My Bbw Beauty Anne Ch 01

It was a Friday afternoon, a couple of weeks before Christmas. It was snowing lightly, which I didn't expect, and I'm seated in a busy local coffee shop waiting for my date to arrive.

Anne and I had been chatting for a couple weeks, connecting first on a lifestyle app before moving to text, and we were meeting for the first time. She mentioned earlier that she had a Christmas party to attend later in the evening, so this was meant merely to be a coffee meet-and-greet to gauge our interests in pursuing something further.

Anne had a primary partner, although he was married, but they both were looking to add a second man to their relationship. Her partner had become curious about exploring his bisexual side, and she was interested in being with two men at the same time. And, as she explained to me over text, she was very interested in the idea of watching two men hook-up. Anne was handling the vetting for them.

I was intrigued by the proposition, especially since it was Anne who had first messaged me on the app. I'm always curious when someone reaches out to me first; despite my recognized attractiveness and success with women, and men when I want to be, I'm still a little insecure and always feel extra excited when someone shows interest in me first.

She was reluctant to share much about her partner, given his marital state, but he seemed to check many of the boxes I like in men: he was older than my 35 by at least 10 years, but still physically fit with nearly visible abs and a long, slender cock that looked longer, but certainly not thicker, than my 7". Anne shared photos of him - never of his face though - and plenty of her own with me throughout our chat.

But it was the conversation with Anne that really attracted me to her. While she was ostensibly looking for a man for a threesome, as our conversation evolved, she admitted she was unhappy with her current dynamic and wanted someone more available. She stressed she was interested in poly relationships and would continue to see her current partner, Brian, but she also wanted someone she could spend a Saturday night with, too.

She texted to say was running a couple minutes late to her meeting because she got held up picking up her dinner dress at the tailor. I was idly flicking through my phone, sipping on my hot coffee, when I felt a rush of cold air enter the room, and looked up to see Anne hurriedly entering the coffee shop. I rose, and she noticed me immediately, giving me a large smile and small wave as she headed over to my table.

She looked amazing, wearing a fabulous knee-length brown coat and large aviator glasses like she was Jackie O. I gave her a quick kiss on the cheek as means of introduction as she rapidly apologized for being late, starting to go into the story before I stopped and reassured her it was no big deal, I barely had time to order and receive my coffee before she arrived. She mentioned needing to grab a coffee of her own, and I had a perfect view as she waited in line to order.

Physically, Anne typified the type of woman I am most attracted to: older than me, short and curvy. She claimed to be 52, so I took that to mean she was likely closer to 55, and she definitely rounded up her height because I would not place a bet that she was 5'6"as she claimed. But I'm not the 6' I claim to be either, so I overlook such small details.

She was thick and curvy, probably bordering the BBW and SSBBW line but she had a very pretty face and close-crop short hair; one of my most satisfying sexual partners - maybe even the 'one who got away - had very short hair and I was excited to learn if Anne would be as generous a lover. And I'd already seen plenty of photos, and some videos, of her naked, so I knew what I was getting myself into.

She made her way back to my table without her drink, her ample breasts leading the way, constrained in a long red sweater that almost covered her crotch. I couldn't take my eyes off them, and gave her a warm smile and a quick, 'hello, again' as she sat her coat on an empty chair and took the chair across the table from me.

"Coffee will be ready in just a minute," she responded to my unasked question, leaning across the table and taking one of my hands in hers. "I'm so glad we could find time to have coffee today," she added.

"Yeah, it's nice our schedules aligned," I confirmed. "I actually don't have to be back in the office today, so I'm in no rush" I added, which elicited a broad smile from her.

As the barista brought over her coffee, Anne was deep into a description of her rather busy day to me, starting with 8am work meetings and carrying through to her trip to the mall for some makeup, a stop at the manicurist, the trouble at the tailor's and how that all made her late for our coffee date.

I told her it was no trouble she was late, that she was definitely worth the wait, and she smiled again, squeezing my hand tightly in hers as she thanked me for my understanding. She turned the topic to me and began a rather thorough interrogation into my life, asking me about my job, my decision to move to our city, previous relationships...none of it was sexual in nature, but it was a very personal and intimate line of questioning, abetted by her continuing to hold my hand, and even my gaze, throughout the entire conversation.

We had partaken in explicit chat over text, but this was a deeper level of intimacy that required me to open up about some of my life choices and intrinsic motivators that led to them.

With each question and deeper probe into my life, I found myself more and more attracted to Anne. I thought she had a beautiful face, and her perfume smelled amazing; her continuing to hold my hand and slightly stroke it with her fingers was having a dizzying effect on me. And I couldn't get some of our sexual chat out of my head, now meeting in person the woman who had been dominating my masturbatory fantasies for the last few weeks. I was able to maintain my line of thought during our conversation, but a significant amount of blood was rushing to my engorged penis as well.

Because I can be compulsive with a drink in my hand, I finished my coffee long before Anne was done with hers, so engrossed in our conversation that she was. As I tipped the dredges of the cup into my mouth and set down the cup on the table, making that telltale sign of an empty cup you hear on tv all the time, Anne picked up hers and took a drink, realizing it was still full.

"Oh my, you're completely finished, and I haven't even started mine," she said to me, bringing the warm drink to her lips.

"Well I got mine before you," I replied nonchalantly, waving my now released hand in the air in a, "live and let live" manner. "You can take your time, I'm in no rush. Remember, I don't have anything else going on today, you're the one with the big plans," I said, smiling and laughing a little bit.

"Right," she replied, dragging the word out a little and setting her coffee back down. "Well, if you want to get another drink, feel free, it might take me a minute to finish all of this" she added, raising the medium-sized cup in the air, showing how much she still had to finish.

"No, I'm good on coffee, just enjoying the conversation a lot," I added, as I felt a bit of precome leak out of my cock head.

She smiled back at me, and we held an easy silence for a minute.

"So what time is your party tonight, again?" I asked her, breaking the silence.

"It starts at 7:30, but I'm being picked up around 6 to meet some friends for a drink beforehand. Why, what time is it now?" she asked, a little concerned for time, searching around for her phone which she couldn't find.

"Oh, it's just a little after 3, like 3:05. I was just wondering," I replied, setting my phone back down on the table. "I don't want to be the reason you're late to your event tonight."

"No worries about that, I still have a little time. Probably need about an hour or so to get ready."

"Only an hour?" I asked back, laughing slightly. "I wish my ex only took an hour to get ready for a Christmas party, shit. She probably would have taken the whole day off work just to get ready," I added in more laughter.

"Well, I guess I work more quickly than she does," she replied with a bright smile, my laugh subsiding.

"So you've still got some time to hang out?" I asked, more confirming than anything.

"Yeah, I've got some time," she replied, taking another sip from her coffee and breaking eye contact to look out the window behind me, again us falling into a momentary silence while I worked up the courage to lead our conversation into a new direction. And she patiently waited for me to take it there.

"You live close by, right? Didn't you mention that?" I knew she had, it's why I chose this location. I always try to be intimate with a woman at her place for the first time; as someone who actively chases women in their 40s and 50s, they seem to feel more comfortable and relaxed at their own home.

"Yeah, just a couple minutes away," she replied, motioning with her left hand off in the direction behind her, "in a condo complex over there. This is my local spot," she added.

"So do you want to invite me over and we can make out for a little bit, use up that free time you have?" I asked her, looking her directly in the eyes while doing so.

"Is that what you want to do?" she asked me back confidently.

"Yes," I immediately replied, "Is that what you want to do?"

"I wanted to do that when I first saw you after I walked in the door."

"Well why didn't you say anything?" I asked her back, laughing slightly, reaching out and taking her hand in mine.

"You know..." she trailed off. "So do you want to follow me home? I'm parked over on this side," she said, turning her chair and motioning towards the door at the far end from which she had entered.

"Yeah, that sounds perfect," I said, standing up and offering her my hand in assistance. She handed me her cup instead, and sat up on her own, putting on her coat as she started to walk towards the exit. Left with her coffee in my hand, I struggled a little bit to put on my own coat before I detoured and dropped off my empty cup in the trash can, racing to catch up with her as she had already exited.

As I followed out a few steps behind her, I made the observation she had parked directly next to my car.

"Oh, how convenient" she replied, turning to face me as she reached the driver's side door of her SUV. "So you're good to follow me" she started to say as I reached behind her waist with my right hand and pulled her into my, leaning down and planting my lips against hers, embracing her for the first time with a quick, but passionate kiss, my erection straining against my jeans.

"Yeah, I can follow you as long as you don't run any red lights on me," I replied, handing her back her coffee and starting to pull my keys out of my coat pocket.

"Ok, see you there" she responded as she opened the door and pulled it shut behind her, me still standing there, admiring my reflection in the car window. She started up the car, and I turned and walked around to my driver's side door, opened it and started up the engine when I heard a new notification come across my phone. It was from Anne, and it contained an address.

I looked across at her, noticed she was smiling back at me. I rolled down my window, which she did in return.

"In case I lose you running any red lights" she shouted across, throwing her SUV into reverse and slowly pulling out of the spot. I followed her, and the three-minute drive was so easy she had no opportunity to lose me. I did have to wait a few cars to turn left into her complex after her, but she had waited for me and even pinged me a message on where the visitor parking was as we slowly drove to the backend of her condo complex to her unit; the visitor parking, conveniently, was just one spot over from hers.

She was fumbling with packages in the trunk as I approached, so I hustled over and helped her carry in a few loose packages while she concerned herself with not dragging her dress across the ground as we entered through her garage and into the back end of her unit.

Hers, like the rest in the complex I assumed, was a two-story townhouse. The garage door opened into the kitchen area, and through it you could see into the small dinning room and into the main living area. She instructed me to leave the bags on the kitchen counter while she walked through the living room and off to the left, before I heard a closet door open and close, with Anne reappearing in the kitchen with nothing in her hands, removing her coat and placing it on a chair. I was in the process of removing my own coat, which I left on the kitchen counter next to the bags I carried inside, then casually removed my shoes which were wet from the light snow.

I crossed the couple steps to her and placed my right hand on her cheek before leaning in for a much longer, more intense kiss than the one we shared in the parking lot just a few minutes ago. This time, in the comfort of her home, I was free to let my hands wander Anne's body, my left hand moving from hip to breast while my right held her face in tight to mine.

She broke from our kiss, and asked me if I needed anything to drink before motioning for me to follow her as she left the kitchen and turned the corner to the left once she reached the living room area. I followed behind her, and found her starting to climb the stairs up to the second level.

"Are you taking me on a tour?" I asked her, curious where exactly she was going.

"Come on, the bedroom's up here," she replied to me, continuing to mount the stairs. "Let's not pretend why you're here" and she was up the stairs and turning a corner off to the right, to her bedroom I presumed, while I stood motionless at the bottom of the stairs.

I took the stairs two at a time, turned quickly in pursuit of Anne and entered her large, spacious bedroom. There was a wall of windows on the far side of the room that she was starting to close a bit, but I asked her to leave them open as I stood behind her with my hand pressed against her back.

"Maybe the neighbors want to watch us," I said in a low, quiet tone.

"Oh, I'm good to leave the blinds open," she responded, stepping away from me and moving towards the ensuite bathroom, "I'm sure the neighbors have seen a lot already," she added as my cock twitched and my eyes scanned the room.

"I'll be right back," Anne announced, entering the bathroom and closing the door behind her.

Is she going to take a pee? I thought to myself, as I took in more of the tastefully decorated room. Anne had a king size bed pushed against one wall, extending into the room which was large enough to feature a separate sofa and seating area off to the left, behind the door I used to enter. Against the near wall, she had a row of mirrored sliding doors that I peeked into and confirmed was her closet with another large, floor length mirror against the wall at the foot of her bed between a dresser and the bathroom door.

Instinctually, I started removing my clothes. I didn't have much on, just a button down and jeans, and as I heard the sink turn off and the bathroom door open, Anne emerged just wearing her long sweater, but finding a very naked, and very erect, man in her bedroom.

"Oh my!" she exclaimed while flicking off the bathroom light and entering the bedroom, "look at you," she added, closing the space between us and soon running her hands along my side, around my back and pulling me in close to her, before stepping back and looking up and down my naked body.

"Just made yourself comfortable, huh?" she asked me with a huge smile across her face.

"Let's not pretend I'm not here to fuck you," I said, stroking my cock in her direction a few times. "What are you going to do with this hot naked man in your bedroom?" I asked her playfully.

She didn't respond verbally, but stepped towards me and reached out for my cock with both of her hands, taking it between them and stroking me through the funnel of her two hands. I moaned a little bit in time with her stroking which brought a huge smile to her face. We were just staring into each other's eyes, a look of lust emerging from hers, as I felt her right hand slide up my stomach and come up to my chest, before sliding over and reaching for my left nipple and taking it between her sausage-like fingers. My little nipple, hard, extended, looked so small between her fat fingers. I loved having my nipples played with, and her ministrations caused a loud, long moan to emerge from my lips and more precome to ooze out of my cock, which she continued to pump in her other hand.

"I remember you told me you like your nipples played with," she said while bringing her left hand to join her right in tweaking and twisting both of my nipples now, my cock now pushing against her soft, sweater-covered stomach while she played with my nipples like they were radio dials. She stepped back a little bit and stopped her dial tuning of my nipples, instead starting to drag her finger tips, and nails, across my exposed chest, stomach, back and ass. She asked me to stay where I was while she moved behind, first grasping my ass in her hands before bringing me into a close embrace, her hands quickly finding my hard cock and swollen ballsack, one hand finding each and beginning to pull and tug as she whispered into my ear, "What am I going to do with you?" she asked, not anticipating a reply. "What should I do with this hard cock, this naughty man who just stripped and got naked in my bedroom without being asked, huh?" she continued, moving her hands off my cock and allowing them to roam over my exposed front end.

"I don't know," I almost whispered back in excitement, "I've got this big cock for you," I said as her right hand found my cock and started pumping it again, "mmm...what do you want to do with it?"

Without waiting for a response, she swung me around and took a couple steps towards the bed until she was seated, then pulled me closer to her by my left hand, before grasping the base of my cock with her right hand and bringing my cock to her mouth, opening her lips wide to take in the thick end before closing a circle around it and sliding her warm, wet tongue along the underside, working a little more of it into her mouth with her right hand before turning her angle and focusing her tongue back on the sensitive underside of my cockhead.

I welcomed her warm mouth of my hot cock, and moaned loudly when she began working her tongue along my cockhead. There are a couple women over the course of my life I'd put in the, "best head of my life" category, but Anne blew them all out of the water. Her technique was almost effortless as she moved her mouth across my cock, taking it out of her mouth to suck and kiss along the 7" shaft before taking the head back into her mouth, turning her head sideways to and from to change the angle her tongue used to attack my sensitive bits.

Over stimulated I pulled back from her mouth, causing her to lean her head forward searching for my cock as a stream of saliva and come connected her lips to my cock. I fed her mouth my cock a few times, using my left hand to grab the base and passing it through her lips, in and out of her mouth, for three or four long strokes until I pulled out completely, moved forward into the space between her legs and reached down to pull her sweater over her head and off her arms with little effort.

Anne's soft, gigantic tits flopped out of her sweater as I pulled it off her and casually discarded it onto the floor before pushing her onto her back and mounting her on the bed, my legs either side of her waist as my hard cock rested against her soft, plump stomach. Immediately, I brought both of my hands to her tits and started mauling them for my own delight and pleasure, although the moans and squirming my molestation caused Anne led me to believe she liked it as well.