stebro's Blog

When I was in my early twenties I was working for a travel agency in my local high street. I was the only male and enjoyed the attention from the range of women working there. There were two girls my age and the rest were thirty plus. The person I got on best with was a woman named Jane, who knew no bounds when it came to flirting, she was 36 and married to Andy. The flirting was the usual stuff, a bit of office banter, until one day when we had to do a late shift and lock up together.

At 9pm we locked the doors and as we went out into the back office. Jane made a remark about us being alone together and me being able to have my wicked way with her. I joked that I'd love that, but I didn't think Andy would be very happy. To which Jane replied that she knew it would make him more than happy. She went on to tell me that she told Andy all about our flirting and how she'd even told him she thought of me when they had sex! Then she asked me if I liked her. I said to her that she was a great friend. She paused and said she didn't mean it in that way and just came out and asked if i'd like to fuck her!

My heart was racing, Jane was a very attractive woman, blonde hair, with beautiful 36d chest and an equally sexy arse to match. I asked if she meant in the office to which she replied that she wanted it at her house but with one condition, that her husband could watch. I was a little unsure at first, but curiosity got the better of me and I agreed. So we locked the back of the office up and walked to the car park. My house wasn't far so I used to walk, Andy always picked Jane up on her night shift so he was there to meet us.

Jane asked Andy if he had room for one more, giggling as she did. Andy replied that he had with an excited tone in his voice. Jane and I both got in the car and as Andy drove off we started to kiss. A little nervously at first as Andy adjusted his mirror to get a good view. But as we lost our inhibitions the kissing became more passionate. My hands worked their way inside Jane's top, running over her gorgeous breasts, her nipples hard from the excitement. I took each one in turn between my forefinger and thumb and gently teased them as we kissed. Jane let out a low groan as I did, her right hand feeling between my legs, rubbing my now hard cock. I fully undid Jane's top and bra, taking a moment to admire her large breasts and bullet like nipples. Then I set to work with my tongue, licking each one in turn. Bitting and flicking, sucking and licking. Every time Jane moaned it spured me on, she was now stroking my cock. I quickly looked at Andy who was also stroking himself as he drove, we gained eye contact and he smiled.

This turned me on knowing I was giving pleasure to both of them.

Still sucking on Jane's nipples I started to hitch up her skirt, running my hand up Jane's thigh until I reached her pussy. Now while at work Jane had always said she wore no underwear which I always though was a lie, turned out to be a nice truth! Her pussy was wet, my fingers slide right inside, straight away I was fingering her deeply, combining it with nipple play. I felt the car stop and was about to take a look why, but Jane begged me to carry on.

I didn't need a second invitation so I opened her legs further and started to lick her. Her hands were now inside my top, scratching my back as she arched her back to get as much tongue as she could. In the front I could hear Andy breathing heavily, and I made the assumption he must be wanking over someone pleasuring his wife.

Jane started to quiver, calling out, imploring me to make her cum. As her body convulsed, flooding my mouth with her juices, grinding my face with her pelvis, she pulled my hair as she came. Then after she had calmed down she asked if Andy could join us. I was a little put out by this as I wanted to fuck Jane hard, my cock was straining at the leash! But I have to admit, seeing Andy in the front playing with himself was a turn on, so I agreed. I thought to myself that we would never reach the house!

Andy jumped in the back. I was in between both Jane and Andy, sitting back in the seat with my cock bulging in my trousers. Jane unzipped them and took out my cock. She told me that she'd always wanted to get her hands on it, and I hadn't disapointed. With that she started to wank me off, then I saw her nod to Andy and the next thing you know Andy leans over and starts to kiss and tongue the head of my cock. I was in two minds whether to call a halt to proceeding, but it felt so good I stayed silent, apart from my slight moans!

Then Jane and Andy took it in turns to suck me off. Jane took my whole cock down whilst Andy sucked a little shallower. I twitched to cum, but both stopped until the moment had passed and Jane telling me she wanted to feel me cum inside her. With this she straddled me and guided my cock inside her. I gasped as I felt the warmth inside Jane's pussy, she started to ride me, very slowly, exhagerating every stroke. She then guided my left hand to Andy's cock and automatically I started to wank him, faster and faster as Jane increased her pace.

Andy was moaning out loud with each stroke, Jane encouraged him by telling him we both wanted to see him cum. She stopped riding me as his moans got louder, then, and to really make Andy buck, she told him to imagine us both fucking him, telling him how much she knew he wanted that. At this point he came, groaning loudly as I kept wanking him, I could feel his hot load on my hand and his cock pumping as I tightened my grip. Andy sat back to regain his composure as Jane again started to ride me. Her pelvis pumping, clenching and relaxing her pussy muscles so I could feel her tighten around my cock. Then Andy started to play with my balls, rubbing his cum on them, telling me Jane would clean me up later. I started to cum, as I did Jane held my face and told me to look her in the eyes. I gazed into her blue eyes as I filled her with cum, lifting my arse off the seat to give her all i'd got.

Jayne without a word cleaned 3 lots of cum off our cocks. I was in a state of disbelief, having set out for a normal night at work I had ended up having my first bisexual encounter and fucked a work mate...result, although we never made the house that night!

Im 35 and have worked for a marketing firm for over 8 years and in my time have had to attend many conferences and events, this is the story of my overnighter.

The firm I work for is run by a husband and wife, Kat (43) and Peter (4. Kat is fit for her age, a true professional woman with jet black hair, green eyes, pert tits and gorgeous legs. A lot of time is spent preparing pitches and travelling the country presenting them to various clients. Having only just started in marketing, I was a little green behind the ears, so Kat decided it would be good experience for me to shadow her on her next presentation in London. It would mean staying the night in a hotel after pitching, all on expenses of course!

We travelled down in Kat's Mercedes, exchanging small talk and got on really well. I couldn't help staring at Kat's legs clad in jet black stockings which were being revealed more and more as her skirt rode up her thighs as she drove. The skirt was matched by a black business suit and white undershirt, all which I imagine were from the very expensive shelf in a branded shop somewhere! We arrived at the pitch destination and I watched a true professional in action. Kat had them eating from her hand, working the clients with her knowledge and at times down right flirtatious nature, all this was increasing the respect I had for her and I still couldn't take my eyes off those long silky clad legs. Kat eventually wrapped up the presentation and after saying our goodbyes we travelled to our hotel in the outskirts of London.

We checked in, the time being around 7pm and made our way to our rooms, whose doors faced opposite each other. Just as I was going into my room Kat asked if I fancied going down to the bar later for a drink or three, I agreed and went into my room for a shower. Whist in the shower I started to play with my cock, thinking about Kat and having her legs wrapped around me as I fucked her, wanking myself off at the thought of my boss taking my load. It didn't take me long to cum thinking about those legs, I think I had what is known as a fixation!

I re showered and got dressed into a pair of smart trousers and shirt and started to watch TV, after a while my mobile rang, it was Kat asking me to go to her room for a drink. I locked my room, knocked Kat's door and she shouted to me to come in as it was open. Kat offered me a drink from the mini bar and we both sat and talked through the day, with me saying how much I admired her handling of the clients. She smiled and told me that compliments were the way to a woman's heart. As we talked there was a muffled noise from the room next door which gradually got louder and louder until it was obvious that someone in the next room was getting it on. I was a little embarrased and suggested to go down to the bar, but Kat said she didn't want to miss the climax of the show and put her ear to the wall so she could hear better. She motioned to me to do the same, so naturally I did as my boss asked.

Whoever was next door was really going at it, high and low pitch grunting with lots of yes shouts thrown in for good measure. As the woman next door came loudly, Kat seemed pleased, turned on in fact, and told me that she now needed that drink whilst also telling me that she could do with a pint of whatever the couple next door were on. We made our way down to the bar and ordered the first of a few drinks. We sat on stools at the bar, Kat perched on the edge of her's, again wearing sheer black stockings. But this time with strappy high heels, and a japanese style figure hugging red dress with dragon/flower stitching on.

Kat told me the rule for the night now was no work talk, to which I agreed and we started small talk again. All of a sudden Kat brought up the couple in the next room to her's again and out of the blue asked me if I was turned on by listening to them. I couldn't lie and said yes, asking her the same question, to which she answered yes also. She then started to ask me about my sex life, what my preferences were, positions I liked, type of woman I went for. We were at the point of not drunk but tipsy enough for daring conversation to enter the fray, so I asked her if she had ever had an affair away from Peter. She told me she had had hundreds but also that Peter was well aware and had adventures of his own and that the overnighters were a banker for sex. So I asked if she wanted me to leave her and not cramp her style, she replied no and in return I asked if anyone in the bar caught her eye. Kat answered that there was a guy she liked the look of and asked if she would like her to describe him to me. I nodded and she proceeded to describe the clothes I was in and how I looked, I was a little shocked but also excited to the core.

Kat told me that there was no pressure and she was going up to her room, but if I did fancy an 'adventure' to join her in 10 mins. My heart was racing, questions kept rolling over in my head, such as could I face her at work if we had sex? I mulled them over and decided after 10 mins to go up to Kat's room, I knocked and there was no answer, so I knocked again, no answer. I tried the door which I found to be unlocked and as I walked into the room I found Kat on her bed fully dressed, fucking herself with a dildo whilst listening to the couple next door who had started up again. She looked up at me and told me she was sorry but she had started without me as she couldn't read from my body language if I would make an appearance or not.

She handed me the dildo, black and around 7 inches and asked me to do the honours, to which I nodded. Kat opened her legs as I kissed them through her stockings, whilst I started to tease the edge of her pussy lips and clit by running and rolling the full length of the dildo over them. Then I turned it onto the slowest setting, pushing it's revolving head hard against the edge of Kat's moist pussy making her gasp. Then my tongue joined in the action, licking and sucking pussy juices from the dildo's shaft much to Kat's delight as she watched. I then pushed the full length of the dildo inside her, alternating the speeds as I thrust it up and down whilst Kat fingered her clit. She soon came, her whole body tightening as she yelled out in ecstasy and after a while she sat up and told me it was my turn.

Kat teased down my trousers and boxer shorts and told me to sit on the edge of the bed whilst she went and got a chair and sat in front of me. I was still coming to terms with the fact i'd just made my boss cum let alone the fact she was now admiring my raging hard on as I sat in front of her! Kat slowly raised her feet towards my cock and carefully positioned it between the heels of her shoes, slowly starting to wank me with long deliberate strokes. My cock was pulsing and after a while she removed her shoes and continued to wank me with the soles of her stocking clad feet again slow and deliberate stokes, letting me feel the sheer nylon on the skin of my cock. Then Kat moved her right foot under my ball sack and began to gentley rub it with the top of her foot whilst playing with the tip of my cock with her toes on her left foot.

Kat then said she would love to feel me inside her and directed me to sit on the chair as she straddled me and felt for my cock, positioning it so she could lower herself onto it, groaning as she did. We started to fuck, hard, as if it was going to be the last fuck we had together, the pace was fast and Kat's hands found their way under my shirt and her nail extensions scratched my back as she rode me. She told me to pull her hair, which I did forcing her head backwards and with the other hand pushing down on her shoulder so my cock plunged deeper inside her. Our hips were bucking and circling our bodies hot from effort and enjoyment. I started to suck her nipples through the material of her dress, eventually biting as my primal instincts started to take over. Kat pulled my hands onto her arse, asking me to play with it, I obliged but just teased her on the upstroke by pulling her arse cheeks apart and barely touching her rim with the tip of one of my fingers, just enough to let her know it was there. This drove her over the edge again as she came, I let her have more finger as she did which her arse greedly enveloped, again after a while she regained composure.

She returned to her foot job position and started to wank me again, this time more vigourously encouraging me to come over her, it didn't take long and as I did she held my foreskin right back with her feet so my cum shot further. It landed on her dress and stockings with the last drips coating her feet and toes, she slowly removed each stocking and wiped them over her pussy and then my cock.

We both lay back on the bed, fulfilled and happy, and Kat asked if i'd like to shadow her again sometime!