[MF] The [F]irst woman to deep-throat [M]e entirely was my boss

Around the end of the 2000’s I was leaving University and looking to get my first ‘normal’ 9-5 job. I had worked since 16 through various part time jobs to get some money to spend on me while in full time education. Now though I was ready to put all that education to good use and start a proper job. Or so I thought. Turns out doing a degree that is made up of lots of smaller subject matters instead of one main one is pretty shit for getting a job in a field that has hundreds of applicants with a full degree specializing in one thing want. Rejection after rejection I was applying for anything.

After a good few months of job hunting and getting nowhere I got a call from a recruitment agency who I had sent my CV too, instead of calling me about the job I had applied for, they wanted to talk to me about working for them. Recruitment is a pretty grim field, very sales driven, all people care about is numbers, and having left that area of work 12 or so months after I’ve not looked back, but at the time I was wide eyed, eager and excited to start.

Turned up to the interview in my suit, looking like a puppy no doubt, saying yes to anything, and I was interviewed by the owner of the company – Rosie (not real name). Holy. Shit. She was wearing a bright red figure hugging dress, high heels to match, long blonde hair, bright green eyes, bronze skin, what I would soon come to learn were big fake tits almost popping out of the top of her dress. She was in her late 30s and looked amazing. You could tell she worked out, had a lot of work done to her face, nothing ridiculous or over the top (except the tits) but it was there under the surface. Enormous diamond engagement ring with a wedding ring to go with it. Incredibly attractive for what at the time, to me, was an older lady.

Interview went very well and I started work there a few weeks later. Office was medium size, full of people on the phones non-stop, all trying to make sales calls or place prospective candidates. Nothing out of the ordinary or of particular interest. During my time there I got to know Rosie very well, she was very flirty with the staff and our clients. She would be going out for drinks regularly with a lot of them, and getting quite lucrative job postings from them the next day. I never doubted she would be leading the clients on and being all over them, lots of arm touching and hand holding, getting in close, whispering all sorts in their ears. From a couple of company nights out with her and some of our main repeat business customers, I had seen her making out with them, sitting on their knees legs crossed over them, arse firmly pushed into their groins, letting them wander their hands all over. 100% sure I saw one man with his hand way up between her legs and Rosies face lighting up. There was always a lot of her glorious tits on show, skirt being far shorter than it should have been for a professional business meeting, hair and make up on point, always looked amazing. One night as everyone was leaving, I remember seeing her come out of the toilets with very messed up sex hair and make up. No one really talked about it or asked any questions but I think everyone knew. Well… everyone apart from her husband. Maybe he knew and was into it, or didn’t care and had his own mistress, I never asked.

Fast forward to the last event I went to with the company, after doing pretty well that year the bosses took us to Ladies Night at a race course. Lots of very over-dressed people, pretending to be royalty and acting like they have more money than they really do. They paid for everyone’s drinks pretty much all night but I was mainly just hanging out with the office mates. No one batted an eyelid at the actual horse racing. That’s not why a lot of people go there. The one bit that was really cringe was the champagne bar. It was basically one of the mobile classrooms you had at school – large wooden outbuilding propped up on bricks rather than an actual building. 3 big metal steps to get into it. Loads of small plastic pop up tables and chairs covered in white sheets. The cheapest champagne money can buy being served with a huge mark up on. It was full of old men trying to score with young women who only wanted them to get them drinks. Our group had a table reserved for a couple of hours, so sitting down there we did some drinking and just enjoyed watching the cringe around us.

Rosie looked stunning – white dress that was sheer, see through, could see this elaborate lace bra and thong under it as well as her belly button, arse cheeks, accents of her hips, it was like she was dressed for the beach and just thrown a robe over her bikini. Bright silvery sparkly heels, huge flowery hat, she really looked the part and people were queuing up to talk to her and offer her some champagne. Between her floating around the guys perving on her and re-joining our table she kept asking how we were all enjoying the night, if we had plenty of drinks, if we had seen anything we liked the look of (her cleavage), etc. Everyone was in good spirits, I got talking to her about the night out, she was full of energy, very flirty, very touchy, so intoxicating when she got close and you could breathe in her perfume and her hot breath.

Eventually we get asked to leave the dodgey champagne bar as our time slot was up, the group of us head out, and Rosie latches onto my arm. For an hour or so we stayed as a group and move from one area to another looking for some space, we end up outside in the dance area and everyone is having fun. No one is drunk yet or past the point of no return, everyone is just chilled and happy and enjoying themselves. At one point Rosie was dancing on me, with one arm around my neck, the other on squeezing my butt. She lifted one leg up and looped it behind me, grabbed my hand and put it onto her soft thigh. Everyone laughed it off as being normal flirty Rosie. I wasn’t complaining, just trying to hide a semi. A few more songs and people started to wonder off or break into smaller groups. I ended up dancing with Rosie again after she had been circling the group and dancing with others. Robbie Williams’s Angels comes on and she puts both arms around me and we start slow dancing.

She leans in to me and asks if I’m having a good time. I said “yes, I’m a little bit tipsy, won £14 on the horses, tomorrow is the weekend, and….” and I paused. In my head I was thinking don’t be stupid, don’t try and chat her up, don’t say anything cheese, don’t say anything that will make you sound like the naive little numpty you are…. She stopped dancing and looked right at me, raising her eyebrows slightly, wondering where I was going with this…. and I finished “and if I’ve got a girlfriend who looks half as good as you when she is approaching 40, I know I’ll be very happy”. We both burst out laughing. I knew I could play this off as me joking around, but I was being serious. She puts her arms back round me and we keep dancing. Angles finishes and something else comes on, I ask her what she wants to do and if we should go catch up the others. She said “I want to…. I want to…. ” and she leans into my ear and whispers “I want to have some fun”.

“What kind of fun?” I ask, worrying she means something like drugs, hoping shes not about to pull out a bag of powder or tablets or suggest something I’m going to be worrying about, but thankfully it’s none of that, she says “you kind of fun”. I smiled and wanted to say something cool, but I’m pretty sure all I could muster was OK YEAH WOOO BOOBS or something ridiculous. I knew this would mean nothing to her, it was just going to be a bit of fun, I was in the right place at the right time, I was just another number, but I didn’t care. After some more dancing with a bit more contact, her hand brushing my junk, mine cupping her arse cheeks under her dress, she grabs my hand, and starts leading me through the crowd towards some of the main buildings.

As the actual horse racing has finished there wasn’t many people around the track, all the little betting huts has shut up, the food and drinks places had closed to get people towards the main dance area, and pretty soon we found a quiet spot behind one of the brick stalls. We went down this little alley between two stalls, at the back was a dead end that had the now locked doors into the back of the stalls that the bookies would enter and exit through. Dark, quiet, out of the way, and moments later we had our arms wrapped around each other and her tongue was pushing its way into my mouth.

“You look stunning” I whispered between kisses, “I know” she replied coyly. One of her hands pulls my shirt out of my trousers, and goes onto my stomach, working her fingers under the rim of my trousers and belt. My hands find their way under her dress. I had managed to have a cheeky feel of her arse while dancing, but now I had full access to it. It was so smooth, so soft, I squeezed it and pulled her into me. I slid one finger under her thong and moved it down between her arse crack, feeling for her pussy, and was delighted to find it warm, wet, inviting. I started to rub her from behind, and moved my other hand up to her tits. Under the long flowing dress, I found her right cup, pulled the bra down and grabbed her tit tightly. “Mmmm this feels expensive” I sniggered to her, knowing how pleased she was with them, “You bet” she gasped, “Get them out”. Taking my hands away from her, she unbuttoned the back of her dress, pulled it down around her waist, and I pulled her in to undo her bra and pull that down. Taking a step back to admire them, she smiled at me, asked what I thought. “Fantastic” I mouthed, moving in to her and pushing her against the wall. My hands were all over them, and I leant down to start kissing them. Nipples pert and hard, my tongue darted over them, my fingers pinching them. I could hear her making little gasps and pants, she put her arms around my neck and told me to go nuts, enjoy her tits, get my tongue all over them, suck on her nipples and squeeze them as hard as I could.

I could feel my arms and legs shaking at this stage. I was pretty nervous. I had done plenty with girls at school, college, uni, this wasn’t something new to me, but it was the first time doing anything remotely in public, my first time doing anything with a milf, and first time doing anything with fake tits.

We kissed some more, felt each other up, told each other how good they looked, and then feeling more confident took a few steps back from her and started to undo my belt. “mmmm” she smiled, “whats this?” she asked with a wicked smile on her lips. She squatted down in front of me, put her hands around my rock hard cock, and said “this feels like it needs to come out”. Unzipping my trousers, she slid a hand in, found the hole in my boxers, pulled my cock out and it instantly disappeared into her mouth. The entire thing, all 7 inches, gone. Her nose was buried into my trimmed pube area, pushing into my groin. The end of my cock felt like it was being forced to bend slightly, and there was no give in the back of her mouth. It was at that time I had a sort of out-of-body experience and realized that the back of your throat isn’t soft, it’s actually hard and solid, and my dick was hitting the back of hers and curving slightly to go down the back of her pretty mouth. I had enjoyed a lot of blowjobs by that point from different girls, but none of them had got my entire length into their mouth. A couple of them had come close, but there was at least an inch or two still to go, and with them spluttering and gagging knew that was the limit. Rosie though was something else. She didn’t even flinch. After a few seconds she pulled it out, spat on it, looked up at me and said “this is pretty big…”. I was lost for words, and just let her go back to sucking.

To date, that was the best blowjob I’ve ever had. Looking down, I could see my whole cock vanishing into her gob, I could feel her soft lips going down on every inch of me, her tongue running all over my length, and those beautiful big fake tits pressing into my legs as she came in.

Every few strokes she would spit on my dick, use her hand to work it all over, then push me all the way down her throat. It was a soaking wet mess, lines of spit and saliva coming away from her when she took me out, bubbles all over her face. Leaning back against the wall I put one hand on her head and started to hold her down there with my whole cock in her mouth. There was no more to fit in, but she would still press herself into me. She took my dick out, placed the end of it on her tongue, looked up at me with those gorgeous green eyes and started jerking. Talking dirty to me, she kept asking if she was doing a good job, if I was enjoying the view, and I was lost for words. I wanted to talk back to her and tell her I’d jerked off to her when I got home from work, that I loved seeing glimpses of her tits and arse at work, that I had wanted to fuck her since I first saw her, but nothing would come out.

“Spit on my tits” she said after jerking me for a bit longer. “what?” I panted. “Spit on my tits” she said, wiping the saliva off her face and smearing it between her tits. She spat on them, and started to rub it with my dick. She leaned back and looked up at me. I got some spit in my mouth, looked down, spat, and totally missed. I think it landed on her dress but she didn’t notice. She laughed, spat on her tits again, then put my dick between them. Starting off slowly she brought them down around my dick. It was wet, soft, they felt amazing pressed around me. Again, I had plenty of tit wanks before this, but those big fake tits were something else. They enveloped all of me, I could feel the implants rubbing against me, she started to speed up and asked if I was enjoying the view. “Amazing” I managed.

She would lean her face forwards and catch the end of my dick with her tongue as it came out of the end of her tits, then stop wanking to start sucking. Deep throating me again I knew I was going to cum soon. I didn’t know if her intention was just a bit of fooling around like this, or she actually wanted to fuck, but I knew there was no way I could stop myself cumming at this stage and fuck after. Telling her this was the best blowjob I had ever had, telling her how beautiful she looked, telling her how she was the hottest woman I had ever seen, I let her work her magic. Following her hand down my cock with her mouth, going back up and squeezing my head, rolling her tongue over the slit where my precum was oozing out, I told her I’m cumming. She put both hands on my hips, forced herself down on my dick, I could feel the pressure of her throat forming around my dick, and she kept murmuring with my dick in her gob “mmm”, “mmmm” “mmmmmm”, she was gagging. And I erupted. This was a sensation I’ve not felt before. I exploded into the back of her throat. I could feel her swallowing, feel her tightening around my pulsing cock. I stood there shaking, twitching, pulsating. I had spunked in girls mouths before during blowjobs, as well as the pussy and the odd arsehole, but never being deepthroated. The feeling around my dick was a lot more intense. And she was eager to get every last drop out of me.

As I began to calm down and enjoy the release, I looked down and watched her slowly take my dick out of her mouth, saliva coming off and dripping down, some bits of cum that didn’t make it down her throat fall to the floor, a large wet patch where her spit and saliva was running on the floor forming around her shoes, I told her that was the best blowjob I had ever had. “I thought it would be” she laughed. “What now?” she said while smirking at me… “I hope you’ve got some more in you”. “Well… I reaaaally want to taste that pussy” I said, helping her up, and sliding a hand straight between her legs. I could feel her beautiful soft lips, still wet, still inviting, and after kissing her some more I started to work my way down to her body, brushing past those fantastic tits, using my hands to pull her thong down and helping her to step out of it.

Kneeling on the floor, feeling the wet patch of her spit already soaking into my suit trousers and not giving a shit, I was face to face with her pussy. Completely shaven as I knew it would be. It looked perfect. Small, tight, perfectly symmetrical, it would be perfectly at home on r/godpussy. It tasted amazing. Sweet, tiny hint of something tangy but in a good way. I put my tongue on the bottom and parsed her lips apart, then moved it all the way up to her tiny little bubble at the top. Using the flat of my tongue I moved it from side to side, brushing up against her soft thighs with my cheeks. She placed one hand on my head and pulled my hair taught, pushing my head back down to the bottom. Using her other hand she started rubbing her clit, splitting her fingers either side and pinching it, making it pop out. She pulled my head back up and told me to suck on it, lick it, pinch it between my lips. One hand clasped firmly on her arse cheeks, the other snaking it’s way up the inside of her thigh, dragging my nails gently behind, not trying to tickle her but let her know it was making her tingle, I found the bottom of her pussy and probed it with the edge of my finger. “Oh my god” she breathed, “Get inside me” she let out. Keeping my tongue on the top of her pussy, I pushed my fingers in, facing me, and started to just massage the top wall of her vagina. I was loving this, and could tell she was. She was moaning, twitching, pushing her soft thighs into me, while still getting herself off with her hand and my head. Not really knowing anything particular about the g-spot other than “it was somewhere there” I kept rubbing the inside of her pussy where I thought it would be, and watching her enjoy it. I could taste her getting creamier, thicker, letting more juices flow over my tongue.

Guiding my head she got herself off, squeezing her cunt around my fingers that were inside her, gripping my head and pulling my hair. It hurt a little but I loved it and took it as a sign of a job well done. Standing up and covered in her pussy juices we kissed and embraced. “That was hot” I breathed into her ear before nuzzling her neck. “Yeah… it doesn’t need to end there though” she said. Asking where I was staying I knew I couldn’t say “my parents”, so “hotel” was the short answer for now. “What about you?” I asked. “With Martin” she replied… ah yes… the husband. I asked if he expected her to be away tonight, she said no, but that didn’t mean she couldn’t be late back. I was thinking if I can book a hotel en route then we can fuck and she can get a taxi home after. We dress, tidy up, she tells me to meet her towards the end of the night when we all leave and we can go together.

I spent the next 10-15 mins furiously ringing all the hotels around the area and none of them had any rooms free. Obviously. This was a big event lots of people wanted to come to the area for. Gutted, I text Rosie saying tonight can’t go any further. I got a sad face smiley in response.

From that point on it was like what happened behind the bookies didn’t happen. We never spoke of it, we never sext about it, it was business as usual. I didn’t regret doing it, and I like to think Rosie didn’t… she certainly didn’t change her behaviors at work. I just took it as being one of the numbers in her long line of conquests. It was fun, it was what it was, and doesn’t need to be anything else.

Since then, I’ve had a lot more blow jobs, met other girls that can deep throat the entire length of my cock, even had 2 girls sucking on it at the same time which is it’s own feeling of amazing pleasure, but that blowjob from Rosie is still the best individual BJ I’ve ever had.

I left the recruitment job a few weeks after. Got a glowing professional reference off Rosie. Wished me luck in my new career. Happy days.

Source: reddit.com/r/gonewildstories/comments/jjrx8c/mf_the_first_woman_to_deepthroat_me_entirely_was