I originally wrote this on another site over a year ago, but thought it might work here too. It's quite long, so some mulled wine and a mince pie might be needed...
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I’d not seen my fwb Jane for a while – diaries just had not aligned for various reasons, but we’d finally managed to find a weekend where we were both free with no commitments. We were both single, but didn’t really have time for a relationship, which might have explained the delay in seeing each other.
Jane was 40, five and a half feet tall, and a size 8 with 34C breasts. We’d agreed she’d come to my place as I live in a quiet area. She arrived just after 6pm on the Saturday evening, dressed demurely, just in case the few neighbours I had were looking out of their windows. She wore loose fitting jeans, jumper and coat, and carrying a bag that seemed to be rather full.
I wondered what was in the bag – it was too big for just overnight bits, but I imagined I’d find out later. I took her coat and hung it on the bannister before we went into the living room and caught up for ten minutes. We’d already planned a takeaway for dinner, so I knew I’d be heading down the road shortly, but there was a different down I wanted to do first.
I brushed my hand against her thigh and leaned in to kiss her. She reciprocated and we shared a tender kiss. “Someone’s keen, I thought we were going to have dinner first?” she asked playfully.
“We are, but I wanted to taste something even better before I head out.” came my response. She arched an eyebrow and looked at me. I could tell she was trying to come up with a response, so I slowly moved my hand to her pussy and started to gently rub it through her jeans, wishing she’d worn a dress. For a moment I thought she’d tell me I needed to be patient, after all it had been months seen we’d last seen each other, so what difference would another hour or two make?
All of a sudden a wicked grin came over her face and she jumped up. “Okay,” was all she said as she undid the button on the top of her jeans. She then stopped, turned her back to me and said “But you’ll have to earn it.”
I’d known Jane long enough to know she wanted her pussy to be warmed up before my tongue got to it. I stood behind her and pulled her hair to one side, exposing the side of her neck which I started kissing while moving a hand inside her jeans to find she wasn’t wearing any knickers – had she suspected I might try this? I kept kissing her neck and slowly found her freshly shaven pussy, spreading the lips to find and stroke the clit. She murmured as I found it. After a minute or so, I undid the zip on her jeans, hoping they’d drop to the floor, but they stayed in place. At this point she turned to face me, a smile brightening her face, and kissed me passionately, giving my hardening cock a squeeze. She dropped her jeans and stepped back to the sofa, laying on it with one foot on the floor to give me access. “Come on then,” she said, “I’m getting hungry!” That wasn’t quite the encouragement I’d hoped for, but I wasn’t going to start a debate, so I knelt on the sofa and started to lick her pussy with plenty of attention on the clit. She resumed her murmuring and I gingerly inserted a finger as well. Suddenly her hand clamped on the back on my head and her breathing got heavier. She held my head in place as her breathing deepened further. I added a second finger and I could feel her pussy muscles starting to tighten up. With no warning she pulled my head away and asked “How does it taste?”
“Fantastic,” I responded, “As good as ever.”
I offered her my fingers to taste herself on them and she playfully took a very quick lick before announcing “Great, now off you pop and get dinner!” I definitely knew who was in charge this evening, and it wasn’t me. I grabbed my coat which would at least mask my cock while it softened, and headed out of the door.
The walk to the takeaway took no more than three minutes, possibly slightly faster than my normal pace, but the wait for the food was almost fifteen minutes. My mobile bleeped with a message from Jane asking if I was on my way back yet. I responded with “Almost” and she said if I wasn’t back in five minutes she’d send some photos I might like, but the other customers certainly shouldn’t see. Thankfully my name got called and I dashed home, probably faster than I’d ever done that walk before.
As I opened the door I could see the lights were on in the kitchen and I resisted the urge to shout “Honey, I’m home!” as I knew that wouldn’t be appreciated. Jane had been through the cupboards to get the plates and cutlery out. Gone was the jumper and the previously discarded jeans to be replaced by a stunning strapless purple dress that ended mid-thigh, with matching shoes that added a couple of inches to her height, and a silver and amethyst necklace. “Wow” was all I could muster as she looked at me.
“Finally, now give it here and I’ll plate it while you go and get changed.” Yep, she was certainly in charge tonight! “I’ve been through your wardrobe and put some clothes out for you.” I dropped the bag on the worktop and dashed upstairs to find one of my work suits was on the bed, I looked at the shirt she’d picked out and it was probably my oldest shirt and was one I was planning to replace in the New Year sales. Given how hot she looked and how immaculately dressed she was, that seemed an odd choice, but I decided it was best to go with it. Alongside it all was a purple bow tie. I didn’t own any bow ties, and the purple looked like a perfect match for Jane’s dress, she’d certainly been planning. Fortunately me for, it was pre-tied! Looking around the bedroom I couldn’t see Jane’s bag, or the clothes she’d removed, so I couldn’t find out what else she might have in store for me.
It took me a couple of minutes to get changed and throw the clothes I had been wearing into the laundry basket. As I re-entered the kitchen I could see Jane had added a matching bolero to her outfit. I knew she felt the cold and liked the house to be warmer than I had it, but she didn’t say anything and I knew we’d be keeping each other warm later on.
We sat down to eat and I had to laugh to myself at the absurdity of two people sat at home, dressed for an evening at the theatre or a gala, eating takeaway food at the kitchen table. At least we were using the plates. As we ate we made small talk, catching up on each other’s work and holidays, what our siblings and their families were up to. Basically, just two friends catching up in a very pleasant way with no indication of what we’d be getting up to later on.
After we’d finished our meal and put everything in the dishwasher, we headed back to the living room with some drinks to continue our chat. We seemed to discuss everything and nothing important at the same time. After a while I started to gently stroke her back through the dress. She looked at me and I could see her mind working – I could be in serious trouble tonight. She leaned into me and we kissed gently, her hand stroking my back – our strokes were almost identically timed. With her other hand she squeezed my bottom which I took as a signal to do the same to her. She intensified our kissing and she moved herself to be sitting on my lap, wriggling ever so slightly to get my cock excited again.
I pushed her bolero off her shoulders and it fell to the floor revealing her bare shoulders. We broke our kiss and I leaned in to kiss her neck again – I’d known for years that this was something she really liked, she’d even given me pointers in the past. As I did so, I brushed her hair out of the way and noticed she had stud earrings that matched the necklace. She stood up, reached for my hands and pulled me up from the sofa as well, as we kissed again she removed my jacket which fell back onto the sofa.
We paused for a moment and she reached up to remove the bow tie, “I hope you like it, the next time we meet for a meal out, I expect you to be wearing it.” There was a gleam in her eye.
“I’ll try to remember that Jane, but what else would you like me to wear with it?”
“That’s entirely up to you!” Perhaps it was me, but I was sure the gleam twinkled that little bit more. In the past we’d considered visiting a swingers club, and the thought flashed through my mind that she might want to do that with me just wearing the bow tie.
She placed her hands on my chest, almost stroking me through the shirt. I reached around to hold her bottom and as I made contact she ripped the shirt open. I heard a couple of buttons bounce off a nearby coffee table as she pulled me in a kissed me deeply.
I reached around her back and found the zip for her dress which I slowly pulled down – something told me she wouldn’t appreciate it if I treated the dress in the same way as she’d just treated my aging shirt. Once the zip was as low as it would go I tugged the dress and it dropped down to reveal a push-up bra and thong in the same colour as the dress. Jane certainly had a liking for purple that night.
We stood there, Jane in her bra, thong, jewellery and shoes, and me with my trousers and shoes visible.
“I think we need to get rid of those trousers.” Jane said as she reached for them. I quickly side stepped her, thinking I didn’t want to replace the suit and hurriedly took my shoes and trousers off, leaving just my briefs and socks with my erection becoming fairly obvious. With her shoes still on we were now the same height, she kissed me again and then reached for the waistband of my briefs, “Let’s head upstairs!” She said eagerly as she pulled me along. Obediently, I followed and watched as her bum wiggled in her thong with each step she took up the stairs.
As we entered the bedroom I noticed her bag was now beside the bed – she must have moved it while I was loading the dishwasher. I quickly removed my socks and threw them into the corner of the room.
We embraced and kissed once more, I put my hands around her bum and she wrapped her arms and legs around me. I waddled (not sure there’s any other word to describe it) to the wall, leaning her against it to provide extra support as we continued our passionate embrace. By now my cock was eager to be released from my briefs, so I turned around and waddled to the bed where I laid her down. She removed her shoes and kicked them into the corner to keep my socks company for the night. We were both now in just our underwear, so I squeezed her breasts before reaching around and undid her bra which got discarded beside the bed. Her breasts sagged a little as the artificial support was removed, but they were still pert and I sucked on both nipples in turn for a few minutes. I could feel Jane reaching for my cock, she couldn’t get the angle she wanted, so she pushed me away from her nipples and as I laid back she pulled my briefs off and threw them across the room to be found later on. She then took the tip of my cock into her mouth, using her tongue to excite it before taking my entire cock into her mouth. As she did this I could feel her necklace brushing against my balls, the coolness of the silver was in stark contrast to the warmth of her mouth.
After my earlier arousal before dinner I wasn’t too far off of cumming and warned her. “Cum on my face!” she ordered, so I knelt up as she laid down and wanked myself for a few moments before my cum landed on her face and chest.
“Think I need a shower!” was her only response, but she stopped to remove her jewellery and thong before heading to the en suite while I sat there catching my breath.
As I heard the shower start I considered looking in the bag to work out what else Jane had in store for us and decided it might be worth a check when I heard “Hey, could you come and rub my back?”
Dutifully I got off the bed and went into the en suite where Jane beckoned me into the shower. I rubbed her back and made sure she was clean all over before she did the same to me. She paid particular attention to my cock before turning me around and paying attention to my bottom. This was something she’d never done to me before. She was running her fingers around my hole before grabbing the shower gel and applying a sizeable amount to both me and her hand. Before I could say anything I felt some pressure and then she was in with a single finger, probing for my prostate. Then more pressure before a second finger joined the first.
No one had ever done this to me before, no one had even discussed the possibility with me before. I started to groan as she found the prostate and then nothing, her fingers were gone. “Stay there for a minute and don’t move a muscle.” The way this evening was going, I decided it was probably best to follow her instructions while she darted out of the shower and into the bedroom. A cold draft whipped into the shower from the open door making me shiver slightly while I waited.
Over the sound of falling water I heard a zip being opened, no doubt she was getting something from her bag. She quickly returned to the shower with her hands hidden behind her back, so I couldn’t see what she’d brought back with her. “Face the wall!” she ordered. I complied and wondered what I was going to experience next. Again she applied the shower gel quite liberally and again I felt pressure build up before something was inside me. It felt like it was as deep as, or possibly deeper than Jane’s fingers had gone.
I glanced around to see Jane grinning at me. “A perfect fit!” she declared.
“What’s a perfect fit?” I enquired, unsure if I really wanted the answer.
She opened her right hand to reveal a device and pressed a button just as she said “This!”
Suddenly there was a vibration coming from within me, that was right on the prostate. It was quite a pleasant sensation and my cock was certainly responding to it. I turned to face Jane and felt hornier than I’d felt in a long time. We embraced and kissed once more, the water streaming off of both our bodies. I pushed her back against the wall and lined my cock up with her pussy. She grabbed my bottom and pulled me into her.
All sense of civility had gone as she wrapped her arms and legs around me. I thrust in and out several times as Jane adjusted the level of the prostate massager she’s put in me. I’d thought it was on full, but there seemed to be at least another four levels. Had I not cum just fifteen minutes before, I’d have been all done by then. Her head was on my shoulder and it was now her turn to kiss my neck.
She shuddered and came, her pussy muscles squeezing my cock and pushing me over the edge. I stopped thrusting and withdrew from her pussy. Some of my cum dropped out onto the shower tray and was quickly washed away. Jane deactivated the vibration and I started to relax.
“Woah, that was new,” I began, catching my breath as I spoke, “Where’d you get that idea from?”
“My friend Emma told me the effect it had on her boyfriend and I really wanted to try it out with someone. She surprised him with it, so I decided to do exactly the same to you.” She looked very pleased with herself, but that could have been the afterglow from her orgasm a few minutes earlier. “Did you enjoy it?” She reached around and carefully extracted the massager from my anus as I replied.
“I think your pussy could answer that for me, Emma clearly has some good ideas.”
We soaped each other down again, rinsed off and grabbed some towels before heading back to the bedroom. We sat on the bed chatting while she tried to dry her hair. “What else has Emma been telling you?” I asked, wondering what else might come before the morning.
“That would be telling.” was the rather coy response.
I got up and went to use the toilet. When I returned Jane had her phone in her hand, “Emma says ‘You’re welcome’.”
I smiled as my only response and left Jane to continue drying her hair and went downstairs to get some drinks and snacks. When I returned upstairs Jane was going through some of my drawers, she looked at me and asked “Where do you keep the hair dryer?”
I tried to stifle a laugh and pointed at my very receded hairline, “I’ve never had one, never really had any need for one”
“Perhaps that’s why you’re single!”
Ouch, clearly she was unimpressed. I made a mental note to get a basic hair dryer the next time I visited the supermarket. It’d probably need dusting before it had the chance to get used, but it might avoid future problems.
We ate some snacks and hydrated while Jane got her hair as dry as she could with two towels. By now it was getting on for 11pm and I was starting to feel tired – tonight had been more exercise than I was used to!
“Do you think my hair is dry enough?” Jane asked. That surprised me, surely she’d have a better idea than I would? I raised my hands to feel her hair and it was almost completely dry, it looked a little frizzy, but no one else would see it.
“It feels dry to me.” I pulled her in for a tender kiss which she responded to. We were both still naked and her hands started stroking my back. I took my hands off her hair and squeezed one of her breasts. She leaned herself back, pulling me down with her and our kissing became more passionate. I moved my hand from her breast, gently tracing a route down her body and thigh before coming back up and stroking her pussy. She was starting to get wet and, given the fun she’d had this evening, I stuck two fingers inside with no warning.
She gasped and opened her eyes, looked straight into my eyes and said “Make me cum,” lowering her voice she added “now!”
Just when I thought I might be in charge, she took control of the situation again. With the fingers that were already inside her, I began stroking her while I kissed her once more. After a minute or so I broke the kiss and started to move down towards her pussy, kissing various points on her body as I went and paying attention to both nipples.
When I got down to her pussy I used my tongue slowly – pacing was perhaps all I could be in control of at this point. I added a third finger in her pussy and then, as I increased the pace of my tongue, added a fourth finger. She murmured, slightly breathless and I removed my fingers from her pussy, replacing them with my thumb. “More!” she demanded.
I lifted my head and looked at her pussy, her juices and my saliva combined to make it glisten. “Are you sure?” I asked, a devilish idea coming to my mind.
“YES!” she almost shouted, “and get your tongue back to work!”
“If you insist” I replied in my most obedient voice.
I started with two fingers, quickly added a third, and fourth, then my thumb. Before I started licking again I glanced at her face which had a mixture of shock and pleasure. I began licking and could feel her pussy muscles contract around my hand. I moved my fingers more quickly and licked like my life depended on it. She gasped and then shouted “Yes!” before following up with “Don’t stop!”
I continued as the orgasm subsided and decided it might be time to use my other hand, so I reached up to one of her nipples and started to rub it between my thumb and forefinger. I’d never thought of myself as being particularly dextrous, but here I was playing Jane like a musical instrument.
I started thrusting the hand in her pussy in and out a few times, then stroking internally with my fingers before thrusting again, all while still licking. I felt her start to tense up ahead of another orgasm. This time it was slightly different, she became far more vocal and my hand was drenched in her juices. I pulled my hand out and lifted my head away to see her squirt a little over my chest while the fluid that had begun to fill her canal flowed out onto the bed.
Jane smiled with satisfaction. “I knew you could do it.”
I rubbed my now hard cock with the hand that was covered in her juices and began to fuck her. She was so slick and loose from my hand having been inside her that I couldn’t really feel much, but having experienced that last fifteen minutes I was horny and eager. As I thrust in and out I offered her the fingers that had been inside her and she sucked a couple of them. It didn’t take long before I came, and having cum twice already that evening there wasn’t much of it.
I withdrew and collapsed beside Jane. We were both now so exhausted that we fell asleep on top of the bed covers.
I awoke to find Jane with my cock in her mouth. Rubbing the sleep from my eyes, I glanced at the clock which showed it was 8:47, far later than I’d normally get up, even on a Sunday. Last night had clearly taken it out of me.
She released my cock “Good morning sleepy head.”
“Morning,” I responded as she went back to work, her head bobbing up and down. As good as it felt, I could feel myself started to fall asleep again and knew I’d never live it down if that happened. “Hey, turn around and let me lick your pussy.” I suggested.
“Sure,” she responded and started turning, “but no fingers please.”
I nodded and we started to enjoy each other again. While Jane responded to my licking, my balls were clearly still fast asleep as nothing was coming out of them. That probably shouldn’t have been a surprise. I stopped licking her and tapped her bum a couple of times. She released my cock and lifted her bum, looking at me through the gap at the top of her thighs. “Breakfast?” I suggested.
“That’s was I was aiming for,” she winked, “but perhaps a guaranteed breakfast would be a good idea.” There was an insult in there somewhere, but I ignored it.
We got off the bed and headed downstairs for breakfast. I’d put on a basic t-shirt and shorts while Jane had grabbed my dressing gown from where it lived on the bedroom door. Jane had some cereal while I had some biscuits. Just as with dinner the night before, we chatted about our lives.
After breakfast Jane said she needed another shower, so she went upstairs while I tidied the kitchen. After a few minutes I heard “There’s no hot water!” coming from upstairs so I headed up to see what the issue was. Jane was stood there looking unhappy with her arms folded across her chest, protecting her breasts. I got into the shower and adjusted the temperature a little too easily. Suddenly Jane was ensuring I was thoroughly drenched with my cock clearly visible through my shorts. I stripped off and threw both the t-shirt and shorts over the shower door and into the basin. Before I could kiss her she spun me around to face the wall and I readied myself for the prostate massager to be inserted again. There was a slight delay before a felt pressure on my hole, but what entered me felt very different from before. Whatever it was, Jane ensured it went in and almost all of the way out again. I tried to glance at her but she was just grinning like the cat that got the cream. I realised her hips were moving and in time with what I was feeling.
“Another of Emma’s ideas?” I queried?
“Absolutely, this strapless strap-on is doing it for me already!”
“That’s good to hear.”
“Wait, there’s more…” as she finished speaking I felt the vibration again, but this time Jane was feeling it too. As she thrust into me, my cock grew and I started to stroke it.
After a couple of minutes it was clear that Jane’s orgasm had hit and she held my hips tightly as much for support as to help control her thrusts. I came a few moments later and she withdrew the toy from me.
Looking at the shower tray she passed judgement, “What a waste of cum!”
“There was no one to take it, you were a little busy.” I responded. “Given that was Emma’s idea, perhaps she should join us next time and I can fuck her as you fuck me!”
The gleam returned to Jane’s eyes and I wondered how that suggestion might work out for me. “One other thing she told me, she likes anal, but her boyfriend won’t do it.”
“I’m sure I could give it a try, if she really wanted me to.” I made it sound like it might be a hardship rather than a treat, if only to egg on Jane with plotting another evening.
We cleaned each other off and Jane cleaned the toy while I got some fresh towels.
Jane needed to get home, so we got dressed. I went downstairs a few minutes ahead of Jane and made sure she hadn’t forgotten anything in the living room.
Once she was fully packed, I held Jane’s coat and she slipped into it, picking her bag up from the floor. She gave me a quick peck on the cheek and just as she was about to step out of the door whispered in my ear “Emma says ‘You’re on’, let me know some dates.”
With that she quickly headed out of the door towards her car, not waiting for a response. I stood there wondering what on earth the two of them could do together? |
