Courtney's 1st Taste of Pussy

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Sex toy party goes south.
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I had worked in the same firm as Lisa for years, but never in the same department. She wasn’t drop dead gorgeous or anything, but she was cute and she was in great shape, especially for a woman in her 40's. For a lack of a better term she had a reputation as being a bit of a slut, or perhaps a tease. She was married with kids, had some spats where she was separated, its all a bit convoluted.

Lisa seemed to always be having an apparent affair with men in the best position to advance her career, her boss, her boss’s boss, etc…

She also had another trait; she loved to talk about sex, and how depraved of it she was, how her husband never went down on her, and how she sucked the best cock.

She always seemed to be able to keeps several guys “on her hook”, and I thought for the most part she was just using them and that they would never get anything from her beyond her cock raising dialogue.

Perhaps my negativity towards her was based in part to the fact that she never seemed to be interested in me. She was into guys that only a momma could love? (Older, usually unattractive men)

One day after work I found myself making a brief appearance at happy hour, Lisa was of course no stranger to alcohol. She was beginning to slur slightly when I arrived, which was amazing because she could have only been there an hour. She had her typical fleet of horny men circled around her, the likely monetary sources to her alcohol consumption.

I had a long week and was enjoying a few cold ones with my office buddies. I must confess we all took turn glancing over at Lisa; she just has something about her. She was explaining how last night she had an orgasm in her sleep and than added what made it unusual was that she was dreaming about another woman. I have to admit she peaked my eavesdropping interest. She went on to say how she would love to have a woman, but didn’t know how to find the right lady to experiment with.

As the night went on Lisa and I actually engaged in some light hearted office type chit chat, meaningless shit, and than I decided to hit the road. As I leaned in to give her the customary female coworker kiss on the cheek she grabbed my inner thigh and softly ran her hand upward, stopping just short of my balls.

“Stay” she said, “This night still has some potential”

I was at a loss for words and had no reaction, as I write this I’m tempted to profess something else, but the reality was I was a little intimidated and basically dumbfounded. This type of thing is pretty foreign to me. So, I ultimately retreated to my car and went home. Of course for the remainder of the weekend she dominated my thoughts. I began to realize why guys clung to her.

I didn’t know what to expect come Monday, I anticipated that this alcohol induced indiscretion would likely be forgotten, but I was hoping/dreaming for just the opposite.

“Hey Lisa” I blurted at about 10:00 on Monday morning upon seeing her. She walked straight towards me and with a smile said:

“We’re still on for lunch today right?…Great than, I scheduled myself a break from 1:00 to 2:30…Later…” as she walked away, she took great care to wiggle her ass at me raising a few eyebrows in the area.

Lunch it was and we went out to chat, I couldn’t help but feel like I was being pursued by her and I wasn’t quite sure why so? Anyway my curiosity and appetite lead us to a socially acceptable noisy restaurant.

Once seated she inquired “I couldn’t help but notice a picture of a beautiful woman on your desk, is that your wife?”

“Yes, for 10 years now” I calmly responded as I began to see the intent behind her actions.

“She’s in great shape huh?” Lisa pondered with a smirk.

“Yes, the same size as when we got married” I proudly responded still feeling out the motive(s).

The conversation moved on going pleasantly, and than she began to reveal her thoughts.

“After seeing your wife’s picture, I began to wonder what you two look like fucking...sorry, I know that must seem weird, but with most couples that’s something that causes you to cringe if/when it pops into your mind. With you, it just gets me wet”

I was in shock again, but at least I knew what she was interested in, the two of us. For those that have never read any of my stories I will copy and paste in my wife Courtney’s physical description:

Courtney is a very pretty Puerto Rican and Irish girl who; I have found out, loves to be a very dirty girl. She is 5’4”, 120 lbs. with a perfect ass and exceptional tits. (They’re only an A cup but they are absolutely perfectly shaped with soft pink nipples that harden like pencil erasers on contact) She has long brown hair, soft brown eyes and all eyes gravitate to her when we go out, especially when she doesn’t wear a bra (which she never does).

Lisa discussed her sexuality in great depth, I have to say she has a liberated - no shame view of sex. She said that she had had women before, but never a couple, and she felt that Courtney and I would be in her words “Tasty”.

She ended the conversation with:

“Why don’t you and your wife talk it over and let me know if we could all get together sometime”

I didn’t have to ask Courtney anything, I knew the answer would be NO. I figured maybe I could soften her stance with time, so for the next few weeks Lisa and I conspired together for this our now common goal. I would get so turned on with formulating this idea into a reality that I was spending a good portion of my day trying to hide my erection from my coworkers.

During this time there was an occasion for the girls to meet socially, and they really hit it off, but Lisa never revealed her/our intentions.

The plan ultimately became that Courtney and I would go to Lisa’s house for a co-ed sex toy party, but it would be on the wrong day (my error). So it was set to be Sat. night, the day following the fabricated Friday night sex toy party. This would help mold Courtney’s mind set, at least till the point where the embarrassment of showing up on the wrong day set in. Courtney had been to a few of these parties in the past and she always came home horney as hell.

We arrived fashionable late at 8:15 and Courtney saw trouble right away.

“It seems were the first ones here, I don’t want to go in yet” She said uncomfortably.

“I’m sure some neighbors just walked over, let’s just go in” I said to encourage her and we walked forward to the door.

I rang the bell and Lisa played along by taking her time in getting to there.

“Hello” Lisa greeted us with a pretend look of confusion on her face. “I missed you guys at the party yesterday” she paused than added “Did you mix up the days? I’m sorry originally it was going to be today, but remember Jim and Fay couldn’t make it, so we switched it.”

“Oh my God” I responded. The nervousness and embarrassment was not all acting for me at this point. (the reality was making me stress)

“Come in, come in” Lisa politely opened the door. “I was just putting all the orders together, from yesterday that is”

Lisa went on to say “I used to do it where some woman would come to your house, but it was awkward, people felt like they had to buy stuff and were too embarrassed to order what they actually wanted, so I began to do the whole thing myself, the prices are lower this way and I do it co-ed, which makes it more interesting, sometimes it gets real interesting, but last night was a bore. Perhaps because I was so much looking forward to seeing the two of you”

“That’s so kind of you to say” Courtney responded, as she began to sip at a glass of red wine which Lisa had poured while talking.

All three of us sat on the couch as Lisa entertained with stories of past parties. She remised of women in their 50’s who had never had an orgasm, and women in their twenties who didn’t know where their clitoris was. As the wine flowed along with the conversation, I began to thumb the “toy catalog” allowing Courtney to view it along with me.

Courtney excused herself to the restroom, and in the moments of her absence Lisa whispered in my ear:

“Oh my God she is so fucking hot, could you fuck her here for me, I don’t care if she’s not into girls, I’d be happy just to watch.” She concluded while her hand deliberately brushed against the front of my pants. I was hard already, and she gave me a look of primal hunger, directly into my eyes.

Courtney was a little sloshed so I figured now or never, as she sat back down I caressed her back.

Lisa asked if she could show us some of the “really hot couple items” and before there was a response Lisa was rubbing a cock shaped realistic looking vibrator against Courtney’s arm.

Lisa went on:

“I’m telling you, once inside 5 maybe 10 seconds and you’re cumming, this thing is amazing, but it doesn’t have the taste and flavor of a real man…”

She ran the pink vibrating cock up to Courtney’s mouth and began to rub it gently across her full lips and asked:

“Do you feel the sensation?” “This one is special it has just the sensation I need, deep, but not numbing or ticklish”

As Lisa was turning this toy on Courtney’s mouth I began to rub her inner thigh, she was wearing a denim skirt over white cotton panties. As I began to run my hand up, she would clamp her legs together trapping my hands in disapproval. I persisted by taking the vibe from Lisa and placing it against her leg.

“Just feel it out for a second, just for a second - over your clothes” I said which a nervous shake in my voice.

Courtney responded by opening her legs, just slightly, but that was just the signal that Lisa and I were hoping for. I slowly ran this humming toy to the visibly moist front side of her panties targeting the slightly raised spot that I knew to be her ultra sensitive clit. (She has one that turns bright pink, when it fills and hardens to the size of a small pea.) I pressed the tip against the top of her clit’s shaft, opening her slit, and than her legs opened wider. I wondered if she fully realized as she lay with her eyes closed that there was a woman just as aroused as me salivating at the sight of her barely clad pussy.

“Ahh” “It’s gonna make me cum” Courtney mumbled as this toy continued to pulse her mound with waves of pleasure.

I took a brief pause in the action to remove her undies, and she opened her eyes for a moment and than had a moment of embarrassment upon seeing Lisa again.

“It’s ok sweetie, just enjoy” Lisa assured her, while gently pressing her shoulders deeper into the couch. As I began to run the vibe on her exposed slit Lisa unbuttoned Courtney’s blouse, undoubtedly longing to see the beautiful nipples that I had described to her previously, in great detail. Within moments Courtney was clad only in her denim skirt which was pushed up to the point where it appeared to be a thick belt.

Courtney’s erect nipples were at full attention in the air conditioned environment and I’m sure that Lisa wanted to feel them on her tongue and in her mouth in the worst way, because I know I did too.

I gave Lisa a nod and the two us latched onto Courtney’s tits simultaneously, I don’t know if it was the shock of the two mouths on her, or if Lisa did a little love bite on her tasty nipple, but Courtney jerked back suddenly and Lisa reassured her with:

“Sweetie just enjoy, enjoy the pleasure…”

I kneeled down in front of her and slide her hips forward on the couch. I saw how wet she was and just had to taste her juice, the ultimate aphrodisiac. As I slurped away at her wide spread lips, she began to beg for my cock. The vibrator was humming on/in Lisa at this point and the intensity in the room was increasing exponentially.

I looked over at Lisa who was wearing a white push up bra and nothing else, and I decided to get her back into the fun.

Turning my head towards Lisa I said:

“Let’s fuck her, fuck her together”

Immediately Lisa came over and got on her hands and knees, her head between Courtney’s knees, taking over my pussy eating position, and I got behind Lisa lining my cock up against her thin glistening pussy lips. She was clean shaven and had a great ass. I couldn’t believe what I was seemingly allowed to do! Lisa instructed Courtney:

“The better your man fucks me, the better I lick you, ok?” Courtney just moaned in passive agreement.

As Lisa spread Courtney’s sweet pussy open for a licking with both hands, I pressed my throbbing cock into Lisa. Lisa gasped and said:

“He’s so fucking big! You take this giant cock inside you, here?” and she slid her tongue deeply into Courtney’s vagina forcefully, using her tongue like a cock of her own.

I was ready to cum, already and as I began to slow my pace Lisa asked:

“What you need to squirt your thing sweetie? Is that why you’re slowing down?”

I didn’t even respond and Lisa went on to say: “Go ahead, I want you to cum, I want you to cum inside of her!” Lisa than pulled forward letting my cock slide out of her, and than led me forward with my soaking dick in her hand, pulling on it. She than placed it to Courtney’s sweet ready pussy.

I began fucking Courtney now slick from two hot pussies and Lisa began to coach me:

“Cover her inside and out with your cum, soak her, hurry up do it before she comes too” I don’t know why but it seemed like something I wanted to do and I just let go and began to pump cum into Courtney like pumping water from a well, and following the persistent coaching from Lisa I withdrew my still pulsing dick and squirted cum all over the outside of Courtney’s pussy and on her asshole. There were strings of goo all over Lisa’s sofa too, but she was so turned on that she seemingly couldn’t have cared less.

No sooner had my last drop poured out and Lisa was back between Courtney’s legs eating up the mess! She ate it in a frenzy while updating Courtney on her every move, saying:

“I’m sucking it out of your vagina, mmm now off your clit, soo good, I love the taste of the two of you”

I watched her suck and eat out everything with the utmost efficiency, she worked her way down to Courtney’s ass hole and licked it clean, and she started to press her tongue into it. Lisa got Courtney’s undivided attention as her tongue dipped in and out of Courtney’s ass. Courtney wiggled and squirmed with the sensations, this coupled with Lisa’s left hand working Courtney’s clit faster and harder than I ever dared to myself would surely cause an orgasm and than it began…

Courtney muttered “Oh my God, Oh my God, No, No, No…” She twitched and gyrated in a tortured pleasure for what seemed to be minutes.

During this I just kept watching Lisa dig and probe Courtney’s ass. It seemed her tongue was in her several inches, I could see Courtney’s sphincter opened wide around the base of Lisa’s tongue, it was truly something amazing to see, and my cock once again an interested spectator stood at attention.

As Courtney’s orgasm began to subside I could see she was getting a rational perspective on what was going on, and she was perhaps loosing interest in having a strange woman’s tongue in her rectum. She squirmed back on the couch with a quivering “Thank You”

Lisa backed away, and I decided to repay her for the favor she gave Courtney, so I sat her down right next to a now dazed Courtney on the couch and began to eat Lisa’s pussy. It was surprisingly tasteless, but I was still making me horny as hell. Lisa has one of the best looking snatches I’d ever seen. She could have worked in porn with her body, she looked great naked and she really knows how to play things up.

“Hey sweetie are you ready to try some” Lisa asked Courtney as she caught Courtney glancing to see what I was doing. Lisa gave Courtney a gentle push forward and Courtney kneeled next to me on the floor.

As I continued to lick and suck on Lisa’s clit she spread her legs open wider letting Courtney see everything that was going on.

I encouraged her by adding “Honey why don’t you try it for a bit, this opportunity doesn’t come around too often, give it a try” With this she drew in closer, looking forward curiously. I said, “here let’s lick her clit together, it feels great on your tongue, lick it here…” and I stretched my tongue out as far as it would go to demonstrate.

Courtney began by getting her head in close and suddenly the limited space between Lisa’s legs became evident, so we took turns.

“What do you think?” I asked as she has a mouth full of pussy, and all a got back was a moist and muffled “hmm mmm”

Courtney was picking up pace, loosing some of her inhibitions when Lisa suggested something that blindsided me.

Lisa said “I have some lube in that cabinet, why don’t you stick that oversized shaft into you wife’s asshole for me” “I can tell from tonguing her that she’s no stranger to a good ass fucking!” “I think that would be just the thing to loosen her up, just what the Doctor ordered.” “I want to see her pretty face as she takes it hard and deep”

I was no stranger to fucking her there and have to admit it seemed like a great idea. I didn’t hear any objection, so I grabbed the lube and started spreading it on Courtney’s ass and my shaft. I just kept globing the stuff on until I was corrected.

“Just a dab will do you” Lisa blurted, almost laughing.

So I pushed down on Courtney’s hips aligning her ass to the slickened tip of my cock, and as I aimed and pressed with one hand, I softly rubbed at her soft lips and clit with my other. Slowly I pushed and paused watching the cause and effect reflected on how she was licking Lisa’s pussy. Lisa was looking down to see how she was reacting to the growing pressure against her little asshole.

As my cock suddenly took its course Courtney took in a deep breath, and paused, as did I. Once she gained comfort in being opened, she resumed slurping Lisa’s twat, and I pressed on further, inching my way deeper little by little.

I was in to the point where I was pulling her cheeks apart, getting deeper than ever before, it was amazing! Lisa had dirty talked the two of us into the hardest ass fucking session Courtney has ever endured, and she was taking it like a total whore!

Lisa who was orchestrating all activities better than a porn director had her pussy spread wide for me to see, than she began to slide deeper into the couch, bringing her hips closer to the forward edge, than I realized what she was up to when she made her next demand to Courtney:

“Nice licking, now why don’t you show me what I taught you about how to eat ass” “Go ahead and lick it…yeah right there…and when I tell you to, start fucking my ass with your tongue the same way he’s pumping yours…Do it, do it now! Eat me out you filthy whore…mmm deep, make me cum…”

As I watched my wife’s tongue disappear into Lisa’s ass, I began to spasm in eminent orgasm. I picked up my pace and began pounding into Courtney’s sweet ass with a rapid frenzied intensity. Within a moment I was pumping my full load into Courtney’s asshole, as my cock remained fixed deep between her reddened cheeks. I became a spectator again to the women performing before me while still attached in the most deviant of ways.

Lisa was next to cum, she was good at broadcasting her climax giving a play by play on what her body was doing and why:

“Yeah I’m rubbing my clit, rubbing it hard with you deep inside my asshole, pump me with your face, and make me cum, cum on your tongue” “I’m gonna cum so hard on you…mmm feel it, feel it now!” “NOW” “Taste me cumming”

I could see Courtney gasping for air as Lisa had her by the back of the head pulling her in tighter, it was intense! The action than ended almost abruptly with Lisa saying to me:

“Come on lets finish her off, this slut of yours has earned her reward.”

The activity ultimately played out by Lisa using the vibrator from earlier on Courtney. She just slid it over Courtney’s clit for a few seconds and than it was in her, and than just a few seconds later Courtney was cumming. It literally took less than a minute!

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