A client fuck and some viewing pleasure as well (m/f/m/f) | 2016

You know the expression, when it rains it pours? I've certainly seen that plenty of times in my life. Whether it was a bunch of friends I haven't been in touch for a while suddenly coming out of the woodwork, or a particular item my company sells seeing it's sales jump unexpectedly, it's a familiar phenomenon. But it's never really happened to me when it comes to sex. I've generally only had one sexual partner for any long stretch. Hell, even when I was cheating on my wife, I only had one sexual partner.

It had been about two weeks since I had seen Alison

(if you missed those, here's those three stories: https://www.reddit.com/r/gonewildstories/comments/4chdy3/celebrated_the_win_in_a_big_way_mf_maybe_tifu/ https://www.reddit.com/r/gonewildstories/comments/4d2zwl/hooking_up_with_my_kids_teacher_part_2/ https://www.reddit.com/r/gonewildstories/comments/4dzus7/hooking_up_at_two_different_bars_with_my_kids/)

and without getting into the /r/relationship stuff that some folks here hate, I’ll just say that based on the advice I received from folks here (both in post and via PM—thanks to all!) I had given her a bunch of (probably lame) excuses about not hooking up with her and she seemed to have gotten the hint, even if she seemed miffed.

Anyway, on Monday I was in the office when I received a call from Lyndsey, saying she was in town for a convention through Wednesday and wanted to stop by on Tuesday. Now, my company pretty much sells everything through independent reps. Most of them have been in the business for a long time and know everyone. It's pretty unusual to see someone break in and be successful. But Lyndsey had only been selling for my company for about three years and was already one of the top five reps. I was her account rep, and I enjoyed talking to her on the phone. She has a honey smooth voice and a great laugh. When she connected with me on Linkedin, I saw an attractive woman around my age (36) and that certainly boosted the banter from my end. She seemed to enjoy it too and even called me her "work boyfriend" on more than one occasion. She had told me that she was going to be in town for a convention (she also reps other companies in some other industries) and that she wanted to stop by if she had time. I've heard that from other reps, but no one ever does. Not that I'm surprised. Our operation isn't all that impressive looking. So I was shocked that she insisted she wanted to come see the place with her son.

I cleaned up my desk on Tuesday morning and double-checked that I had worn a shirt free of wrinkles to work. When Lyndsey came into the office, I looked her up and down with a critical eye. She was probably five years or so older than in her Linkedin picture, although with the same shoulder length bottle blonde hair. The skin around her hazel eyes was a little smoother and her lips a little plumper, most likely due to some professional assistance. She was chunkier too, although not fat. She looked good in a short sleeved grey wrap dress that ended a few inches above her knee and black stiletto heels, her large breasts framed by a thin gold belt. Her son Steve was with her. Steve was about 25, a good looking guy with a crew cut and what looked like a custom made suit that framed his well-muscled physique. (And yes, I did say the kid was 25 and the mom was about 40; we'll get to that.)

Our place is a big warehouse with the offices upstairs, with windows running along both sides, so you get a view of a depressing industrial area when you look outside and a whole bunch of machinery when you look inside. I introduced Lyndsey and Steve to my boss and a few of the other account reps and then took them on a tour of the plant, at Lyndsey's insistence. She was walking next to me with Steve a few feet in front of us and it certainly seemed like she put an extra wiggle in her butt when she passed any of our workers, who all gave her a nice long stare. She seemed to enjoy the attention. As we were about finished up, she let her hand play across my ass and then asked if I wanted to go out to dinner with her, Steve and Steve's fiancee. The look in Lyndsay's eye told me that she had more than dinner in mind and I readily agreed. She told me to meet them at a fancy steakhouse at 8.

I finished up my work and went home, showering and changing into a sports coat before heading over. I beat the other three there and waited by the bar. They arrived while I was nursing my drink and wondering if I was about to get stood up. Lyndsey had changed into a cream colored blouse that was unbuttoned enough to provide an expansive view of her cleavage and tight gray slacks that hugged her voluptuous ass. As good as she looked, I tried not to stare at Steve's fiancee, who was absolutely gorgeous. She couldn't have been more than 20 and was probably only 4"8 or so and unlikely to tip the scales at more than 75-80 lbs. She had long blonde hair that was up in some sort of braid that was wrapped around her head, upturned greyish-green eyes and an incredibly tight body in a canary colored off the shoulder swing dress that barely kissed the tops of her thighs. Most of the guys in the place were trying to check her out also and Steve definitely was aware of all the attention his fiancee was getting and seemed happy about it. Steve introduced her to me as Svetlana and I took her small, elegant hand and she said it was nice to meet me in very heavily accented English.

We were seated at a four-top, Svetlana to my left, Lyndsay to my right, Steve across from me. Lyndsay ordered a pretty expensive bottle of wine and encouraged me to order anything I wanted, laughing that this could qualify as a business dinner and be written off. I ordered surf and turf (steak medium rare, of course) and Steve ordered a 20 oz steak for himself and one for Svetlana (both well done; I think the waiter winced at someone asking for two large expensive steaks getting ruined like that). And yes, Svetlana polished the whole damn thing off, even eating Steve's baked potato too. I'm not sure where she hid all that food, but damn.

Anyway, dinner featured a very enjoyable conversation with Lyndsay, who took care of at least a half the bottle of wine herself, and who was pressing her knee against mine for the entirety of the second half of the meal. Svetlana stayed quiet, only whispering to Steve a few times and Steve didn’t really take part in the conversation, watching the ball game on the TV over the bar. Lyndsay told me her life story, including that she had Steve when she was 15. She called Steve "her best friend" (Steve smiled broadly at this) and that they were more like a brother and sister, than mother/son. Her story was impressive--she was kicked out by her parents when they found out she was pregnant, she raised Steve on her own, working her way through high school, college and then working as an independent rep in different industries in order to keep flexible hours so she could be there for Steve. Heartwarming stuff, although she mentioned too many times that this meant her sex life suffered, and would then look at me as if to say that I could change that this night. Several times I glanced over at the engaged couple, who were ignoring each other for the most part and stopped myself from asking how they knew each other or if Svetlana was an internet bride or something.

While asking me if I wanted to split a dessert, I felt Lyndsay's foot on my crotch. I was a little stiff, mostly from sneaking glances at Svetlana, although I was also enjoying views of Lyndsey's ample cleavage, so I grabbed her foot and massaged it with one hand as she ground it into me when I agreed to split apple pie ala mode. Dessert finished up (Svetlana had a banana split, for those scoring at home), and Lyndsey asked me if I wanted to come up to their suite for an after dinner cocktail, emphasizing the first part of the last word. The subtlety wasn't lost on me, especially since her foot was still on my half-mast cock and I agreed readily. She paid the bill and the four of us, walked out. Svetlana and Steve walked in front of us and Lyndsey walked leaning against me, her hand in my pants pocket, continuing where her foot had left off.

It was only a few minute walk to their hotel, one of the nicer ones in town and we went straight up to the suite. It had a large sitting room with two leather sofas forming an “L” across from a large screen TV. Steve grabbed the remote, turned on ESPN and dropped onto one of the couches and I sat on the other as both of the women excused themselves. He looked over at me and gave me a wolfish grin. He told me he hoped I didn't overeat because he didn't want me cramping up when I banged his mother (his words). He laughed at his weird joke and both of our attentions were drawn by Svetlana coming out of one of the two bedrooms, still wearing her dress.

Steve barked something at her in a language I don't understand. She looked over at me, shrugged and pulled her dress over her head and dropped it in the floor. Then she reached behind her head and undid her braid, her long blonde hair tumbling down almost to her perfect tight ass. Standing there, completely naked and stunningly beautiful is an image I'll never forget. Her breasts were small plum sized with Hershey kiss nipples. Her tan body was all graceful slight curves and she had the blondest, fullest bush I had ever seen.

Svetlana headed to Steve, got on her knees, unzipped his pants and took out his dick. He looked like he was fairly well endowed, but looked huge in Svetlana's hand. She immediately took all of him deep into her throat and Steve closed his eyes and moaned loudly with pleasure I found myself rubbing my own hard cock through my pants watching this perfect creature blow another guy.

I heard someone clear their throat and pulled my attention away to see Lyndsey standing in the doorway of the other bedroom, wearing only her blouse and holding two champagne glasses. She looked damned good naked, although not in the same league as Svetlana. I took one last long look at Svetlana bobbing on Steve’s cock and headed for Lyndsey. She kissed me hard in the doorway of her bedroom, spilling some champagne on my pants. I cursed and said a little too assholey that if she wanted me out of my pants, she just had to ask. Storm clouds gathered on Lyndsey’s face and it looked like she was about to bite off a retort, but seeing how my evening was about to go down the tubes, I quickly apologized, grabbed her close, and kissed her long and hard. More champagne splashed on my pants and her legs, so I released the kiss and got on my knees, using my tongue to lick the champagne as it ran down her legs. Lyndsey gasped and practically shoved her well-trimmed blonde pussy into my mouth. I penetrated her with my tongue, getting a taste, and then stood up and took the glasses away from Lyndsey and directed her to the king size bed.

I set the glasses on a bedside table as we kissed and I unbuttoned her shirt, revealing her milky white, heavy (DD? F?) tits. I bent over to kiss them and flicked her hard nipples with my tongue and brought Lyndsey down to the bed with me. Grinding my crotch into hers, I could feel her heat. She fumbled with my belt and unzipped my pants, pulling them down with my boxers. My hard cock pushed against her leg and she grabbed it with one well-manicured hand, stroking it as we kissed. I pulled my shirt over my head and then pulled her on top of me and she seemed to get the hint. Working her way down my body, she got to my cock and tasted my pre-cum before gobbling me whole, sucking and licking me with gusto. I enjoyed the sensation and closed my eyes, listening to her noises and also the loud grunts and groans coming from the living room. Based on the female noises as well, it sounded like Svetlana had moved on from sucking off Steve and they were now fucking.

I asked Lyndsey to tit fuck me, so she released my cock from her mouth with a loud pop and obliged. Those soft tits felt great on my erection. I noticed Lyndsey stealing glances out the door at the action going on out there and it seemed to make her even hornier, one of her hands unseen below the apron of the bed. She began kissing my thighs and balls and asked me if I’d fuck her now. I grabbed a condom out of my pants and put it on and she clambered up onto the bed on all fours, showing me her curvy ass. I positioned myself behind her and pushed myself all the way inside of her. Holding her hips with one hand, I played with her floppy tits with the other as Lyndsey matched the sounds coming from the living room. All these sex noises around me brought me to the edge. I warned her that I was about to cum and she pushed hard onto my cock, grabbing it with her vaginal muscles as I came. I slumped over her and half-heartedly continued to pump, as my fingers played with her clit. The noise in the living room soon reached a crescendo as it sounded like both Steve and Svetlana were also climaxing together.

Lyndsey and I both paused and we watched Steve and his half-mast penis and the gorgeous Svetlana walk by the doorway and into their bedroom, Steve giving me (or his mom?) a triumphant grin. Almost immediately after the door closed, I could hear him start grunting again. I was impressed with his stamina, although I’m pretty sure I could also get it up again for Svetlana that quickly. Hell, just seeing her saunter by had re-woken my cock, and I started to fuck Lyndsey with more gusto. I pulled out to quickly replace my condom and had Lyndsey lie down on her back. I got on my knees, grabbed her legs so that they were against my chest and plunged back into her. The wet slapping of my cock and balls inside her soaking pussy was almost as load as her moans of pleasure which were almost as loud as the noise from the room next to us. Lyndsey came quickly and after catching her breathe she mounted me, allowing me to play with those fabulous tits more. I heard Steve and Svetlana score another synchronized orgasm and then their room was quiet. Lyndsey and I kept going, both of us sweaty and wet until I came again.

That took the wind out my sail and Lyndsey looked pretty peaked herself, so she dismounted and snuggled up against me. We talked quietly for about 15 minutes until she was about to fall asleep. She offered to let me stay, but I said for the sake of work the next day, I should probably go. I held Lyndsey until she fell asleep, then slipped out from underneath her and grabbed my clothes. I headed for the bathroom to clean off and also look at my pants. They had a large wet spot on the crotch and leg. I wasn’t interested in the walk to the subway and then a 15 minute train ride looking like I had peed myself, so I grabbed the hair dryer to see if I could dry my pants off.

I was standing naked, facing away from the bathroom door with the large bathroom sink mirror to my right, when I caught movement at the door. I whirled around, and Svetlana was standing there, as naked as I was. She moved close to me, reaching over my body to turn off the hair dryer, her arm brushing against my limp dick. The blood rush down there was so immediate, I was dizzy and she gave me a soft smile at her effect on me.

Svetlana played a finger over my now hard member and said that Steve had told her that my company was the biggest in our industry. I said that was true and she asked what kind of money that meant. I said we grossed about $50 million and probably profited $5 million or so, although I didn’t know the exact numbers. She began stroking my cock, turned the full power of her beautiful exotic eyes on me and asked how I didn’t know exactly how much money the company made. I laughed and said it wasn’t like I owned the company, I just worked there. Svetlana looked at me, disappointed, released my hard-on and walked out of the bathroom without another word.

I just stood there stunned, wondering what would have happened if I had answered that question differently. After collecting myself and cursing my inability to catch what was happening, I finished drying off my pants and left.

I had an email the next morning from Lyndsey saying she really enjoyed our dinner and that she’d be back in town in about 4 months and hoped to see me again then. I’m looking forward to it too.