then I took her by the arms and pulled her to her toes. I pulled her in direction of me, with my laborious cock sandwiched between us after which grasped her arse and picked her up. She instinctively wrapped her legs round my waist and with one arm round my neck, used her different hand to feed my cock into her welcoming vagina. She was tight, however very moist, and my cock pressured its approach via the preliminary resistance earlier than sliding easily dwelling. With my cock securely inside her she put the opposite hand spherical my neck and pulled herself in tight.

She wasn’t a light-weight and he or she appeared to enjoy being picked up and fucked. I turned and banged her laborious up in opposition to the wall. This time tormenting her again and arse cheeks in opposition to the brickwork.

I fucked her brutally and he or she screamed and moaned, digging her nails into my again. Even via my shirt I questioned whether or not she had drawn blood.

She discovered my mouth and we kissed deeply and passionately as we held one another tight.

We continued to fuck, roughly after which gently. I’d pull my cock all the way in which out, after which thrust it brutally all the way in which again in. A few occasions I teased her anus once more with the pinnacle if my cock, nuzzling at her sphincter. Every time I famous the strain this produced in her, and concluded that she genuinely wasn’t prepared for this intrusion in the present day.