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The Best Job Ever Part 8. [M/F] [M/F/F] | 2016

For anyone wanting to catch the previous parts here is Part 1 and Part 2 and Part 3 and Part 4 and Part 5 and Part 6 and Part 7

So here is part 8, It's taken me way too long to be able to write this part, this will likely be the last "in full detail" part for a while. As I'd alluded to in the comments in the previous part, this is my "bad times" moment and after this the story kind of goes dead for about 5-6 months (for a valid reason, as you'll see). It's not all depressing though as this part also includes my one and only threesome that I've ever had.


Here are the key players, as before, names have been altered as there are still things taking place at this point.

Me: Micheal, Mike or Mick (whatever you want, I don't care). I'm 29 (at this point, actually 32 now) 5'11" and very very black. Originally English, but now living in the US.

My Boss: Rob, a fairly typical old money rich jewish guy living in Nassau County, LI.

My Bosses Wife: Marilynn, 42 years old at this point, Blonde, blue eyes, very curvy, a good solid C cup (fake, but still fucking great). A true bored Jewish housewife.

My Bosses Eldest Daughter: Paige, 20 years old, 5'7", around 110lbs, Blonde, Blue eyes like her mother. College dropout and a health nut, very trim and in perfect shape, a solid B.

My Bosses Middle Daughter: Lindsey, 18 years old, 5'1", Jet Black dyed hair, bit of an emo kid, about 115lbs, nicely curvy in all the right areas.

My Bosses Youngest Daughter: Mehgan, 16 years old.... I ain't no Pedophile, enough said.

My Booty Call: Jasmin, 19 year old Domican girl, Brown hair, dark eyes a little thick, very curvy and an absolutely perfect ass

My Bosses Brother: Dan, The President and owner of the company.


So we'll pick up in December, my 1 year anniversary of working at the company and my annual review.The general review was great, nothing but praise for my work, but they had noticed a change in my demeanor in general and I was told to try and make sure that I kept myself looking presentable (in truth I was beginning to use drugs more, partying with Lindsey had introduced me to coke in a big way and I always had an addictive personality back in the UK, so it wasn't easy to give it up). They gave me a somewhat mandatory pay rise (gotta love the US and the "review = pay rise system" that they have going on) and sent me on my way. Whilst I was sitting in the office that afternoon I got a text from Lindsey, telling me that she was no longer grounded and that she wanted to hook up again. My friend was out of town for a couple of days so I told her to give her father some bullshit about staying with a friend and then come on over.

I'd been home for about an hour and a quarter when Lindsey turned up, she had come on her bike, so I was guessing that she was still banned from driving the car (either by Daddy or by the PoPo). It didn't take more than about 15 minutes before we were already half naked and getting into it, she always seemed super horny and always ready to go at a moments notice (a blessing of her age I guess) so we didn't end up with too much foreplay (she blew me for a few minutes and I played with her tight little pussy, but in no time at all she was straddled over me on the sofa riding me like a real cowgirl. In the multiple times we'd hooked up already I'd rarely had the pleasure of fucking her whilst completely clean and sober. She kept grinding her hips on mine and rolling them every so often, soon enough we started to loose control and let the animalistic side take over, I rolled her over and began to straight up bang the shit out of her. She reciprocated in turn by moaning like a complete pornstar and taking every single bit of what I had to offer. The session didn't last much longer as between her moans and the feeling of her little pussy squeezing me I ended up blowing my load (on her belly no less). Afterward she went upstairs to clean up and I made myself a drink (non alcoholic). Lindsey stayed over that night and we wound up fucking again and, in a rare fit of passion/stupidity I ended up busting inside her.

When we woke up the next morning we fucked again, this time I hit her doggy style, another of my favorites and played a little with her ass whilst fucking her, she didn't seem as into it was Paige was so I figured I was getting nowhere with that one. Once she begun to get close I could feel her pushing back more and more, she started playing with her clit and begging me to fuck her harder. Of course, as a gent, I obliged and pushed her shoulders down against the bed, allowing me to get deeper. She came super hard, which ultimately pushed me over the edge, I just managed to pull out and dump a solid load on her back. Again, she disappeared to clean up and left me in the bedroom. She was gone for a fair while, but ultimately returned cleaned up, wearing just her t-shirt and panties. It didn't take a genius to see that she'd taken something whilst she was in the bathroom, she had to all too familiar starry look in her eyes. Turned out that she'd left some coke in her bag that she'd left in the bathroom the previous night, she offered me some too, which graciously took when I went into the bathroom myself.

The next few hours were lost in the haze of drugs. I know we fucked a couple more times before she said she had to head home. I slept off the come down and ended up crashing out for pretty much the entire night, waking up to a few texts from Lindsey, telling me that she had got home OK but Rob was pissed as he caught her and could tell she was high as fuck from just looking at her. Apparently she was grounded again but she had a plan. She also ended up texting me, asking me about the possibility of coming over to her next weekend, given that everyone was going to be out. I told her I wasn't sure, but she told me that it would be worth my while. After going back and forth I finally agreed, and she told me to keep away until she told me it was clear.

During that week work seemed to drag out a little more than normal, after a couple of bad days in a row I ended up getting high after work and ultimately crashed out pretty badly and had to take a sick day the following day. Rob was a little pissed as he knew that something wasn't right. I went back to work on the Friday of that week and received a VERY odd phone call whilst I was there. The call was from Teri, the Asian chick that I'd hooked up with a party in November, it turned out that Lindsey had been in touch with her regarding a prospective threesome (something that I'd hinted to Lindsey was a fantasy of mine during some pillow talk), she'd sent Teri my photo and in turn Teri had called me having had my number after our hookup (when I get a good lay I always like to keep in touch, you never know when you might get a booty call). Now Lindsey had no idea that I had previously fucked Teri, nor did I know that Teri and Lindsey had known each other since high school. The result was that Lindsey's surprise for me had been ruined and Teri was unsure how to approach this. I told her to just play it off and that things would be fine, (in truth I didn't care, both girls we're hot, young and completely fuckable and I wanted to cross something of my bucket list). Friday night rolled around before I knew what was going on and I ended up hitting up one of the bars in Freeport with my friend. I got a couple of texts from Lindsey whilst I was out telling me that everyone was going to be away for a party and that she was still grounded and wasn't allowed out. She told me to sneak by tomorrow afternoon after 4pm so that everyone would already be gone. I agreed, telling her that I'd come by and make sure everyone was out before heading in. The rest of the night passed with little event and I ultimately ended up bailing out before it got too late and heading back home.

When Saturday morning came around I felt a little rough, I'd not drunk a lot the night before, but enough to make a bit of a non-physical dent in my brain. Lindsey kept texting me, telling me about a surprise that she had for me, I played dumb and made out that I had no idea (short of replying asking her if she was giving up the ass to me. Guy gotta try right?). She told me that I'd have to wait and see, so I just told her that I couldn't wait and said that I'd see her later. I ended up heading over there for around 3 (takes a while to walk over there) and got to the area by around 3.35-3.40pm. I ended up having to wait in a Dukin Donuts for a short while until I heard from her that everyone had left. She told me to give her about a half hour then come over. I walked upto their place at just before 4.30pm. She'd done as promised and left the driveway gates unlocked so that I could get in, I saw that everyone had gone in Rob's Escalade so I wasn't worried about being caught. When I rang the doorbell, Lindsey answered. She was dressed pretty typically, black pants and a white "wife beater" vest, I could see her red bra underneath too, which brought a smile to my face as she knew that I loved red underwear on a woman. She gave me a kiss on the cheek and told me to come in, I entered and she made sure to lock the door behind me, she also took the extra step of putting the security lock on the main gate so that it would force someone to enter the code and then chime when it opened. I had to applaude her ingenuity on that one as it would give us enough time for me to dive out if it came to it.

When she took me through into the kitchen to get a drink I saw Teri there, in just a T-shirt and jeans, she gave me a smile as Lindsey introduced us. I kissed Teri's hand like a true gent and made a show of meeting her for the first time. If Lindsey suspected anything she made no sign of it to either of us. Something that I didn't know was that Teri also liked to "party" and was one of Lindsey's primary sources for coke, fortunately for my memories we didn't do any this time so I had a nice clear head for everything that was to come. After some idle bullshit for about 10 minutes Lindsey struck up a conversation with Teri about me, asking her what she thought and if she was still sure about "the plan" when Teri said she was fine with it everything kicked into gear. Lindsey told me that she wanted to make good on one of my wishlist items and give me the threesome that I'd so eagerly wanted. She was pretty straight up about the fact that her and teri weren't Bi, so there wouldn't be anything taking place between them. Teri did make mention of the time that they kissed though, which I found kind of hot. Both girls lined up a shot of some clear alcohol (I forget if it was vodka or something else at this point) and knocked it back before Lindsey said we should move this upstairs. She grabbed the small portable screen for the camera system (think like a video baby monitor but for the gate camera) and brought it with her upstairs.

Once we got into the room she told me to sit down on the bed, I obliged (as much as I found myself enjoying being dominating with Marilyn, I also enjoyed being able to sit back every now and then and be entertained). She put on some music and her to Teri began to dance, they gave me a very nice show as they slowly peeled off the clothing that they had one. Lindsey was wearing red boy shorts under her pants whilst Teri had a very sexy black number on with a red and black thong. After they got down to their underwear they came over to me. Lindsey climbed onto the bed behind me and unfastened the buttons on my shirt and pulled it open whilst Teri began unfastening my belt with a smile (something she had also done the first time we hooked up). Lindsey had my shirt off before Teri got my pants open, she began kissing my neck and shoulders (neck has always been a weak point for me) which resulted in a massive surge of blood to my cock, which Teri clearly felt as she began unfastening my pants as she gave me another cheeky smile. Within minutes Teri had my cock in her hands, stroking it back and forth whilst Lindsey kept on kissing my neck and shoulders whilst running her hands over my chest. The combo of the two of them was VERY difficult to keep control to and more than once I found myself trying to picture a naked old monk jerking himself off (that's my goto when I want to stop myself from blowing too quickly). It didn't really got according to plan however as Teri dropped to her knees and quickly swallowed my cock. To make matters worse (or much better, depending upon how you look at it) Lindsey came and sat alongside me, wrapped her hand around the shaft of my cock and basically stroked me of whilst Teri worked the head with her mouth. Now I have NO shame in admitting that it took me no more than about 15 seconds of that before I blew my loud in Teri's mouth. Something that she clearly wasn't expecting (and neither was I) as she kind of coughed and gagged before pulling off and spitting it out into Lindsey's garbage can. Teri gave me a pretty pissed off look and told us she'd be right back as she went off to the bathroom. Lindsey kept stroking my cock for a few more moments as it began to go down post orgasm and by the time Teri came back in I was hanging low and lazy.

I kind of figured that I owed Teri for the mis-queue with her mouth so I got her to lay down and ate her out. Lindsey watched making comments every now and then, some of which sounded very stupid and others sounded very hot. She'd clearly watched more bad porno's that good ones in her time. I don't claim to be an expert pussy eater at all, but I do know my way around and also how to use my hands well. Teri soon forgot about my previous mis-communication as she started grinding her pussy against my face. Lindsey also started to get into it more as I saw her hand had made it's way into her shorts. Not wanting her to feel left out I told her to lay down next to Teri and take off her shorts. I did the best that I could for her with my left hand whilst still working on Teri with my tongue and my right hand. It didn't take a long while before my cock began to show signs of life again, making a slow climb back to full mast. As soon as I felt that I was able to go I did exactly that. I lifted myself away from Teri and wrapped a hand around my cock, taking it straight to her pussy. Again, Lindsey lay watching, working herself with her hands whilst Teri, to her credit, brought her legs up and wrapped them around my back. I took the hint and started up nice and hard with her from the get-go. Within a few minutes we had a nice solid rhythm going. My previous work on eating her out had worked well as she was already pretty close by the time I stuck my dick in her and thankfully, having fucked her before at the party, I knew exactly what this girl liked and how she wanted it. I felt her starting to tighten up a little before it hit her. She didn't let out a super loud scream like you see in pornos but she did let out a really long moan, which was hot at hell. I gave her a few more good pumps to take her through the majority of it before pulling out with a nice little "pop".

Lindsey, all this while had been working herself along quite nicely enjoying the show. As soon as I finished with Teri I grabbed Lindseys ankles and pulled her over to me better. Even more so than Teri I knew how Lindsey liked it, so I threw a hand over her mouth, and felt her reciprocate with a little bite, as I entered her. To this day I still remember the sound of the stifled moan against my hand as I just stuffed my dick into her and to her credit, she took it perfectly. I kept my hand over her mouth as I fucked her, and I have no issues in saying that I used her like a piece of meat. Teri had brought me pretty closed to cumming again when she had her orgasm and I knew how close Lindsey was already. I felt her body tighening up beneath me as I pounded away at her and as her orgasm hit her I had to pull out, I wasn't even gifted with the chance to grab and aim, I blew my load all over her pussy, ass and all of the bed. I actually became aware of Teri again after the smoke cleared in my head. She'd been watching us and fingering herself, she let out a soft little gaspy moan at the scene that played out in front of her and we all kind of collapsed in a collective mess on the bed.

Lindsey was the first to get up, she said that she had to go clean up, to her credit I had made a great effort in painting her lower half a nice shade of white. Teri gave me a look almost as soon as Lindsey left the room and slid over the bed to me. Her hand wrapped back around my pretty flaccid (by this point) cock and slowly began stroking it. I was pretty sensitive so to begin with it almost hurt, but I bared with it as I knew there would be a reward in it for me. It took a bit of time and persuasion to get me hard for a third time, but it happened. Lindsey came back into the room just as I got hard again, she gave Teri a smile and said that she would "let her have this one" and then threw herself down on the sofa in the corner of the room. Teri grabbed at my dick a little harder and dipped her head down, sucking down hard on it and giving me a very sloppy, very messy BJ. She never took me close to cumming for a third time however and ultimately wound up asking Lindsey, who was casually watching us from the sofa and occasionally touching herself, if she had any lube. Lindsey got some from her bedside drawer and passed it to her. She ended up lubing my cock up real good before handing the lube to me and turning around. I didn't even think twice I just rammed my dick back into her pussy the extra lube really made it nice and slippery. She instructed me pretty directly to lube up my finger and stick it in her ass. I graciously obliged, like a gent would, threw a glob of lube around her asshole and also over my index finger. With a little pressure I hit home and was instantly rewarded by the feeling of her pussy tightening around my cock to signify how it felt. Every single thrust after that felt amazing as it almost felt like she was sucking my cock back in every time I pulled my hips back. After a few more thrusts she rewarded me with the words that any man who digs anal would love to hear: "fuck it".

I didn't even wait for her to change her mind. I pulled out my finger, threw another generous amount of lube on my dick and around her asshole and pressed it down against it. She was clearly relaxing well, and also used to anal, as it didn't take much for me to get inside. The tightness was truly amazing and she clearly wasn't ready for my size as she had to expel a lot of air in a hiss as I pushed in. When I drew out a little and then slid back in she rewarded me with a really slutty moan, one that made Lindsey shift from the sofa to the side of the bed to get a better look. Having an interested audience really drove me on a put on a killer performance so I grabbed Teri's hips and went to town, some thrusts were obviously a little too hard as they elicited the occasional ouch, but others really seemed to hit the spot and rewarded me with a nicely slutty moan. I pounded away at her for a short while before everything seemed to build up within me all the once. The tingle in my balls began very quickly and gave me little warning, I did however pull out and dump the load over her ass cheeks and back. Lindsey, surprisingly, even gave me a helping hand by stroking my dick until she was sure I'd put out my entire load. Teri collapsed onto the bed, as did I. We all just laid in silence for god knows how long before Teri said that she was going to clean up, Lindsey left the room as well, saying that she was going to get a drink and I was suddenly left very alone. I took the chance to wipe the mix of cum, lube and other unthinkables from my dick using some of Lindseys tissues and throwing my boxers back on. By the time I had done that Teri had come back out the bathroom, wrapped in a towel, followed shortly after by Lindsey with 3 glasses of water. I necked mine and headed to the bathroom for a quick "whores bath" as Lindsey was urging us to both get going as it had got late already. Teri and I headed out, both a little shaky legged, before anyone got home. We walked together and bullshitted for a little bit until Teri said that we we're passing her street and gave me a hell of a kiss before sauntering off away from me. I stopped by Dunkin and picked up a coffee before making my way back home.

The next few days passed with little communication from anyone, Lindsey occasionally text me asking me how I liked my surprise and also inviting the possibility of me perhaps, maybe, one day being able to convince her to try letting me fuck that sweet little ass. However, the Thursday of that week was marked by a very somber occasion as I discovered that my Grandfather in the UK had died. I was very close with him before I left and, even though I had know he was sick, I hadn't been able to get back to the UK to see him in time. I wound up taking the stupidest route possible to dealing with this and decided to get high as fuck that night to numb out any pain. Sadly, that night turned into the next day (which I took as sick) and then the 2 days immediately after that. My new connection to Teri meant that I was able to get my hands on it without having to go through Lindsey whose messages, coincidentally, I started to ignore. By the Monday I'd pretty much been high in some, way/shape or form for 4 days straight. I again took a sick day, explaining to Rob the entire situation over the phone during one of my more lucid moments. The rest of that week was pretty much a blur as I tried to plan a trip by to the UK around being high as fuck on coke and weed most of the time. Finally, having used up all of my paid sick days, I dragged myself into work, by this point I would say that I hadn't developed a SERIOUS coke/weed habit, but I was high more times that I was clean. I'm not really sure what I expected but it took Rob about 20 minutes before he dragged me into his office and tore me apart. He formally suspended me for misconduct and breach of policy and I swear, if it weren't for the history between he and I, he would have fired me on the spot. I was given 2 weeks unpaid suspension and told that if I turned up looking the way that I did again then he would fire me on the spot.

I'm not sure how it was explained to everyone, but a few people from the office text me, one of which being Paige. She told me that she was sorry to hear about my Grandfather (nothing about the drugs though so I assumed to Rob was keeping quite about that). I headed back to England a couple of days later and ended up spending the next 10 days there for my Grandfathers funeral and also over Christmas doing everything that I could to try and kick any form of growing drug habit that I might have been developing. Now it's important to understand that I have a very addictive personality had previously had to kick a drinking habit when I was much younger, thankfully I wasn't hopelessly addicted to this shit but it made for a very tough period whilst I was over there trying to deal with his death and funeral, it did leave me a little more partial to getting high from weed, but that's not necessarily a bad thing . It turned out that things went from bad to worse almost the moment that I left. Lindsey ended up ODing at a party and wound up in Hospital (thankfully she was ok) and during that period Paige and her Fiance broke off the engagement when he ended up cheating on her. Also, whilst I was in England I got an email from my friend and housemate telling me that my permanent Greencard had arrived (Resident Alien FTW). I headed back to the US just before New Years and was rewarded by a voicemail from Dan telling me that I was fired due to them finding illegal substances in my desk (I'd left some weed in there by accident the day that I was suspended). Another was from Rob telling me how disappointed he was in me, another from Lindsey telling me that she had been sent over to her Grandmothers in FL by Rob and she had no idea when she would be back and finally a tearful message from Paige telling me that she had heard about what was going on and that she was worried and wanted to see me. I text her back telling her that I was back in the US and could meet her whenever. It took a couple of hours before she responded to me, telling me that she'd meet me later that night at the usual spot (Dunkin).

With nothing else to do I chilled out for a few hours when I got home, took a nap and other shit before heading out to meet with Paige. When I saw her the first thing that struck me was that she had died her hair brown, strangely enough it actual suited her much more than I would have expected had you told me about it prior to seeing her. We sat for way too fucking long in there talking; she told me about what happened with her engagement, how she found out about him cheating, she asked me about what happened with me. I explained it off as going off the rails after my Grandfather died (I couldn't mentioned Lindsey at all) also dropped in a little bit of guilt trip about how things ended with me and her. Eventually she told me that she had to get going back home as Rob was now looking after Mehgan on his own as Lindsey was no longer around due to her moving to Florida (no mention of the drugs, but I assumed that she had to know). We had one of "those" moments before she got back in her car where she gave me a hug but it ended up being a kiss before we went our separate ways.

By the time I got home it was already really late, and coupled with my excessive amount of jet lag I just wound up passing out (with no drug assistance this time however) until the next day. I was awoken by the sound of my phone ringing. Paige was trying to call me about something but I just let it ring off. When I listened to the voicemail it turned out that she wanted to speak to Rob about everything and try to see if she could get me rehired.I figured that I'd wait and see if pigs actually did fly and I'd let her have a go. Before putting my phone back down I sent a text over to Jasmin to see what she was doing. She responded pretty quickly telling me that she was off work, then followed up by asking me what I was doing. The messages eventually degraded down to a pretty heavy sexting session between the two of us that ultimately broke down to her telling me she would be over soon. Girl wasn't kidding as about 25 minutes later she was ringing the doorbell. There was no playing around with this girl, pretty much as soon as I opened the door she jumped me, clothes wound up coming off very disjointedly and very quickly. I spun her around and pushed her up against the wall and she pulled my boxers open and started stroking my cock with her hand, I replied in kind by burying my middle and ring fingers into her pussy. This girl was already nicely wet, I guess that she'd been thinking about this all the way over here. The foreplay session was a little rougher than normal between us as I was burying both fingers pretty deep which caused her to grab my dick much tighter than normal, which in turn would make me be rougher to her.

Pretty quickly it moved to her being naked from the waist down and kneeling on the sofa whilst I railed the fuck out of her. Thankfully she had come with condoms as I'd been out of the country and had no chance to pick any up. Like most sessions with Jas the sex was hard and rough (just like i like it), she was also pretty strong with the dirty talk which was a huge turn on too, something that she previously hadn't really done a lot, but it really helped to spur me on to make her cum hard. At the point where I could feel her pussy trying to milk my cock hard as she came and the dirty talk switched from English to Spanish I couldn't hold on anymore. I blew my nut in the condom so hard that I felt that I was turning inside out. We collapsed together on the sofa for a while, I had to head upstairs to clean up when I started to lose my wood. As I was cleaning up in the shower Jas let herself in and we fooled around in the shower until I was ready to go again, then we fucked in the shower, including her letting me tap that incredible ass again (always a pleasure, never a chore). After the second round we cleaned up again and she hung out for a while bullshitting with me heading off as she said that she had to go get ready for work.

I wound up hanging out with my friend for new years, I didn't want to go out just in case I slipped into old ways again so he agreed to stay in with me. I ended up getting a text from Paige on New Years Eve wishing me a happy new year with a few xxxx but that was about it. I figured that 2011 would be a clean start in every sense. 2010 had certainly been an interesting one and, as quickly as Rob and his family had come into my life and turned it upside down, they were all gone. Of course, this was only 2011 and I had no idea that even by 2014 they'd still be in my life in some way/shape or form.