I[M] take photo’s of my boss [F] for a surprise gift and fuck her [LONG]

This is done under a new throw away account, and the name of the other party has changed.

This all started pre-covid, but you’ll get the gist of that soon enough. There’s not masses of sex in this, but for me it was the build up it took a year or so to get there.

****** sex stuff starts where you see this*******

To start, I am 42 and have a 20+ year career in IT. I was recently(ish) divorced and looking to start afresh and take a few risks in life. In decent shape, by no means living in the gym but didn’t look too bad.

As I moved away from my ex wife, I realised I wanted a change of scenery and a fresh challenge.

I looked for a job and decided to go contracting.

Ultimately I found a role which would mean working in Derby, which was about 2 hours from where I lived. Having interviewed and got the job, I needed to find somewhere to live. With no knowledge of the area, but knowing i’d be on a good wage (>£500 a day) for at least 6 months with an extension likely, i tried to find a nice area.

I found a house in Duffield, which gave me access to where I worked, but also countryside and space for myself.

I moved in, got settled and began work.

One of my projects was helping on a IT re-org, whilst dealing with longstanding technical issues. This is how I came to meet Clare. She was CDIO for the company, she interviewed me but I reported into another one of her colleagues.

Anyway, I was in the office 5 days a week, as was she. She was quite involved in the re-org so we’d often have meetings together. I was always swept away by her slim athletic figure, great (although I suspected enhanced) chest, beautiful smile and immaculate dress sense, having talked to her we were about the same age (give or take a year). She had what I would describe as “fuck off she’s mine” wedding and engagement ring, with diamonds that big they can be seen from space.

We were always a little flirty, but nothing to read into.

​

I’d been in Derby a few months, and via the likes of bumble / tinder, I managed to finally get a Date. I book us a restaurant up the road in a village called belper.

I arrive and wait for the date, as I glance around the restaurant I see Clare sat at a table with her husband. She double takes as she sees me, gives me a very nervous smile and continues. My date appears and whilst she looks really pretty my head is thinking about Clare.

We are shown to our table which is in direct line of sight of Clare. As I can I glance over and see she’s looking directly at me, as her husband is head down on his phone seemingly most of the night.

My date excuses herself for the bathroom, and within seconds I get a text.

“How’s the date, romeo”?

I look up and Clare has a huge smile on her face. I respond as quickly as I can, “going well, but we’ll see what she thinks. She’s nice, just don’t think there’s any real chemistry.”

“Thats a shame, you look great” comes a quick reply from her.

Looking at Clare in her black dress with nice cleavage and with shaking hands i send “you look stunning, your husband is very lucky”

With less of a smile I get “he doesn’t notice, more interested in work and his stocks and shares”.

I need to close this off……“Such a shame, i’m sure we’ll talk this soon”

“Have a good night romeo” comes the response.

My date continues and I see Clare and her husband leave, she gives me a wry smile as she turns her back. I have a nice date, which leads to a bit of a kiss at the end, but seemingly we’re both missing something.

I get a text the next day. “so , how was it?”

I fill her in on the details and ultimately it wasn’t progressing. “To be young again……..” comes the response.

We exchange messages about plans for Christmas etc… she’s off for winter sun, I’m back home to my family.

​

We continue to chat when in work, she gives me shit about dating and we are growing closer. Christmas comes we wish each other a good one. On Christmas day I get a photo message, “merry christmas xxx” as i start to type a photo arrives, Clare in the mirror in a bikini holding a cocktail.

I have no idea how to respond. I go as vanilla as possible – “Looks good”

“What does, me or the drink ?”

“We both know the answer to that ! x”

“:) x”

New year starts and work starts off again, news of covid really begins and we start making plans for impacts – WFH etc… I’m given a 12 month extension.

Covid hits properly a couple of months later, our office (like everywhere) shuts, and we begin WFH. Thankfully the weather is great, so I’m able to get out with my camera in the fields and see some wildlife.

We still chat but obviously nowhere near the same.

She asks what I’m up to at weekend, and I say having a mooch around the fields for a few hours. She asks if she can join me, and I say of course, so long as you don’t mind me taking a few pics on our walk.

My house is on the very outskirts of the village, and I say she can come and park on the drive and we’ll go for a walk.

She turns up looking ridiculously good, nice make-up, tight fitting pants and as the sun is cracking the flags she says “i won’t need this jumper will i?”

She lifts the fleece off and she’s wearing a vesty / shirt type thing that reveals her now clearly enhanced chest.

We head out, i keep glancing at her tits in the sun. FUCK !!!

We make small talk, for an hour or two, she is now giving me shit for being a geek with the camera. I say I need a payrise for another lens or two, she tells me to “sod off”.

We decide that whilst it’s potentially against covid rules (who the hell knew what they were at the start), that we could form a mini-bubble. I have no idea how this is OK’ed by her hubby, honestly considering what I found out in talks, he probably didn’t care.

As part of that we planned a walk whenever we could.

I didn’t realise at the time, but she was clearly lonely and needing some outside contact. This continued for a couple of months. I’d send her a few pics of our walks, and the odd selfie here and there. Work progressed and we could keep work and life separate.

​

One weekend in June(ish), she came over for our walk. I grab my camera out we go. Immediately there’s more personal talk.

She asks how am i doing without seeing anyone, and I say it’s just one of those things and that I don’t want to go around fucking anything that moves – not that could anyway. I say I enjoy our time, it’s nice to have grown up time with an adult.

Her next line stopped me dead in my tracks and I’ll remember it forever. “I miss grown up time” with a long delay “it’s been a long time since he was interested in fucking me”

I audibly gulp and she laughs “we’ve gone stale, no surprises or anything”.

I say this can happen and it takes effort from both sides in a marriage to keep things interesting.

The conversion around stuff and life continues, but i can’t shake the thought of her being fucked.

We part ways, and a few days later Boris is on TV saying “we’ve won the fight, opening up soon blah, blah blah”.

A couple of days later, I got a text.

“I’ve been thinking about what you said about surprises, i have a huge personal favour to ask that goes no further than us 2, forever”

I respond with “I’m intrigued”

“If you have the kit, would you be willing to take a few boudoir shots of me, that I can surprise him with.”

I send back “if you’d be OK with me seeing you like that, then absolutely, name the place and time”.

She sends back “my home is out of bounds, there’s a hotel i want to try, would that be ok?”

Again, i try play it cool “yeah, no probs”. “This isn’t something i’ve ever done before, so i hope you’ll like it”

I immediately ordered another lens and some basic lighting kit (the perks of covid saving) and began watching youtube videos.

​

A week or so later I got told – i’ve booked us a suit at Hambleton Hall, what do i need?

I suggest whatever she wants to be seen as sexy in, so maybe a dress or two, nice underwear, heels. Since we have seemingly at least a good chunk of time, bring a few sets.

As there’s a sofa there, I check if she’s OK with me staying in the room for the night.

On the walk the week before the meet-up, I set some ground rules.

She can stay no / stop at any point and it does.

She can do anything she wants, and i won’t judge.

This is between us till our dying days.

​

****** sex stuff*******

The night before, she texts me “I’m excited”.

“Likewise” was my response.

We travel separately and I meet Clare there, the drive there is like torture knowing what i want but fighting the urge to do it. “I’m in the room”. I get directions from reception and then collect my stuff. I take a moment to compose myself before knocking on the door.

It opens and she gives me a huge hug. I see she’s putting on some makeup and I pull a couple of bottles of champagne from my bag. “Getting me drunk, i see” she says with a smirk.

We sit on the sofa, and i confirm the rules and ask if there’s anything she wouldn’t do. She nods and confirms she’s happy, and I ask to see her outfits.

A couple of dresses including the one i’ve seen her in, and underwear which went from stunning to slutty, and a few pairs of Louboutin’s.

I tell her to get dressed as i set stuff up. I keep stealing glances as i see her pull her stockings and attach it to her suspender belt. I try compose myself, but fail badly.

“Can you finish the zip off for me”……. Shaking like a shitting dog, I pull the zip up.

We start off with some innocent pics, stood up, smiles, hands in hair. I ask her to sit on the desk chair, this is where I turn to shit. I ask her to hitch her dress up, as I begin to take photos of her long legs and stocking tops. My voice is hardly audible as I ask her to “open your legs a little”. I feel my breathing get shallower I say I’m sorry I’m so nervous and she puts her hand on mine, “i’m the same”.

Kneeling down, I adjust the lens and take some photos. I stand up, and I’m fully hard, and it’s totally visible. I try and make a joke around “told you I’m not a professional”. She laughs and says “never mind that, help me out my dress”.

I unzip her and it falls to floor, I take photos again, and this time I can see everything. My dick felt like it was about to explode. She is what I would imagine a natural model to be.

I point to the bed, she nods. Walking to the bed, she stops and turns “this is coming off isn’t it” pointing to her black lace bra. I nod like a naughty puppy. Within seconds I’m staring that tit’s i’ve been lusting over for a year or so.

All composure gone, I sigh. “Fuck !”

She begins squeezing on her nipples and says “i’m loving you’re enjoying this” as the camera clicks away. “What are you seeing to give you that impression?”

“That big dick of yours ripping through your jeans”

She slides to the top of the bed and opens her legs wide, I can see her pussy through the lace fabric. Still playing with her nipples i watch as her hand drops over her waist and then under her thong.

She pulls her thong to the side and i see 2 fingers slide in to her smooth bald pussy, the noises are audible from her. I climb on the bed and tell Clare to show me her clit, she spreads her pussy wide, and begins stroking herself. I can’t stop clicking as she brings herself to a huge orgasm.

I look back at the photos, i’ve easily taken about 500. I slink off the bed with a raging hard on.

I pass Clare a drink, and ask her how was that. “The hottest thing i’ve ever done”

I throw her a dressing gown, and she comes to sit next to me on the sofa. I load up the memory card and I show her a few of the photos. She comments how good the photos look, i said to her “you have no idea how hard that was”.

“I have a pretty good idea” she said, and planted a long deep kiss on my lips. It took all my might to regain some thought, “are you ready for your next set of photos”.

My mind is moving a million miles per hour, but I suspect I know where this will end up. “Why not put on that slutty outfit.” I busy myself elsewhere hoping my cock can take rest from being hard.

Now, outfit is calling it too much, it’s literally a series of straps that’s show everything.

“I bought this just for today”

She starts to put her heels on, and I begin clicking again, she walks towards me.

My dick lasts about 2 seconds before I’m raging hard.

She walks and stands next to me, “get naked with me, but take photos”.

I take my polo off, before I know it her hand is inside my jeans feeling my dick. She kneels in front of me, and pulls the jeans and my tight blue trunks down. There’s pre-cum dripping from me. “That looks just like what I need” Clare says, and kisses the tip of my dick.

I tell her to get on the bed, she crawls on, in doggy position. “I love being like this”.

I take some pics and inch behind her, i position my dick so it’s just touching the entrance to her pussy we both moan simultaneously. I took some pics of her face looking back over her shoulder.

I tell her I’m going to lie down, and I want her to straddle me so I can get photos from under her. She climbs off the bed to give me space, and the proceeds to mount me. She positions her pussy millimetres from my mouth, I kiss it and slide my tongue deep inside her we cunt. She pushes down harder wanting me deeper.

Seconds later I slide my tongue out and take some pics.

“Now I want to see that arse, turn around”.

She nods, and moves around me, looking down my body as i look up at hers. “Would you feel comfortable spreading your arse cheeks?” I ask.

“Like this?” as she pulls them apart, as I can see her tight little arse. I nearly blow my load instantly.

I gently run my finger over her pussy and take some of the wetness and trace around her arse. “I need your cock, now” she gasps.

She bends over and begins sucking me, as I take the camera off me and delicately drop it off the bed.

I proceed to taste her pussy and run my tongue over her arse.

“Fuck me, now!” she says

She gets off me and gets back into doggy.

I slide inside her, without issue, thrusting and hearing her grunt. I look down and see my cock getting covered in her juices. After the day I’ve had I know I won’t last long. I push in deep inside her.

“I’m about to cum”, after a few more thrusts. “Give it to me”.

I go weak at the knees and practically collapse on her. I pull out as gently as I can and again get my camera. I take photos of my cum leaking out of her. I walk to the head of the bed where she’s now lying, and tell her to clean my dick. She proceeds to milk every last drop of cum from me.

Those photos, she said, need to be deleted.

I have realised I’ve gone on for ages, i’ll do a part 2 – more of that day / and the days after in another post when i have time – if people wish.

Source: reddit.com/r/gonewildstories/comments/qqwuw0/im_take_photos_of_my_boss_f_for_a_surprise_gift