Further down the Rabbit Hole of younger men. This time, the Pilates instructor [FM]

To get some things out of the way, Yes, I know cheating is “bad”, but IMO if you’re in a dead bedroom and have a husband who hasn’t gotten you off in years, there’s a certain point in which ordinary needs, well, need to be taken care of, and for me they peaked that night in Berkeley. As for pics of me, I don’t think I can do anything soon, but maybe down the road if things keep going how they are, then sure. I might be able to tweak (IE remove face and other things that can identify me) some boudoir photos I had done for my husband in 2019 (We weren’t always how we are now, I used to have hope…) to satiate your interests in the meantime.

So, after my wild night with Luke, my interest in younger men began to increase, a lot. Suddenly even a trip down to Starbucks was riddled with thoughts of being bent over the counter by one of the young men who worked there, Blake. Blake is a young man working his way through College by working at Starbucks, but with his body he could easily find work as a male stripper, because man is he in shape. But this story isn’t about Blake (though if I grow bolder, a future one very well could be…), this story is about Brandon, my Pilates instructor.

When the world went to shit, our class was canceled for a bit, then moved into big group Zoom classes every other week. Things were fine, even with the decreased frequency, but I guess Brandon was in need of some quick cash, and started doing 1 on 1 classes upon request, and for an additional fee, of course. Well, my friend Annie, who can easily be called my whorish single mom friend Annie who I lived vicariously through, took him up on his offer, and she couldn’t keep her mouth shut about how her “session went”. Sure, Brandon was breaking a bunch of rules by even doing the 1 on 1 classes, and a bunch more by helping some of the women stretch parts of them not previously covered in class, but money is money. Annie kept going on about how his stamina was much greater than her ex, about how he more than earned his fee.

Naturally after my night with Luke, once I returned home and had some free time, I filled her in on all the sordid details. Instead of chastise me for cheating, she congratulated me on breaking my dry spell, and how I should take Brandon up on his private lesson offer. I hesitated at first, thinking that what happened with Luke was a one time thing, but damn Annie got to me when she told me that he apparently had a vasectomy, and didn’t need to worry about protection. She also said when he was fucking her he came in her and didn’t even stop fucking, just fucked through his own orgasm, which piqued my interest. I called up Brandon and set up an 9 am appointment, knowing my husband wouldn’t be home until close to 6, giving us more than enough time to stretch.

Brandon was over just a few minutes after 9, and for the most part we started out doing what we’d normally do in class, only I was wearing an old top that was a bit more sheer than normal, and I could tell he was wearing shorter shorts than he usually did. Then when he was helping me stretch out I finally saw he was liking what he saw, the proof was sticking out of his pants and pointed right at me. I nonchalantly told him that Annie said he was a miracle worker during their session, and that she recommended that I get in on his private sessions. Brandon was surprisingly caught off guard with this revelation, but I told him that it’s ok, what happens here is between him and I……and Annie, and pulled his shorts down. While he wasn’t as long as Luke, he seemed just as thick, and was uncircumcised, which was a bit of a surprise, I hadn’t seen one this big before, but I still got to work sucking him.

Brandon seemed a bit surprised at first, I guess I really gave off that “innocent, happy housewife” vibe in class, something I clearly wasn’t doing here. He brushed my hair out of the way and grabbed me by the back of the head, wanting to take the lead here. I couldn’t fit too much in my mouth, but I did let him take over and start “fucking my face” as I’ve come to learn it’s called, and while it was a bit exciting, I was pleased when he stopped. He stopped because he was about to cum, and didn’t want to ruin the moment. He asked where we can go to continue this, and I told him the guest room, and in his excitement he picked me up and threw me over his shoulder to bring me in there. It was a bit funny when he was wondering around a bit before he had to ask where it was, which I told him, upstairs on the right, across from my son’s room.

When we got there, finally, he set me down on the bed and practically ripped my leggings off (thankfully he didn’t actually rip them, I like these) before he started to play with my clit. He didn’t eat me out like Luke, but he did finger me and get me close while also making out. Eventually he decided that I was “ready enough” and drove himself in right to the balls. The sudden pressure was a lot to take in, thankfully he wasn’t as long as Luke or it would have hurt, it was like he was just the right size. He towered over me as we fucked in the missionary position, his long and deep strokes sending pleasure throughout my body. When I came, he stopped stroking, burring himself deep inside while my cunt gripped his cock like a vice. When I finished, he was just looking down at me with a big shit eating grin on his face, through which he told me to flip over and get on my knees, an order I happily accepted once I could. When Annie said he had stamina, she meant it, he squeezed back in me and never let up.

He was jackhammering me from behind like a wild animal at what seemed like an unhuman pace, and went on for ages. He let up on occasion when he could tell I was cumming, and sometimes reached down to play with my clit with his fingers to speed things along, he even stuck a finger in my ass while I was cumming once and that made things explosively better, to the point where I fell forward and was lying down on the bed. Brandon then got off of the bed and spun me around so my legs were falling off of the bed, and proceeded to grab my hips and went right back to jackhammering away. God this position was great, I didn’t have to hold myself up or anything, he just was using me like some sextoy. Eventually his pace became a bit more erratic and suddenly his cock started to throb and pulse inside me. Just like Annie said, he was cumming, but didn’t stop him from fucking. The added stimulation sent me into another big orgasm as I could feel his cum being fucked deep inside me while any extra was leaking onto the comforter and ground.

Eventually Brandon stopped the hammering, only to grab my legs and spin me over so I was face up and he put my legs on his shoulders. When he pulled himself out of me I could feel even more of our juices leaking out, and reached down to scoop up some. He wasn’t as sweet as Luke (Pineapple and other fruits are your friend), but definitely better tasting than my husband. Unfortunately I only got the one chance to taste before he went back to work. He did ask to take my top off before, I guess he wanted to see my breasts jiggle around in this position, and I honestly forgot I was still wearing it. Hell, at this point you probably could have asked for my name and I’d have to think for a bit, but I still did what he asked like a good slut. He alternated between getting extremely fast with both hands doing the work, and slowing down a bit to use one hand to squeeze a breast or pinch a nipple, all extra stimulation that I encouraged. Eventually the boob play stopped and his pace became a bit more erratic and I could tell he was getting close again. He leaned over me and told me he was gonna cum again, to which I just told him “Good”. This time when he started to cum he stopped moving, burying himself as deep as he could go and just started filling me up. Each pulse from his cock was accompanied by him pulling out slightly and roughly slamming back in, as if to try and get the cum as deep as it could go, the sensation of which got me to orgasm one final time. I couldn’t tell how much he came the first time, but still seemed like he had a lot left for this second one, feeling each rope of cum as it filled me up.

Afterwards was a bit awkward, with Luke we fell asleep, but with Brandon it was only the middle of the day, so we jumped in the shower and rinsed each other off (he even fed me more of our juices leaking out of me) and we got dressed. Well, he got dressed, I just put a robe on and showed him the door, but not until after I kissed him and thanked him for a wonderful workout, and paid him. Annie told me how much she gave him “extra”, and I made sure to give him more, told him it was to make sure to remember me. He responded with “Goddamn Lara, I don’t think I’ll ever be able to forget, but the cash is a nice touch” with a bit of a chuckle at the end. With that, I showed him the door and he spanked my ass on the way out. I then went back up to the guest room and changed the sheets, then called Annie and told her everything before my husband came home. Her response was a simple “Good Girl ?”

Source: reddit.com/r/gonewildstories/comments/nymekc/further_down_the_rabbit_hole_of_younger_men_this

2 comments

  1. Fantastic story read your previous one too. Those were 2 very lucky bastards

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