📚 playing-matchmaker Part 1 of 1
Part 1
playing-matchmaker-1
ADULT ROMANCE

Playing Matchmaker 1

Playing Matchmaker 1

by jeanpanty
19 min read
4.67 (9300 views)
adultfiction
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There are many benefits of being a former FBI agent. Local law enforcement agencies around where I live often consult me on larger cases and local companies often consult with me on security issues. Many people often ask for my opinions on people around them wondering whether or not they can be trusted. Many people have outright told me I'm the smartest person they know. Whether or not that's true is debatable, but I find the sentiment flattering.

It's in this backdrop that I found myself playing matchmaker. Yes, you read that right matchmaker. My friend Brittany though only in her early thirties had become convinced if she didn't find Mr. Right soon she would become an old cat lady and that was her worst nightmare. I had tried to convince her that she was still young and pretty and would have no issues finding a good husband, but she wouldn't be assuaged. She asked me to help her find a good husband pulling the old 'if you're really my friend you'll help me' card out.

I agreed to try and help her even though I knew it would probably be an uphill battle. I had heard enough of her dating stories in the time we had known each other to know she was very particular about the men she dated. Many times, the issue lay with the fact that she was very smart and most of the guys she went out with couldn't keep up with her intellect. More than once, I told her she could have worked at the FBI lab in Washinton if she wanted to. There wasn't much that she wasn't at least knowledgeable about and could carry a conversation about. Given that she was a pharmacist naturally she was most knowledgeable about medicine. She was so good her job and with the people that most patients followed her a few years back when she changed pharmacies.

Many of her friends had tried hooking her up on blind dates or just dates in general with men they knew, and they all ended up going nowhere. The main issue was they couldn't keep up with her intellectually. That's when she had come to me in frustration hoping my FBI background would be able to do better than her friends. Despite some inner doubt that I would be much help I dove in with my usual gusto that I gave any task given to me. From various contacts I had made over the years at the FBI and subsequent jobs I had I knew a lot of people I considered intelligent so I figured that's where I would start.

Nearly a year later my enthusiasm I had going into the job had been well dashed as Brittany had rejected everyone, I had vetted for her. Years as an FBI agent working on some pretty big cases some of them taking years to crack open had schooled me on keeping my frustrations in check. But now as she sat here in front of me in my den at home explaining why the latest person I had vetted for her wouldn't be suitable I found myself getting frustrated.

"Dan was nice, but he doesn't know anything outside the realm of programming." Brittany said as she paced my den. "I mean programming is interesting don't get me wrong, but that's his whole world. You ask him anything about current events, social, economic issues, etc. he's lost."

I sat in my armchair and sighed before taking a sip of bourbon. "You know renaissance men are hard to find." I told her for probably the twentieth time since we had taken up this endeavor. "There are very few people who can converse on such a wide variety of topics like you do."

"You can." she said giving me a pointed look.

"That's because of my time in the military and the FBI." I told her. "Military intelligence and law enforcement requires a vast amount of general knowledge that can be used at any time. Not to mention the experience gives you a wide array of stories to draw from."

"So, what about a former Bureau agent?" she asked.

"I tried that remember?" I said. "Johnny was a former Bureau agent but you didn't like him."

"Oh yeah I forgot about him." Brittany said. "He thought he was smarter than he really was. He tried to impress me with his knowledge of forensics, but I had to deflate his ego when I explained to him that his knowledge was outdated by at least five years."

Another sigh and another sip of bourbon and I said, "Well I'm running out of ideas and frankly people here."

"Oh, come on you know hordes of people." she said.

"Yeah, and you've found a reason to reject every single one of them." I said somewhat exasperated.

"Don't get mad at me." she said sounding annoyed. "Is it wrong for me to have standards for the man I want to spend the rest of my life with?"

"Only if those standards aren't reasonable." I said as I stood up to refill my bourbon.

"What's so unreasonable about wanting a guy to have something between his ears?" she said clearly getting frustrated with me.

"Nothing." I said as I refilled my bourbon and sat back down. "But every man I found for you since we started this has been smart, but somehow you've found reason to question their intelligence or found some other excuse to reject them."

"They were not excuses." she said putting her hands on her hips.

"What do you call them then?" I asked.

"Valid points." she said.

"You're not even giving these guys a chance." I said.

"Yes I am." she said argumentatively.

"One or two dates hardly qualifies as giving them a chance." I said. "When I was at the Bureau it sometimes took weeks and hundreds of hours of interviews to figure out how to get under a suspects skin and get him to crack. Those hours we spent together allowed me to get a picture of how they ticked and what I could do to get them to talk."

"We're not talking about interviewing serial killers or bank robbers." she said. "We're talking about finding me a good man."

"It's the same concept." I said. "Only time allows you to get a feeling for someone."

"And you've told me that in those interviews that you could almost sense whether or not you were on the right track with someone or were talking to the right person. It's the same thing here. My instinct told me it wasn't the right way to go."

I threw my hands up in frustration then. I didn't necessarily mind her rejecting the men I had found, but her using my own instincts and methods against me for some reason struck a nerve. "Well, I don't know what else to do then." I said clearly sounding frustrated. "I've worked as hard as I know how to try and find suitable guy for you and so far, came up empty. Every cop has one case they just can't crack, and I guess this will be mine." I then stood up and walked over to the window and gazed out into the yard as the sun started to set with my arms folded over my chest. A few seconds later I saw Brittany appear beside me out of the corner of my eye.

"Scott please don't be mad at me." I heard her say softly as I continued to peer out into the backyard. "I know you've worked hard on this, and I do appreciate it. I'm just not willing to give the rest of my life to just anyone."

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I slowly turned to face her and said, "I wouldn't be so upset if I felt like you were taking this seriously and giving it a chance. As it is I feel like I'm just wasting my time. Every one of those guys are good people and would make any woman a good husband in my opinion."

"I didn't say they weren't." she said. "But they wouldn't work for me."

"Only because your standards are ridiculously high." I said exasperation coming out of me again.

"I can't help it if they don't measure up to you." she said matching my exasperation.

"What are you talking about?" I said trying to conceal the shock I was feeling.

"None of those guys can hold a candle to how good you are." she said.

"Oh bogs, now you're just toying with me." I said feeling the frustration build again.

"No, I'm not." she said softly. "I asked you to help me hoping you could find me someone like you and I've realized you're the one I really want."

"You can't possibly be serious." I said.

"Why do you say that?" she asked.

I turned to fully face her and saw a look of affection on her face. "While I find the sentiment flattering you really don't want to be with me." I told her. "Nearly 20 years at the FBI killed any skills at relationships I had, and I've got two sets of divorce papers to prove it."

By this point I had moved back across the room and had sat down behind my desk. She had followed me, and half sat on the edge of the desk facing me. Ignoring what I had just said she said, "You don't think I'm pretty?"

"That's not what I said." I told her. "I've told you before you're a very pretty woman and I stand by that. But you don't want to be with me."

"Come on I've seen you looking at me when you think I can't notice." she said. "I know you're attracted to me."

"I've never denied that you're very attractive." I said.

"Oh, come off it Scott, you want me." she said giving me a devilish grin. Then before I could even try to argue back the grabbed the bottom hem of her t-shirt and pulled it over her head and tossed it to the side. For the first time I was getting a great view of Brittany's upper body and her big round breasts through the white silk and lace bra she was wearing. I naturally felt the rise in my pants and my undies were suddenly uncomfortable.

"Brittany what are you doing?! You put that back on right now!" I said desperately.

"What's the matter Scott?" she said coyly. "Don't like what you see? I think you do, otherwise your eyes wouldn't be glued there."

I looked up to see the devilish look back on her face as I said, "Oh come on that's not fair!"

"They say all's fair in love and war." she said coyly. She then reached behind her and started to unclip the bra. This whole situation was getting way out of control way too fast, and I was powerless to stop it. "If you really don't want to see more just say so and I'll stop." she said innocently as she got her bra loose and let it hang over her breasts. When I didn't say anything right away, she said, "I figured you'd want to keep going." before moving her arms around and dropping them to allow the bra to slide down them and off of her.

Now my eyes were full of her round tan breasts. I'll admit in my secret fantasy world I had imagined what Brittany looked like naked, but what I was seeing now was even better than that. Even with a half-naked Brittany sitting right in front of me, my practical side hadn't completely died.

"Brittany, you really don't know what you're getting into." I said starting to pant from building arousal.

"Yes I do." she said matter of factly. "I'm trying to have some fun with a guy I'm interested in, only he's being boneheaded." Since my eyes were still glued to her bare chest, I only heard the sound at first of her shoes hitting the hardwood floor. I looked down to see her forcing her little ankle socks off of her feet before moving one of them up to press against my crotch. This caused my raging erection to give a massive throb.

"I see somebody is on board with having fun." she said coyly.

"You really don't know what you're getting into." I said again. "I'm a very passionate and possessive lover. You may not be used to that."

"Wow you're smart and passionate." she said. "I've seen the smart, now I want to see the passionate." she added as she pressed her foot a little harder against my throbbing erection.

I reached down and grabbed her foot and pulled it off of me noticing for the first time the bright orange nail polish on her toenails. Though it suited no part of the few clothes she had left on it oddly suited her against the grain personality. As I touched her bare foot, I felt a shiver go through her and glanced up to see her nipples get more erect. That's when it hit me that she wasn't trying to toy with me and really was aroused and wanted me.

Knowing that didn't stop me from wanting to have a little fun though. With her foot in my hand, I started running my fingers up and down the bottom soles tickling it. She let out a squealing giggle as I started and kept giggling as I continued.

"Scott!" she squealed as I continued to tickle her. "Scott please!" she pleaded as I didn't let up. She eventually ended up leaning back onto the desk and partially rolling on her side as she tried to control her laughter without success. I decided to take advantage of her submissive position. I let go of her foot and stood up and leaned over her placing my arms on each side of her almost pinning her in place.

"What's the matter Brittany?" I asked in a low voice as she was panting from being tickled. "I thought you wanted to play." Her mouth was open as she panted, and I watched as her pupils dilated and knew she was clearly quite worked up.

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As she caught her breath she said, "Damn you Scott just kiss me already." before reaching up and grabbing the front of my shirt and pulling me across the few inches that our faces were apart and crashing her lips into mine. Her lips tasted like the coffee she had been sipping on as we had started talking. Soon we were kissing like a couple of horny teens with our tongues moving in and out of each other's mouths. We broke it off only when we had to stop for air. I slipped back into my chair as she sat up on the edge of the desk again.

"My god!" she gasped as she panted. "You weren't kidding when you said you were passionate."

I pointed at her and said, "And I'm just getting started." I then leaned forward and kissed one of her erect nipples before giving it a gentle bite. She let out another squeal as I went on to kiss the rest of her breast and lick her nipple. I felt shivers running through her body as I continued to tease her breasts. I let off of her hard and pointy nipples and leaned up a bit before saying, "What's the matter Brit, you cold?!"

"Shut up and stop teasing me." she panted as she sat up. Then her eyes ran up and down my body. "And why am I the only one undressed?!" she asked pointedly.

I leaned in and stole a kiss before saying, "Because you're a little minx who apparently likes to try to drive men crazy."

I watched then as her hands reached forward and unbuckled my belt before swiftly opening my flies. The folds were easily parted by my raging erection that was creating a massive tent in my grey briefs.

She eyed my erection with a smirk and said, "And apparently I accomplished my mission. Are you really not interested in me or just playing hard to get?" she asked as she gave my erection a squeeze.

"Oh shit!" I cried as she squeezed my hardon making it pulse a few times. "Ok little minx turnabout is fair play." I said almost growling in pain and pleasure. I then reached forward and mirroring what she had just done to me undid the flies on her jeans. Though for obvious reasons they didn't part as fast as my pants did, she pushed herself forward and allowed me to slide them off of her leaving her in nothing but her beautiful white cotton panties. My eyes were immediately drawn to the huge wet spot in the center of the gusset. It was almost dripping wet.

I pulled her close wrapping an arm around her back and pressing my other hand into that wet gusset. As she shivered with arousal I leaned to her ear and almost whispered, "Who's a naughty girl then? Getting her panties all wet."

"Mmmm" she moaned in pleasure as I fingered her through her panties.

"You're such a naughty little minx." I whispered into her ear as I kept fingering her. "You've got me so worked up I want to take you right here on my desk."

She then put her hand on my face looking at me with a look of pure lust and said, "Then do it Scott. Take me right here on your desk."

That was all it took to kill what little self-control I had left. The rest of my clothes came off in a flash before I pushed her back on my desk using both her body and my arm to quickly knock and/or push everything on top out of our way. I vaguely remember hearing things hitting the floor as I climbed on top of it myself as I pulled her panties off tossing them to join the lamp and clock on the floor. My eyes were mesmerized as I got a view of a thin landing strip of hair pointing directly to the promise land.

"What are you waiting for big boy?" I heard her ask as I admired her pussy. "It's not meant to be stared at."

I gave her a feral grin before saying, "Ok little minx, but remember you asked for it."

I then drove into her with much gusto and enthusiasm. I tried to be gentle with her, but after a couple of minutes of feeling her tight pussy wrapped around my cock it was no use and I was soon driving in and out as fast and as hard as I could. I was surprised to notice that far from being turned off by this she was actually into it matching my thrusts with hip thrusts of her own.

I continued to pound her pussy as hard as I could even when I started to feel it start to contract around my cock. I knew she was close and while part of me wanted to tease her a bit more I decided it was best to get her off. I kept going as hard as I could as she let out an ear-piercing scream and her body tremored with orgasm.

"Oh fuck!" she cried out as her orgasm crashed through her body. I pulled out as her body began to calm down from the intense orgasm. As she calmed down, she stared up at me biting her lower lip in and oddly cute and affectionate way. "That was unreal." she panted. "I didn't know you had that in you."

I leaned down and stole another kiss from her as I said, "I told you I was a fierce passionate lover."

She returned my kiss with a peck on my bottom lip before saying, "Now it's my turn to be on top." She then grabbed my shoulders and maneuvered me sideways as we awkwardly tried to shift places without falling off the desk. Once we had successfully swapped places, she eyed my cock, that was pointed straight up at her, hungrily.

Again, in a mirror move of what she had done before I said, "What are you waiting for little minx? It's not meant to be stared at."

She quickly hopped onto my cock and began riding it like a pro. I gripped the sides of the desk to keep from shifting around and like she did when she was on bottom moved my hips to match her movements. Round two turned out to be just as intense as round one as I learned she liked her sex just as intensely as I do. She was riding me as hard as I was banging her the first time and I had to use all my self-control not to blow my load in her pussy right then and there.

Soon enough though I felt the pressure build in my cock and balls that told my release would not be kept at bay much longer. It wasn't helped by the fact that I could feel her pussy again tightening around me making the pleasurable sensations stronger. "Britt, I can't hold it much longer." I panted as she continued to ride me. "I'm going to cum."

She slowed a little and looked down at me with that hungry look on her face before saying, "Ok then big boy let's finish this together." She then resumed her hard riding as her pussy got tighter and tighter around me and started to moan louder and louder. I felt my balls pull in and knew it was coming within seconds.

"I'm cumming." I cried almost at the same time she let out a primal scream. My cock pulsed like it hadn't in a long time pumping a full load of cum into her pussy as waves of orgasm crashed through her body. The desk rattled below us as we both shook from our bodies orgasms clearly not designed for what we were using it for.

As we calmed down from our simultaneous orgasms I laid back on the desk as she laid down on top of me. I wrapped my arms around her as she laid her head on my chest.

"That was absolutely amazing." she said.

I kissed the top of her head as I said, "Yes it was, but maybe it's time we moved to a bed." Now that we weren't having passionate almost animal like sex, I suddenly found the desk hard and uncomfortable.

She turned her head and said smirking, "Well you're the one who wanted to take me on the desk."

I sat up partially and said, "Yeah and now that I've accomplished that I want to take you to bed where we'll both be comfortable cuddling."

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