Stretching out a milf from yoga class [MF]
I used to go to a gym that was very close to my old apartment, at the time I was hitting it at least five days a week and was pretty serious about it. As most guys I concentrated on strength and weight lifting, would do some light cardio if I felt like it but just wanted to look as good as possible with clothes off so that was what I pursued. There was a new yoga class starting up a couple of months after I joined, I always wanted to try it but never really went out of my way to do it, with it being right next to me I said why not and enrolled. At the time I usually joined activities for the sole purpose of meeting women, this time it was a genuine interest on my part. During the first session I unsurprisingly found out that I was the only guy in the group, there was some light teasing from the girls there but nobody really made a big deal about it afterwards. And of course, it was filled with women of all age groups with more or less all of them being in good shape, but while you're doing the actual poses you can't really take in the scenery. Some of them really kicked my ass, I thought that I was at least decently flexible, it was a humbling experience for sure.
I would usually come 5-10 minutes early since I was finishing up my workout beforehand, there was a different group before us sharing the same room and we would have to move things around before our session could start. The only other person there would be Betty, she would also arrive a little early so we would chat and get things ready for the group. We got along great, she was a really warm person and was very friendly with me right off the bat, and by the third time we met she started to really surprise me with how flirty she was. She covered pretty much everything, complimented my looks, smiled while commenting on my height, got really comfortable with getting handsy and playfully touching me, but the most egregious part was letting me know that she has an ex-husband, she brought him up a couple of times and I couldn't tell if she's still working some things out or letting me know that she's available. I would reciprocate in kind and she very much enjoyed that, even got a little red in the face at times.
She was pretty short, a little above 5' and somewhere in her mid 40s. Her body was tight in general, slim all around with a nice ass (most women over 40 that workout just end up with a fat ass, must be a law of the universe), one thing that really stood out were her breasts, now as somebody who doesn't care much for tits I was impressed, they were big and looked shockingly firm, I did compliment them once after she was getting pretty direct herself and she laughed and told me that she is indeed very proud of them. All in all chemistry was there and she checked pretty much all the boxes, I had previous experiences with older women at that point and very much enjoyed them, but I still didn't want to be the guy who hits on women in the gym and didn't push it any further. At the time I would flirt with tonnes of women and in majority of cases it wouldn't go anywhere, but you just enjoy it for what it is, and I figured that she just liked the attention and being a little naughty.
One day however while we were talking she did complain about having to move furniture around her apartment and how she has to arrange that stuff now that her ex is no longer there. It had some buildup to it so I decided to take the shot and offered to help her, she was kind of taken aback for a second and just blurted out something like 'Oh thank you, but there's no need for that" The session started soon after that and we went our separate ways after that. Except we didn't really because she approached me after I left the gym. She looked a little nervous but essentially thanked me and told me that she doesn't want to impose on me, I just told her no problem, I'd be happy to help. She smiled and thanked me once again, then we arranged the time and place, there was a follow-up call and some awkwardness around the whole thing but still. It made me really unsure what her end goal was, but when the day came I went there with a condom in my wallet just in case.
So I get there, she opens, and the tension is there already. I get in and she comments on my training attire, I say "Well we have to move things, right?" and she says "Oh right". So we get to it and there really was stuff to move around, most of it was small enough for me to lift up and carry around while she re-arranged some smaller things. From time to time she would stop to watch me for just a little too long, I could tell that she was eye-fucking me but I played dumb, looking back now it was obvious what was about to happen but I didn't want to push since she was still practically shaking.
So we are finishing up, the last thing was an old closet that had to be moved to the next room, we lifted it up and soon after the fucking thing starts collapsing under its own weight, we barely lower it down in time. I start apologizing first before she starts assuring me that it isn't my fault, we inspect it to asses the damage and find that one panel is cracked, she just shrugs and tells me that it can stay there. She thanks me profusely for the help and leads me to the living room, she asks me if I would like a drink, I ask for a beer, she asks if wine is ok, I say sure. She joins me on the couch with two big glasses of red wine and takes a big gulp, then we kind off make small talk before suffering through some awkward silence before she kind of just faintly smiles and looks at me all shy and asks: "Is this what I think it is?" The way she said that I just knew it was now or never, I leaned in slowly and kissed her neck, she whispered "Oh my God." and we went from there. In a moment we were making out and soon after I grabbed her ass and moved her into my lap.
We break away eventually and she laughs in disbelief "Oh my God, is this really happening?" I just grin and help her take her shirt off, I move onto her sports bra but she stops me and says "You first!" So in a moment I'm shirtless, but before I know it she's unzipping my pants as well, I help her out and soon enough my semi hard cock is against my stomach, she looks at it for a sec and says "Well... that's a lot." She then pulls my pants all the way down, does a double take and just goes "Oh my God, I wasn't expecting THAT!" I laugh and ask her what she means, she nervously moves closer and grabs it, moves it around a little and slowly strokes it a couple of times, I try moving closer to her but she breaks away suddenly and moves to the edge of the couch. She blurts out something out like "Wait... I don't know... this is too much... I need a second..."
It was around this time that I noticed how red in the face she was. She was just completely overwhelmed, it was one thing impressing a clueless girl in her early 20s but seeing a mature woman like this stroked the ego like crazy. She took her sweet time and avoided eye contact with me so I decided to toy with her a little and help myself, slowly stroking it as it attained its full size. She quickly saw what I was doing and became transfixed, at first she made a ":O" face and mouthed something, after that she was just staring. I slapped it around a little and showed her that I can put both my hands around it, then turned to her and asked her if she is enjoying herself. That made her snap back to reality. She slapped my hand and told me to stop that, I laughed and dared her to make me. She stood up and looked a little angry for a bit, like she wanted to say something but couldn't find the words, then excused herself and went to the bathroom.
I could her breathing heavy and the water splashing, she took her time and got me a little worried, but eventually she came back with a face still a little wet and sat down next to me, exhaled and said "All right". I laughed and asked her if she's good, she nods and takes her bra off. As I figured, she had great tits. I say "Oh wow" and move closer to her and in a minute I could feel her little hand on my cock again while my face was buried between those perfect breasts as she pulled her pants down. "Oh my God" really was her catchphrase, she continued saying it over and over and over again.We were making out and touching each other for a couple of minutes as I sucked on her nipples, then I moved on top of her and lowered my face towards her pussy. She stopped me and really awkwardly told me that she I don't need to do that because she doesn't suck dick, I told her that I don't mind and she got confused for a sec and then said "Oh... okay then."
I noticed two things while eating her eat out. One, she was absolutely drenched, I had pussy juice all over my chin and her pussy was on fire, just extremely warm. Two, she avoided eye contact like the plague. I would look up and she would immediately look away, kind of silly all things considered but we all have our quirks I guess. I simply buried my face between her legs and fondled those perfect tits, she came pretty quickly and said "Oh my God, Joe never did this for me." I laughed and said "Well, Joe's been missing out".
I grabbed a condom from my wallet and asked her if she's ready, we started with missionary and she could take me without an issue, but I could tell that it wasn't working out for her due to me being on top and staring directly at her face, she awkwardly looked away and looked nervous as hell. I asked her if she wants us to change things up, she couldn't wait for me to say that so I ended up sitting down on the couch and she climbed on top. She adjusted herself with some awkwardness and said "Oh my God it's so big" as she grabbed my fat cock and guided it towards her pussy, and she squealed with delight when I said "Fuck, you're tight".
Again, she was dripping and didn't seem like she had any issues taking me, but it she hesitated going deeper, I guess that I was her biggest by a good margin so she just didn't know what to expect. I lowered my head between her tits and sucked on them as she went on and on while slowly lowering her ass down. "Oh my God, you're twice the size of my husband." "Oh my God, I can feel it in my stomach." "Oh my God, I can't even sit down on it." She continued dripping like crazy, I had pussy juice dripping down my balls, all around my crotch and both my ass and thighs were almost uncomfortably wet. Eventually I felt her gushing and squeezing a bit more than usual, she grabbed onto me tight as she shivered and squealed. When she was done she slowly got up and slowly sized me up, then really nervously told me that she needs me to go. I was like "Um, ok... you sure?" and she just nodded and apologized. She handed me a towel to dry myself up, while getting dressed I noticed how ruined the couch was and before I knew it I was out of there. It obviously sucked but I was more confused than anything, when I eventually got home my balls were killing me and I had to rub one out.
She didn't show up for yoga class next week and eventually called me on Friday. She apologized profusely for panicking and making me leave and begged me not be angry, I was incredulous at the entire thing and found it funny more than anything, I told her not to worry but that she should communicate a bit more with me, she thanked me a million times and after a brief pause told me that she really liked it and asked me if the feeling is mutual, I told her that it was except the last 3 minutes or so, she laughed and asked me if I want to give it another try. I said of course and she invited me to come over that same day, I had another thing planned so we agreed to meet the day after.
It was still a little awkward when I got there the next day, but we got it going pretty quick. We were both naked in a minute and she was happily bouncing on my cock. It didn't take her long to finish, she took a moment to rest and then suggested that we do something naughty. Well it turned out that "naughty" for her meant doggy, but I couldn't really complain. She had a typical fit milf ass, shaped and firm but also just jiggly enough, her tits were amazing but I preferred asses and fucking her from behind got me turned on like crazy. She was fine with me slapping her ass around and making her push it up.
I got a little carried away and bottomed out, she froze a little and asked me "Um... what was that?" I asked her if it hurt and she said no so we tried again, it happened again in less than a minute and she turned around and was like "Oh, come on!" We both laughed and agreed that she would be the one doing the motion and I really stood no chance against the heat of that ass and was done for soon enough. She later asked me if that happened to me before, I of course lied and said no, never.
We were done with penetration but still fooled around a little, she didn't talk much but we were still having fun, just kind of giggling and smiling and enjoying each others bodies. She asked me a lot about how it was and loved hearing all I had to say. I played shit up and lied about certain things but she couldn't get enough so I figured there was no harm in it. She didn't want to go for another round so we ended up touching eachother, she came first and proceeded to focus on me, she had me coming pretty quick with both of her little hands on my cock. I played it up some more and did on of those "exorcism orgasms", closed my eyes, lifted myself slightly off the bed, moaned way too much. She ate it all up, when I was done I opened my eyes and was like "Oh my God, what the hell did you do?" and her eyes were wide with shock "D-did... does that normally happen?" It felt fun boosting her ego like that and did wonders for my own as well.
We continued meeting for the next three weeks. Our yoga classes didn't change that much and we didn't really comment on the ongoing arrangement during it. She would sometimes comment on the class during our pillow talk. One time she told me how she overheard two of the girls kind of checking me out, she found it really funny and had a lot of followups. "Did you tell them? I know you didn't, but do you think that they know what's going on? Do you think they would be jealous?" She was getting a hell of a kick out of the entire thing.
All of my acting aside fucking her felt amazing. We weren't super compatible and she was waaaay more vanilla then I normally prefer, but I guess that a divorced milf pussy just hits different. As for her she loved the idea of a hung young stud lusting over her and would melt and shiver while I was on top of her whispering how amazing and tight she feels. The "least vanilla" thing we did was having her sit on my face, it was also the only time she was comfortable doing oral, it was a little funny to be honest, I didn't see shit and could just feel her gently sucking on it all of a sudden while getting waterboarded as she dripped like crazy. She wasn't that good at it and having my face full of her ass and pussy did way more for me anyway.
She did comment on my size a lot and I guess that she did find my dick impressive, but she couldn't take me all the way and struggled with some positions, like doggy (although she still wanted to do it because it would get me off). We would also joke around a lot, one time after we were done and naked in bed she asked me where does that dick go during yoga, because "she couldn't really see it and she looked really hard". I laughed and told her that I don't know where it goes during yoga, but I know where it goes afterwards. She laughed and jokingly said "How dare you!"
All in all we were both having tons of fun during those three weeks, which made our last meetup a fucking mystery to me. I showed up and could immediately tell that something was off, she was cold and distant and sat me down because she wanted to talk. The "talk" was her asking me about me meeting other women, I was like yeah, I do meet others, but she already knew that anyway. She asked for more details, then after we talked some more was like "Oh, I see." We were silent for a bit and then she excused herself and told me that she needs to do something and asked me to leave.
She dropped me hard after that, I figured that she wanted to slow things down but she never reached back. I did go for one more yoga class after that, but the whole thing was super weird with her there like that so I ditched the whole thing altogether and decided to keep my distance. I did see her two more times at that gym, both times she completely ignored me while walking past me. The last time that I saw her was a couple of months after that, she was with a short older guy, when she saw me she changed a shade and looked down. I guess that she had her fill of me and decided to pursue something more age appropriate and just didn't want to communicate that, or didn't know how to do it.