I [M] have a weekend getaway with a clients social worker [F] kinda long

As noted in a previous story I used to work in a hospital like setting as a supervisor/trainer of staff members who assisted people with mental health issues. At times we would have meetings with various professionals associated with some of the people we were looking after. It was at one of these meetings that I met Anna.

Anna was a social worker in her 50’s. She was about 5′ tall, 130 pounds, strawberry blonde hair, a nice little plump ass and tits that she tried unsuccessfully to hide under her attire. She had the body type that cant not look sexy even when it’s covered in somewhat boring work attire. Beyond her looks she had this confidence about her that was magnetic and I couldn’t take my eyes off of her as she walked into the meeting room. What really increased the intensity for me was the fact that she kind of reminded me of my ex’s Mom. The ex’s Mom had a similar appearance and we’d had a couple of run ins that always made me think she kind of would have been open to a hook up in a really specific scenario haha. Probably wishful thinking on my part. I just know that she saw my cock once and the look in her eye told me she definitely wanted some. Anyways, a story for another time.

So Anna and I are in a few meetings like this over the course of a few months and we get to know one another and we hit it off. I flirt with her relentlessly and she loves the attention and it gets to the point that we go out for lunch a couple of times. One night she unexpectedly invites me for a drink and over the course of that evening things open up and she informs me that she’s married but it’s a lonely marriage – to the point that she hasn’t been touched sexually in almost a decade. It’s unbelievable to me, especially given how hot her body is and just how sexual she seems to be. That night when she drops me off I make my move and lean in and kiss her. Initially she shoots back and gives me a look of surprise and maybe a little anger but then we start to make out and it’s just fucking electric. Nothing major happens but I do get to explore her body and I’m honestly amazed to learn that this 50 year old woman has tits that feel as nice as hers and hasnt had any work done. I tell her as much and she blushes and basically just says ‘yeah, it’s a shame nobody gets to enjoy them, they’re pretty great.’ We say our goodbyes and then I don’t see her for a long time and she doesn’t respond when I text. I assume it was all a bit too much for her so I leave it alone.

Two months later we see one another at a meeting and decide to go out for lunch. Over the course of the lunch she tells me that she hasn’t stopped thinking about me. I say that I feel the same. She says she doesn’t understand why a guy my age (30-ish) would be interested in someone her age and that she feels so removed from sex that she feels intimidated. I just flatter her over and over and to my surprise she actually agrees to come to my place that Friday night,

I spend the week texting back and forth with her and completely expecting her to change her mind about the visit but she never does and Friday comes around and she shows up.

When she shows up she tells me that she’s told her partner that she had a work conference to attend – it was the only believable thing she could come up with because she couldn’t go home that evening after being with me for fear of him growing suspicious. The long and short of that is that she asks if she can stay the night but says that she’ll sleep on the couch. She’s being overly shy and I just laugh and say ‘sure, you can stay on the couch.’

We have some wine and we talk. Eventually we start to make out. She removes my button up shirt and runs her hands over my body. She asks me to stand up and I do. She just wants to touch me she says. I’m over 6 feet and in very good shape and significantly younger and bigger than her husband and she’s enjoying what I have to show off. I stand her up now and pull off her shirt. She’s wearing this purple lacy bra that’s barely containing her tits. I remove the bra and let it drop to the floor and then we stand there and both remove our clothing. She looks incredible. This tiny package of bubbly tits and bubbly ass. My cock is rock hard, thick and throbbing. She touches it and starts to stroke it gently. Honestly she’s barely even touching it but I feel like I’m going to explode, she just has this touch that feels so good.

‘I haven’t touched a hard cock in so long and yours is fucking beautiful’

She got down on her knees and continues to stroke my cock. She stares at it in this very curious way but with a smile on her face. Looking down at her I see her massive tits sitting high on her chest. Her nipples are erect and when I reach down and grab one of them it feels like perfection in my hands. She licks the shaft of my cock and ever so slowly inserts the head of my cock into her mouth. Now I’m a good size but not massive but she has a tiny mouth and I’m throbbing and the head of my cock which usually swells up pretty big is literally ready to burst. For the first thirty seconds she can’t really work past the head of my cock. That being said everything she’s doing feels incredible. In time she swallows more and more and soon she’s working my cock like a pro. It may have been a while but my god does this woman know how to suck a dick. Eventually I stand her up and lead her to my bedroom.

I lay her on her back on my bed and spread her legs apart. This is where she really gets nervous. I make a move to go down on her but she resists a little bit. I ask her what’s wrong and she tells me that she’s feeling really self-concious and kind of guilty. I pull back and tell her I understand and we chat for a couple of minutes. She tells me that she can’t have sex with me but she would love to jerk me off some more. I tell her that I’m ok with whatever makes her feel sexy and comfortable. With that she goes back to working my cock and with the sight of her hand on my cock, her lips occasionally wrapping around it, and her massive tits swaying back and forth, I honestly cum in about sixty seconds. It’s a massive load and it sprays all over my chest and all over her forearm and her chin. She honestly get’s so happy and excited by this that it’s almost cute. We decide that she’ll stay in bed and we’ll cuddle but that will be it. We get cleaned up, lie down and chat for a bit and in no time we’re asleep.

The next morning I wake up before her and do my usual thing – coffee, watch sports highlights, etc. I’m in my boxers only and my cock is hard thinking about the night before. About twenty minutes after I wake up I hear Anna rustling in bed. She smiles at me as she heads to the bathroom and when she exits she’s in the sexiest little ensemble. She’s wearing a silk robe and black lace panties and when she walks out of the room the robe is open but draped in such a way that those beautiful tits are still covered up. My cock is now at full attention. She stands there giving me the sexiest look in the world and says

‘You were such a gentleman last night. I’ve thought about it and I want to go further with you but I’m nervous so we have to go slow, ok?’

I nod like i’m fucking hypnotized and follow her to the bedroom.

She tells me to lie down on the bed and I do.

She comes over and straddles me and slowly pulls the robe apart.

‘I love it when my nipples get attention – can you grab them right now?’

I obey and she starts to grind back and forth on my cock as she gently moans. She pulls off the robe and now in the light of day I look up at one of the most perfect sets of tits I’ve ever seen. When God gave this woman tits he hit a fucking walk-off, home run, grand slam.

‘Let’s get this big boy out’ she said as she pulled down on my boxers. As she pulled at the my cock escaped and sprung up into action. She pulled them all the way off and wrapped her hand around my shaft. ‘Fuck, you have a beautiful cock. I can feel it throbbing in my hand. It just feels…heavy…I love it.’

She stroked it up and down and then started to suck on it. Compared to last time she was much more aggressive and far more into it. With each time my cock disappeared into her mouth she became more free and seemingly more aroused. Eventually I was holding her hair in a ponytail and I was basically fucking her mouth. She was gagging and her eyes were watering but she just seemed to want more and more and more. We stopped for a second and she kissed me with wet, saliva dripping lips and her tongue explored mine.

‘God, I’ve never had someone shove their cock down my throat like that. It kinds hurts but I love it.’

She laughed and went back to sucking my cock. By now I’d pulled her around so that she was on the side of me and I could access between her thighs. She was still wearing the lace panties but they were drenched and the second my fingers ran across the outside of the material she started to squirm. I navigated the underwear off of her body and then we were both naked. My fingers found her pussy and slid inside. She was so tight I could barely believe it but I guess a tiny body and ten years without sex will do that to you. I pulled her towards my face, eager to eat her pussy but she resisted.

‘No she said, I just want you to fuck me, ok?’

‘Whatever the fuck you want, baby.’

She positioned herself now so that she was over top of me.

‘I’m not going to be able to do this she said. It’s been too long. I think it’s going to hurt.’

‘We’ll go slow. However you like it.’ I said.

She grabbed the head of my cock and guided it towards the opening of her soaking pussy and started to sit on it. The head went in and she was about halfway down and really being gentle.

‘Oh my god, oh my god, oh my god….that feels so fucking good but so tight, haha’

I agreed with her. Honestly it was insane to feel my cock pressing so hard against the walls of her pussy. I could feel my cock creating new space inside of her as she allowed my thick, veiny shaft to penetrate her.

‘Ohhhh, fuckkkkkkk.’

She slid down a little bit more and soon she relaxed and leaned in to me and started to bounce her hips up and down very slowly and gently. I kissed her neck.

‘Oh boy, you feel huge inside of me. Go slow, go slow or I won’t be able to last.’

We went nice and slow for about five minutes. Her reaction to my cock was such a turn on that it was actually making me even harder and bigger than I usually am. Eventually we found a pace that worked for us both and things started to loosen up. She sat upright now and for the first time started to bounce on my cock. Her tits were moving in front of my face and I was transfixed.

‘Oh yeah, fuck that cock, Anna. Do you like that?’

‘Yes. Fuck me. Fuck me.’

I started to buck a little bit harder now. The wetness of her pussy was audible with each thrust.

‘Do you like that big cock stretching you out?’

‘MMMmmm, yes, yes.’

‘Take that cock. Take it nice and deep.’

I spanked her ass and then grabbed her hips and really started to pull her into me and then as she started to grind more intensely I reached up and gently but still with force pinched both of her nipples. Instantly she started to scream.

‘Ohhhhhhh MY GOD, FUCK, FUCK, YESSS.’

I tweaked just a little harder.

‘Take that cock you sexy little slut.’

‘I’m cumming, I’m cumming, FUCKKKKK’

She bucked back and forth and yelled and moaned and her pussy was running down over my cock and my balls, she collapsed into me. I could feel the sweat from her forehead on my shoulders.

‘Do you know that’s the first time someone’s made me cum in over a decade? Holy shit, that was good.’

Without giving her anytime to react I flipped her over so she was on all fours and slid my cock inside of her from behind. I spanked her round ass and started to fuck her.

‘Oh my god. Oh, fuck that’s deep.’ She was almost laughing. ‘Fuck, I’ve forgotten how all of this even feels. Jesus, I love your cock. Fuck me.’

She started to buck back against me and I took the cue to fuck her harder. I was dirty talking her, she was moaning and screaming and we were in sexual fucking bliss.

I flipped her over one last time so she was on her back with her legs on my shoulders. I grabbed a pillow and put it under her lower back and then slid my cock inside of her.

Her eyes honestly went wide.

‘JESUS…What the fuck are you doing to me?’

I just grinned. That little pillow under the lower back has proven to be a very good move for me over the years.

I started to fuck her and she was just on another level now.

‘What ever you’re doing it’s getting me just….’

I pulled her in so my cock was going as deep as possible.

‘….in the right spot. Fuckkkk.’

She was there in front of me, honestly I’ll say it, she was drunk on sex and drunk on my cock. I found a particular motion that she seemed to really enjoy and just started to hit it harder and harder.

‘Oh my god, fuck it;s so big, fuck…I’m gonna cum again. Oh fuck, oh fuck….’

I thrust inside of her a few times quite fast and then pulled my cock out of her rapidly. It had the response I was hoping for.

‘Fuckkkkk, FUCK’ She yelled.

Her pussy started to gush and I watched the cum streaming out of her and soaking the sheets. She was still in a state of orgasmic bliss when I spread her legs apart and started to jerk off over top of her. My cock exploded and I covered her massive tits with cum. When she realized what was happening she reached out and pushed my hand away and jerked my cock until every last drip of cum was drained from my balls. Stroked it until there was nothing left.

Source: reddit.com/r/gonewildstories/comments/g9pzoc/i_m_have_a_weekend_getaway_with_a_clients_social