Meeting the MILF nextdoor

A few years ago I started working for a private firm. I traveled to their corporate HQ for a week and they were very impressed with my work, so much so that they asked me to move to their corporate HQ. I decided to spend a week at the hotel near corporate to use the weekend to go house hunting. Like all single guys I decided to get on tinder and browse around. I swiped right and made a few matches, but one stuck out more than the others. She was a gorgeous older woman, with an amazing body and it said she was only a mile away. Her name was Jessica. She was 15 years older than me, a lawyer, had two kids, recently divorced and was very intelligent. We began to chat more and more through the week and exchanged numbers.

That Thursday was a rougher day than most, I was stressed and decided to go to the gym to try and blow off some steam. About half an hour into my workout, that’s when a tall, absolutely sexy 5’11 gorgeous milf, with long brown hair, stunning blue eyes, full lips, Double D’s and an ass to make any man stop and stare! I kept pushing through my workout though I kept checking her out through the mirror. As I finished my workout I checked my phone to see a text from Jessica that read “Hey, what are you up to, how was your day?” I replied “I’m good, just a little stressed, at the gym trying to relax.” About a minute later the tall woman walked towards me and smiled, I saw her about to say something and took out my earbuds. “Are you Jay by any chance?” she asked. “Jessica?” I said half hoping. “Yes, wow, I thought that was you” she replied. “Wow, what are the odds!” I said, checking her out “I didn’t think our first meeting would be like this, do you live close by?” “No no, I just needed a break, had a stressful day at work and came to the gym.” She replied, her hair bouncing as she talked, body tight and toned. “Well it sounds like we both had the same kind of day, I’m staying at the hotel across the street, could I interest you in a drink and a chat? I know we aren’t dressed for it, but why not?” I asked with a smile on my face. She hesitated for a minute and then said “sure, why not, as long as you don’t mind me being in workout clothes.” We walked across the street together, she sat at the bar, I went up and changed my shirt to a clean one I hadn’t sweat through and went back down to meet her. We had a few drinks and talked about work. As the night went on we both began to relax and she asked “I wonder if the hotel pool and jacuzzi are still open.” “Why don’t we find out together, would be a fun way to relax” I said as I closed out our bill and we went up to the pool. It was on the 14th floor with a view of downtown. The pool hours was open until midnight and to my delight there was no one else there. I was still in my basketball shorts from working out. She was in her yoga pants and jacket. She took off her too to reveal a sports bra, struggling to contain her massive Double D’s on her tight, toned frame. She looked at me and said “Do you mind if I take my pants off and wear my undies in the pool?” “Get comfortable” I replied as I took my shirt off and sat in the jacuzzi. As the night continued we got more comfortable with each other, after an hour or so she asked if she could rinse off in my hotel room before heading home for the night and we went to my room. She went to the shower and I grabbed a towel to dry myself off and checked some emails. A few minutes later I heard a voice behind me “Hey, do you want to join me?” I turned around and there she was, completely naked, her body tight and toned, hair pulled back, her tits looked like two large, perfectly round melons with perky brown nipples, completely shaved pussy, smile on her face.

Without saying a word, I got up, walked towards her and kissed her. I pinned her body against the wall to her left as she wrapped her arms around me and kissed me back. I could feel my cock throbbing as i knew I wanted to take her. She took. My shirt off and slid her hand into my shorts and began to stroke me. I took my shorts and boxers off as she led my by the dick to the shower. As we got in, she got on her knees, looked up at me and smiled as she began to lick my cock. She ran her tongue up one side and down the other. The hot water steaming up the room, as droplets fell from her body. I watched as she kissed the tip, then took it into her warm mouth. Her soft, full, red lips seemed to fill up as she began to slide me in and out of her mouth. Her tongue dancing around it as she stroked me with one hand. I couldn’t believe what was going on, but as if by instinct, I placed a hand on her head and began to fuck her mouth. I thrust myself deep into her throat and she gagged, without letting my dick out she pushed back and then thrust herself onto me, sliding me deep and gagging again. She pulled it out, gasping for air as she smiled and slapped my throbbing cock against her tongue. I let go of her head and wrapped my hand around her throat, standing her up as I kissed her. Her lips were still dripping with a mixture of my cock and her spit. I pinned her against the back wall of the shower and said “I see someone likes it rough” to which she nodded yes as she pulled me in close. I kissed her and my other hand slid down her body, spreading her legs as I began to tease her.

I slide my hand down her right leg and back up, slowly teased around her pussy, down her left leg and back up again, she was begging me to take her. I slid one finger past her clit, into her warm and wet pussy. Gently massaging then sliding a second finger in. Our kissing got more intense as she stroked my cock eagerly. Her pussy dripping in anticipation. Without warning I pulled out, let go of her throat and turned her around. She could sense what was coming and bent over as I traced her amazing ass. I lined myself behind her, placed one hand on her lower back as I slid myself into her. She moaned in pleasure as she felt me filling her up. My dick throbbing inside her as I begin to fuck her, in and out, getting a little faster and harder with each stroke. “Fuck yes” she let out as I reached up and grabbed hold of her hair, pinning her hair against the wall. She slid her hand between her legs to play with her clit as I fucked her. Steam filling up the bathroom as her body began to sync with my thrusts. She worked her hips to match me, within minutes she said “I’m going to cum” as her legs began to tremble gently. I let go of her hair and grabbed onto both of her hips as I fucked her harder. The deeper I thrust the more her legs shook until she yelled “I’m cumming! Ohhh fuck, I’m cumming, yes!” Her legs shook as she came, my cock thrust deep inside her, throbbing as her pussy ached.

I let her stand up and pulled out, still throbbing for more. She wobbled a little and we got out of the shower, I could tell she wasn’t done as we dried off and went to the bed. “Your neighbors probably hate you” she said as she smiled and got down on her knees. “Or they love listening like pervs” I smiled as I watched her take my cock into her mouth. She slobbered and gagged as she fucked her mouth, letting me out and sliding me between her massive tits. I began to fuck her tits and could feel myself wanting to cum. I wanted to blow my load all over her massive tits and her face. Sensing I was going to cum soon she said she wanted me to fuck her again. I sat on the bed as she stood up and placed herself on top of me. She slid me into her as she began to ride. Her pussy still wet and throbbing.

I reached up and began to pinch her nipple as she rode me. Her hips swaying back and forth, tits bouncing slightly. Her body was tight and toned and I could tell she was a kinky freak. She began to ride me faster and faster, her breathing increased as she reached up, taking a handful of her hair and grabbing the back of her head, her other hand running down her body towards her clit as she began to moan “fuck yes I’m gonna cum again, cum with me Jay, blow that hot load into my pussy” she begged as she began to ride faster. I grabbed onto both hips and began to thrust myself into her, matching her movement. I could feel her pussy throbbing as my cock ached. She began to shake as I reached up with one hand and pinched her nipple. She swayed hard as I thrust deep into her, both of us cumming at the same time. Me blowing a thick heavy load into her warm wet pussy. Her falling on top of me breathing hard as her body tingled.

We laid like that for a few minutes, then laughed as she went and showered. I joined her to rinse off. I offered her to stay the night, but she said she didn’t have any clothes and needed to go home but was going to sleep well. I walked her to the elevator and down to her car, passing out as soon as I got back up to bed. When I woke up in the morning I saw I had a text from her letting me know she made it home and had a great night.

That day we texted back and forth a bit. Mostly flirting and occasionally talking about our day. She told me she had plans that night but asked if I was in town for the weekend. I told her I would be house shopping as I was moving to the area and we made plans for Saturday night to have dinner together and she said she would show me around town. She sent me a few fun pics of her at work and some of her being naughty in her office & private bathroom before we both got caught up with projects and then heading to our own Friday nights.

The next day as I was house shopping, I found a great single story with a large yard, nice office and plenty of room for guests. As I was walking out with my realtor, I saw a gorgeous woman walking down the street, only catching her from the side, I thought to myself “that ass looks familiar”

I texted Jessica and noticed the woman checking her phone at the same moment, I decided I’d call her and she answered. “Turn around” I said, she did. I looked at my realtor and said “put in an offer, this is the one I’m going to buy.”

More to come in Pt 2.

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