The unexpected evening affair with a work colleague [mf]

So I’ve worked in the same place for 12 years. Over the time there are a number of people that have come and gone that I have interacted with and become friends with. Throughout the whole time, I’ve remained friends with Rebecca. There’s never been anything sexual, indeed she went out of her way to ensure that I knew we were just mates. It kinda sucked at first, but we fell in to a friendship that suited us both. We’ve gone out for dinner, to the cinema and other such things as mates and we confided some things in each other, but always knew there were boundaries. Rebecca is a good looking girl. Average height, great breasts and a curvy ass. Brunette with a pretty smile, just a little shorter than average.

5-6 years back I met my now wife. Things with Rebecca cooled. She didn’t want to get in the way, and I have to admit I too backed off as it’s hard to be friends with a woman when your wife also wants your time. Throughout the whole time I’ve known Rebecca, she has never had a fella. Bizarre to me, as I know I wanted her and I have seen others in the office checking her out. It’s not just guys. She’s never seemingly had a relationship.

Last year she got completely jolted by the loss of her auntie. Her auntie was her best friend and closest confidant. Losing her has been a massive blow to her confidence and just the way she is. I stepped up my communication with Rebecca, and we grew a little closer once again. We chatted more, texted more and She admittedly I was helping her through the grieving process, and id proven to be a good friend.

The Pandemic made meeting difficult. We chatted on zoom, text, and any media way we could and I could see that she was regressing, not sure of anything, she lost a ton of weight too.

As soon as the pandemic rules were relaxed, we agreed to meet up. I told her I was buddying up with her household (she lives alone) and I was coming over to hang out, all with my wife’s blessing and understanding.

So I turn up and bring a couple of bottles of red. Nothing out of the ordinary, we’ve been known to sink these on several occasions. The chatting flows and I can see she’s happy to have company, she needs this interaction. Slowly she comes out of herself a little.

The conversation turns to and my wife and how we’re lucky to have each other. Rebecca comments that she’s missed any form of physical contact for the passed months. I’ve got a good buzz going on from the alcohol and i ask something I normally wouldn’t- when did you last have sex? The response floors me. “Never”. Here in front of me is a beautiful 36 year old woman who has never had sex. I’m speechless for a moment. Seriously? Yes, seriously? Now Rebecca has always been conservative in her dress, but I never thought of this as hiding.

I’m really self conscious, no one has ever seen me naked, not even my girl friends.

What are you hiding? A grotesque scar? A third nipple? How come? I ask puzzled.

None of the above, I’m just me. I’m a little over weight and I don’t like my body. By this point Rebecca is not over weight looks fantastic, even through the loose clothes.

So you’ve never had sex?

No, no one has ever seen me naked…. it’s just never happened. I was too shy when I was younger. I really didn’t like myself and now, well, here I am…..

Suddenly it all makes sense. She’s alone because she’s a virgin. She’s never let anyone in and now it’s later in life and she’s ashamed/afraid.

Ok, so we need to fix this. You’ve always puzzled me as to why you’re alone and now i think I know why, I ask.

But how do you fix this? I am what I am, and I’m really self conscious.

Have you tried counciling? Yeah, didn’t help. Just text book crap…

Have you tried to find a fella? Yeah, but I always call it off before they get me naked. It’s too hard…

What about me? Would you take a few steps with me?

What are you thinking? I don’t think so…

Just start small, so you own a bikini, right? Yeah, but I’ve never worn it.

Go put it on.. it’s just as though we were on the beach, no harm, and a friend sees you in less clothes than ever before.

I realise at this point I’m offering more than I should, for the sake of my wife, but heady with alcohol, I genuinely see no problem.

No way, your wife would not approve…
sounds like an excuse to me. Look I want to help you, you’ve said you’re missing human contact, so we have to break the boundaries.

Fuck it, Rebecca says and disappears. A couple of minutes later she returns dressed as she was. I’ve put it on but I can’t…… can we just forget this. I’m destined to hate my body forever.

As a former rugby player I’m not shy, so I stand, and strip. Totally naked. This isn’t that unusual, I’ve been known to get naked in public before, Rebecca has seen me cannon ball naked off the roof of a house in to their pool.

I stand there and begin to critique my body. Look, I’ve a nasty scar on my right bicep, fell off my bike. My belly, bigger than it used to be. I grab it and wobble it a little. I’m not in bed shape, but there is the start of a gut I really need to shift.
I don’t keep my pubes in check anymore, I point down toward me cock. It’s a proper jungle. We all have bits of our body that aren’t perfect. Surely you can see this. Let’s see what’s so bad about yours. Come.

I take her by the hand and we head to the full length mirror in the bedroom. Standing in front of it, me naked and her clothed, protesting I need to put something on right away. I hold her still by the shoulders and ask her why she sees. She slowly calms and says ok, but not until i cover up. I see a towel on the radiator, grab it and cover up.

She looks in the mirror back at me “I’m just frumpy”. You are very pretty Rebecca. You have beautiful doe eyes and a lovely smile I offer. She smiles. Softening at the edges.

You gonna show me that bikini now… she holds her shirt and thinks about lifting it. Close your eyes i offer. Slowly, she does. I take her hands above her head and grab the hem of her shirt. Slowly I lift, her heart rate quickens. I speed up and whip the shirt off quickly before she can think of protesting. She’s wearing a beautiful blue bikini with silver star pattern, her breasts are as suspected, ample, i later find out she’s now a 34DD. Her skin is milk smooth and flawless. Immediately she begins to cover herself with her arms. Look in the mirror Rebecca. She does, and seems me looking back at her. See, that wasn’t so hard…. I’m freaking out here, I’m so nervous. It’s ok, I offer, and go to touch her arm, but she flinches does I back off.

Ok, take it slowly, just look at yourself in the mirror and tell me what you see. She looks and says nothing for an age. Eventually she begins to straighten. Her arms drop by her side and she reveals her torso. Her breasts sit high on her chest, defying gravity. Her weight loss means that her rib cage is ever so slight visible, and her stomach is flat.

I see a pasty body with no female form. I’m just flat, aside from the boobs, there’s nothing here to love.

I’m aghast. Ok, so from a blokes point of view, yikes! You’re seriously hot. That is a killer body.

Shut up, you’re only saying that. You think I’m a mess, so you’re just trying to help.

I tug at my towel, just enough to let it slowly unfurl. Rebecca looks at me in the mirror, naked again. This time however, I’m sporting a full erection. All 7 inches are fully hard. Rebecca spins around, and I look her in the eye, words are one thing, he doesn’t lie…

Oh my god! We need to stop. You can’t. You’re married.

It’s ok, I offer, it’s just a reaction, we’re not having sex, and you’ve seen me naked before….

No, this isn’t right, we can’t, you can’t.

My body had betrayed my intentions, so I take hold of Rebecca, pull her in and kiss her through her protestations. She doesn’t kiss back at first, but before too long, she softens and begins to kiss me back. I release her hands and let me hands take her by the waist and pull her in. My cock pressed firmly against her stomach. She tastes great, sweet with the wine.

Pushing me off. She says no, it’s not right, we can’t.

I realise I want her now more than ever. Look, you need me and i want you I offer, let’s just see where this goes. She’s begun to reach for her top, but I stop her. Placing her outstretched hand on my chest instead. She furls her fingers through my chest hair. We shouldn’t

It’s a one time thing, never to be repeated. You deserve to be happy, this is how we can make it so…

I lean in and kiss her again. She relaxes, clearly enjoying kissing me for the first time. I let my hands run across her hips and along her back. She wraps her arms around my neck.

I won’t be a home wrecker, this will never be spoken of, I’m told. I nod ok. And never repeated. I nod again.

We kiss for a couple more minutes, before I break off and slide across to the bed. I sit on the bed and pat my leg, come here. Rebecca moves across. Ah! Not in the jeans. Time for those to go.

Rebecca takes a deep breath and slides them off. Matching bikini bottoms. Navy, silver star pattern and clearly a darker navy patch between her legs. She’s turned on and wet.

In her bikini now, she straddles me and makes sure that her bikini bottom is between my cock and her. We kiss tentatively, my hands wandering across her body.

I want to take off your bikini, is that ok, I ask. She nods. So I untie the bow behind her back and take the strong chord from around her neck and do the same. The bikini holds her breasts. I slip a finger in her cleavage and pull it off. Her breasts stay right where they are. Full, milk white and flawless. Perfectly circular pink nipples hardly erect. I stare at them for a while before Rebecca breaks the silence with a laugh, well I guess these are good ones then?! I chuckle back and offer yeah, fantastic.

My hands head down to her ass, and I grab her firmly, picking her up. Her breasts now in my face, I take the nipple on her left breast on my mouth and begin swirling my tongue. My motions are met with gasps and sharp intake of breath. The nipple instantly erects. I suckle, nibble and play with my tongue. I switch to the right breast and repeat, the air intake is the same. I release her ass, but she continues to press her breasts in to my face. Clearly, she’s enjoying this. Her arms are wrapped around my shoulders. And we stay like this for a good while, as I take in her breasts and enjoy her reactions.

Eventually she drops back, and I pull away, wow, she says. That was fun. I cup her breasts and push them up together. Playing like this for a moment, her breasts clearly worshipped she is relaxing.

I flip her over and on to her back. Standing above her off the bed, I pull her to the edge of the bed and lean over, kissing her passionately. I feel her tongue dart around for the first time, she’s losing her inhibitions. I stand and place my hands round bikini bottoms, by her hips. May I? I ask. Tugging gently.

She nods tentatively and immediately flushes. I tug again harder and her bottoms begin to come away. She’s shaved, a neat little landing strip.her legs up, I recently the panties and toss them aside. She needs me to get this over with. So I immediacy drop to my knees and begin licking. As soon as I touch her with my tongue, she begins writhing, groaning loudly. My every lick causing her whole body to writhe. I throw her legs over my shoulders, wrap my arms around her legs and clamp myself in. I begin to lick ferociously. Making sure she can’t stop me by writhing. I lick quickly, fast as I can. It doesn’t take long before I feel her body tighten and her orgasm build. I hold fast and keep licking. She explodes with a cacophony of noise and with her body writhing about the fixed point that is my mouth. As she stops writhing I stop licking and unclamp myself from her.

She immediately shuffles up the bed away. I stand and look at her. She’s red in the face. Staring in to the middle distance, a sheen of sweat across her body. Her breasts are like balloons on her torso, her heart racing causing little ripples through the ample flesh. Her rib cage is rising and falling with every breath, her stomach tight and her legs are set, one straight, the other bent. Her clit is wet with her juices and my saliva. My cock is aching, I begin to masturbate to my view. It’s spectacular.

As she recovers, Rebecca looks across to me and comes back to Earth. I want to fuck you now, I tell her. She nods and I approach, crawling between her legs. I push the top of my penis to her opening, telling her we will worry about the lack of condom later. I’m clean, I know she is. Gently I push the head inside her, she takes it, but it’s uncomfortable for her. I slip it in and out a dozen times, her juices lubricating my head. I push a little further. She groans again, and tells me she’s ok. Gently I push back and forth until my whole length is inside of her. I build up a pace that is gentle yet firm, every thrust met with gasps and groans from the both of us. I’ve never had a pussy this tight. I find a pace and rhythm that suits us both. Quickly in, slowly out. I feel my orgasm build. I tell her I’m getting close. She tells me not to cum in her. As I build further, she too begins to tighten. I can’t control myself with the extra tightening and pull out. She gasps as I do, and I immediacy drop between her legs again and begin licking, whilst stroking myself. She soon orgasms under my tongue again. And I stand above her, stroking. Her heart racing, I aim my cock over her and begin to orgasm. Ropes of hot come cover her body, taking her by surprise. I shoot out 3 or 4 before I’m done, spend and exhausted.

I lay next to her on the bed and we kiss. Thank you so much. She offers. This is the best thing you could have ever done for me. In one night my entire life is changed.

We spent the next 20 minutes talking and laughing before taking a shower. Once showered. We fucked again, and Rebecca gave her first blowjob. It wasn’t brilliant, but hell, it was her first!

That was 4 weeks ago. Rebecca now has a new fella, and I couldn’t be more happy for her. She’s a new woman, and all because of one night of sex!

Source: reddit.com/r/gonewildstories/comments/i7vyvf/the_unexpected_evening_affair_with_a_work