'Weekend Toy' for an older woman (F/M)

Postby simonsays » Tue Feb 19, 2013 6:41 pm

This is a true story that happened to me a couple of years ago and involved a woman I was seeing called Sasha. I was 22 and she was 32, so quite a lot older than me. She was very attractive with blonde hair, a slim build and approx 5ft 8 in height.

I started seeing her about 6 months prior to this, and she had often given the impression that she liked to be in charge but in a bit of a playful way. I am quite a shy guy until I start to get to know someone properly, and did not give her any reason to believe that I enjoyed being tied up/dominated by older women! or certainly not knowingly.

The first time it came up was when I went on holiday to Spain with her spontaneously. I had only met her 5 or 6 times, but really wanted to go on holiday so decided to invite her to spend the time with me having booked a last minute trip.

The hotel resort was in the middle of nowhere and was one of these 'all inclusive' deals, so we spent all of our time in and around the hotel.

One day we were both quite bored and in our room in the middle of the afternoon. Out of no where she told me to sit on the edge of the bed. She walked in front of me and out of her pocket pulled a long piece of silk tie. She then told me to put my hands in front of me and tied my wrists together facing inwards. I was in complete shock as she tied them up in complete silence, and didnt even question what she was doing! She then said she was off for a shower and left me there. After 15/20 minutes she came back, untied my wrists and we went for a drink. I asked her on the way why she tied my wrists together and she just said 'for fun' and that was that.

All I could think of over the next few days was why she did it and after a few drinks in the bar I asked her again why she did it. She seemed kind of embarassed and just said it was to keep me from smoking when she was in the bathroom!!

Anyway, we returned from our trip and I got talking to her a few days later via Facebook and Text and in one of the conversations dropped in that I was going for a cigarette (to which she didnt approve) and she then said if she was there she would tie my wrists up again!

I decided to expand the conversation and asked if she enjoyed taking control of me, to which she replied yes very much. I couldnt believe my luck!

After more messages over the next few hours she said she would love to try tying me up properly sometime, which I replied by saying I would also really enjoy that.

After a few naughty texts back and forwards she then said she would like me to go over to her house for the weekend so she could 'try out her techniques' if I liked the idea of being controlled. She lived in a house with 4 other women who were between 18-35 and she rented out the downstairs room, with the rest of the women living upstairs. I asked what she had in mind and she just told me that I would find out when I arrived! her lips were firmly sealed despite a lot of persistance and curiosity got the better of me, so I accepted the invitation.

I remember the day at work on the friday I was due to leave feeling like it was never going to end.....with a feeling of both excitement and nervousness washing over me at various parts of the day.

Anyway, it got to 6pm and I left straight from work to get there. I had never visited her house and it was a bit of a nightmare to find, however upon parking I walked up the driveway to be met by Sasha at the door. She invited me in and as I walked in I heard music coming from the front room. Her other housemates were in there, drinking and playing some sort of Dance Game on their Wii. I met them, we had a couple of drinks all together, until Sasha appeared to get frustrated and asked if I wanted to go out with her for a drink into the main town. I said yes sure.

Her friends at this point started to ask loads of questions including whether I was staying at the house tonight - to which Sasha said 'No' before I could even answer. This really confused me?! why would she say no when I had a bag in my car to stay all weekend. Had I got the wrong end of the stick?

Anyway, we went into town and had a few drinks until about 11pm. We slowly could both feel the alcohol hitting us and I then asked why she had told her house mates that I wasnt staying.

She said 'because your going to be a good boy for me and stay out of mischeif'

I was starting to feel quite turned on by the thought of this, and for some reason liked it when she called me boy?!. Clearly she had some plans, so I didnt press her on what they were!

We decided to leave shortly after this and went via the supermarket where she bought some more drink and a bit of food to have back at the house. She did say she had bought some things earlier and there was no need to buy much else.

In the taxi back, she leaned over me, pushing her index finger to my lips and proceeded to tell me that when going in the house I wasnt to say 1 WORD otherwise I would wake up her house mates.

When we arrived back, she once again told me to be totally quiet and we went in to her room straight from the patio doors facing the garden, avoiding the front door.

As soon as we got in, she turned the lights on and I saw both her double bed as well as a bed made up on the floor at the side of hers.

'Whats the single bed for?'

'I told you to be quiet! shhhhh!' she hissed

'Sorry' (whispering)

'The bed on the floor is for you if I decide I need some space'

At this point she is sat on the corner of her bed, having put the bags down and is looking at me standing up.

There is a slightly awkward, completely silent feeling from me aprehensive as to what she is going to do next.

'Now, time for some fun with you. Walk close to me.'

I obeyed and walked over in front of her. As soon as I did this she started undoing the button on my jeans and told me to step out of my trousers. I was now left in my socks, boxers and shirt from the night out.

'Good boy. Now the shirt'

She then proceeded to unbutton my shirt and pulled it off so I was left in just my boxers.

'Thats better! now if you get cold I can always wrap you up....however I doubt there will be much chance of that.'

She then reached over the side of her bed and pulled up a large black leather hold all.

'Now for my 'box of tricks'

'Oh really?'

'Shhh I told you to be quiet!' and with that she lightly slapped me lightly on my arse but also in a forceful way.

She then pulled out several lengths of rope, some white cloth and a very large roll of duct tape.

'Now, hands behind your back.'

I obeyed and slowly felt the rope being wrapped around my wrists more and more firmly and securely.

'Your going to have to be a very good boy for me this weekend you know? Im not going to stand for it if you disobey me and there will also be consequences'

'When are you going to let me go?'

'Hush! not until at least sunday morning....and thats only if you behave!!'

For what seemed like ages she continued to bind my wrists, and I loved the feeling of the unknown/powerless I was experiencing already. The room was so quiet which I think added to the thrill.

'Right....all done there! your hands arnt going anywhere. Now sit down next to me on the bed'

With that she grabbed the roll of duct tape and the white cloths on the bed next to her and smirked at me.

'I think its time to gag you'

'Gag me? I didnt know you were doing that?' (although I did....I thought I would argue the point!)

'Errrrr yes....im not having you waking up my house mates tonight or disturbing them this weekend, so a gag it is!....infact first im going to give you a treat'

She walked out of the room into her kitchen and grabbed a glass and bottle of vodka.

'Now I dont think you have had enough to drink so im going to feed you some of this'

She then poured a very large glass of vodka and told me to open my mouth

She forced the entire glass load in my mouth and the taste/burning in my throat was awful!! however I didnt have much choice being tied up.

'Good boy - that wasnt so hard was it! anyway, where were we?' as she picked up the roll of tape and cloth again.

She then seductively used the white cloth to wipe my mouth from the spilt vodka and rolled it into a ball.

'Now its time for you to open wide'

I resisted playfully

'Look just open your mouth' and pushed it hard against my lips, eventually making me open

'Now im going to push this nicely in so you cant make a sound'

'Good boy....thats it....now lips together. Dont even think about spitting it out ok?''

I was then sat there with the white cloth sticking slightly out of my mouth whilst she then picked up the roll of tape and tried to find the end.

RIPPPPPPPPPPPPPPPPPPPPPPPPPPPPPP!

The noise and look on her face as she pulled the tape was one of satisfaction and she then took a pair of scissors and snipped a length.

whispering in my ear as she sat on my knee 'This should keep you nice and quiet'

She pulled the duct tape 1 cheek to the other and pressed her hand firmly over my mouth for a good 30 seconds.

She then repeated the process with another length.

I couldnt believe how strong the tape felt - I couldnt even force the tape off with my tongue and it later emerged that she had bought it from an internet supplier specialising in strong tape. You could certainly tell!

'Oh wow you look soo cute. All helpless, innocent and all mine to do what I want with! Try and talk'

I then tried to talk but the very slightest of mumbles came through.

'Oh yes, you are definitely staying gagged!! Dont worry though, I will feed and water you when necessary'

At this point I felt in total heaven. There I was in a sexy lady's bedroom, imprisoned for what would be 2 nights and with no idea of what she was going to do with me.


I was starting to get very hard and it was obvious through my boxers that I was completely turned on by what was happening.

'Oh what is this? you naughty little boy!' and with that she pushed my chin up with her index finger to face her face.

'I think someone needs to be punished' and with that she pushed me over her knee, pulled my boxers down around my ankle, took what appeared to be a ruler from her desk and spanked me for a good 5 minutes.

I tried to tell her to stop through my gag but the protesting was totally muffled.

'Well hopefully that will teach you a lesson young man. Now get on the double bed fully and lie down'

I rolled off her and got on the bed with her standing now watching me. She then started to undress down to her underwear and was wearing black laced underwear. She then started to climb up on top of me and fully pulled my underwear off.

'Now you need to keep completely still whilst I use you, understand?'

I nodded

'Good boy.'

She then proceeded to use me for 2-3 hours solid doing all sorts of naughty things to me and mainly pleasuring herself with all I had on offer.

The noises she was making from having me like this, whilst also trying to stay quiet due to her house mates was such a turn on.

She whispered in my ear at one point 'I would take your gag off and make you lick my breasts if I thought you would stay quiet, but I cant do that. I hope you understand'

It got to about 4am and I was starting to feel the ropes binding into my arms heavily and it was uncomfortable. I was extremely hot, couldnt speak and had no choice in the matter. It was fantastic! although a 30 minute break to stretch would have been welcomed

'OK well I need some sleep and so do you' she whispered

'Now I cant have you trying to get away tonight so im going to have to tie you up some more. Get on the other bed on the floor.'

I then rolled off the bed and my legs were not tied up at any point so I lowered myself onto the bed with my arms still tied.

She followed me and then told me to face down as she picked up another length of rope.

'Ok now put your legs up' and she then started to tie my feet together very tightly. She then pulled my feet up close to my hands and tied me in a tight hogtie. I had never been hogtied before and it did feel really uncomfortable.

'Now just to make sure your not getting out of this, ive got these' as she waved handcuffs in my face.

I felt the cold cuffs buckle around each of my wrists individually and I then knew that even if the ropes came loose, the handcuffs certainly wont.

'Oh yes that will make me sleep a lot easier knowing your going to still be here in the morning baby'

She then noticed that the tape on my mouth in one corner was starting to get a bit loose.

'I think I may have to sort out that gag of yours though'

Sasha came close to my face and gently pulled away the tape.

'Now im going to pull out the cloth and replace it with another. DONT YOU DARE SAY 1 WORD....UNDERSTAND?'

To this I nodded and felt her fingers come forward and pull out the cloth. Within a few seconds she was then stuffing another cloth in my mouth.

'We cant have this working loose in the night and waking up my friends as you know'

then she picked up another white cloth and said 'this is your bedtime gag! it looks more comfortable' smirking and starting to tie it between my lips, spreading the cloth out thick over my cheeks and tying it tightly behind.

'Oh wow I think I prefer that on you. You look so cute!'

She then stroked my hair and said it was time to sleep and she would wake me in the morning.

As you can imagine, I got virtually no sleep given that I was hogtied tightly on a matress on the floor, but I did feel like I was her captive and incredibly turned on.

About 7am I woke up from a daze to discover her sat over me on her bed looking down.

'Is my boy awake? you are an early riser!'

She got up and started to untie my legs from my wrists. The feeling of them coming loose and being movable was fantastic. She then started to untie my legs fully.

'I bet that feels a lot better' turning me over to one side

'Did you sleep well little boy?'

I nodded side to side to say no.

'Well I didnt think you would! but its not like youve got an active day today! Now this is the drill. I am going to untie your wrists and handcuff them in front of you once youve had a few minutes to stretch. I am then going to take you to the bathroom downstairs QUIETLY. You can then use the toilet and then im bring you back. Understand?'

I nod in agreement

'Good.'

She then untied my wrists, and did exactly the above. Sasha then opened the door quietly, looked around to make sure no one was up and dragged the handcuffs by the chain guiding me to the toilet. Once I was done, I opened the door and she was standing at the door smiling at my gagged face.

'All done? Lets go' she whispered

At that point a door slammed upstairs and someone was walking on the landing. She pulled my handcuffs harder and we walked very quickly to her room again.

'Come on....inside now' she said quietly and closed the door. She then locked it with her key.

'I dont want any of them walking in on you!'

A few seconds later one of the girls started shouting 'Sasha? are you in?'

'DONT SAY A WORD!' she mouthed at me

Sasha: 'Yes'

Girl: 'How was last night? you didnt bring him home then?'

Sasha: 'No ive got to work this morning'

Girl: 'Oh thats a shame...Can I come in and you can tell me more about him?!'

Sasha: 'No im just getting up - lets have a chat when were both around later?'

Girl: 'OK sure! cant wait! im off out shortly too but see you later'


Sasha then sat me on the bed next to her and slowly stroked my hair and neck until the girl left. She then started to undo my handcuffs, push my wrists behind my back and tie me up tightly again.

'Now as you just heard ive got to go to work until 3pm, so im going to have to leave my little toy here. Are you hungry?'

I nodded yes

'Ok well I will make you some cereal and will be back in a minute'

She arrived back with a bowl and then told me to once again be totally quiet as she undid my cleave gag.

Once undone she began to feed me the cereal.

'haha this is fun feeding you. Dont worry, I wont just feed you cornflakes. You can have a real meal tonight. I bet your 'gagging' for a cigarette too!!'

I remainded totally quiet throughout.

'Infact...right.....gag time' she said, picking up some cloth and the tape this time

'I think the tape is safer when im not around!'

She pushed the cloth back in my mouth with no resistance from me now, and then again placed individual strips over my mouth as she did the first time.

It felt super tight and once again I could not make any noise whatsoever.

'Hehe its like I can press the 'mute' button on you when your gagged'

She then told me to get back on the bed and she tied my feet up together, but not in a hogtie.

I have to get ready and go to work soon but before i go, I think I may have to have a play with you.

She started to touch me gently and after a while giving me a hand job. I was squirming around and could feel myself getting more and more aroused.

'mmmmm Good boy, just relax' she said

I could not believe how different she was compared with when I went away with her on holiday the week before. She was a lot more into being in control of me than I ever possibly imagined.

After 'pleasuring' me, she then kissed me on the forehead, got up, showered, and came back to the room to get changed.

She then pulled up a chair, untied my feet and then made me 'hop' over to it with guidance.

'I think I better put your boxers back on...you might get cold!!' she laughed. She then commanded me to light one leg up at a time and pulled my boxers back up.

'Now sit yourself down here'

Sasha picked up the long piece of rope she hogtied me with and started to secure me to the chair.

'Your going to stay here until I get back later. Now to remind you, no noise, no trying to escape, the door is locked and theres no way to get out. Just remember that'

She then picked up a scarf and tied it tightly over my eyes, blindfolding me. I was now in complete darkness.

With that, I heard Sasha get up, open the door, walk out and lock it behind her.

The next 7 hours felt like an eternity. I had no idea what time it was....only that I was left around 8am and knew she would be back around 3pm. I could hear movement upstairs and laughing from the other girls in the house and then them all talking in the kitchen literally right next door to the room! Had they any idea I was in here? were they going to try and get into the room? other thoughts crossed my mind too such as would the Landlord turn up and decide to inspect the house etc. silly things! but the idea of being discovered in this way would have been incredibly embarassing!

I think I fell asleep a few times briefly but had lost all perception of time.

I then heard prominent footsteps, and the door start to unlock.

Was it Sasha?!?! I hoped so.

The door opened, closed and I then heard nothing for a good few minutes.

There were then fast footsteps towards me which mate me panic slightly and the blindfold was removed.

'Booo! im back! have you had a nice day so far?' she smirked as I squinted adjusting to the light

'Still tied and gagged then...good boy! im impressed. Not such a bad prisoner after all. Sorry I was later than expected.......its 5pm......but hopefully the rest has done you some good....you will need it for later. Great news though....i bought you pizza and the girls are out I think, but im still going to have to keep you gagged im afraid'

I decided to play a bit more to the role and looked up at her with sad eyes and mmmphhhh into my gag.

'Now I told you to be quiet didnt i! do I need to spank you again?'

'mmphhhhh!!!' nodding no

'Oh I definitely think I do.'

With that she undid the ropes around the chair pulling me up and I decided to resist a bit.

'Ohhh your now in a lot of trouble.'

She then forced me over her knee once again and pulled my boxers down again.

'Now if you obey this doesnt need to go on as long'

with her bare hand she then slapped my arse hard

'You need to learn to respect me. I wont stand for anything else'

Once she was done, Sasha then pushed me off her knee and commanded me to sit back on the bed.

'Now I think we need to spend a bit of quality time together....but first I will take you to the bathroom again before the girls get back.'

With that she bought me to my feet and pushed me towards to toilet again and bought me back.

With that, she turned the TV on and started to undress from work down to her bra and panties. She looked fantastic for an older woman and clearly worked out regularly.

She then put me on the bed and came and sat next to me, putting her arm around me and with her other arm chose something to watch. She then selected the film Con Air and we sat together for 20-30 minutes watching that.

'Hungry yet?'

Nodding yes

'Ok, well promise to be a good boy and I will take your gag off for your meal'

Nodding yes

She started to pull off the tape again and pulled out the cloth stuffed in my mouth. She gave me 3 slices of pizza and then a large bottle of water, which she managed to spill most of over me, which made me shiver.

'if you wanted a shower you only had to ask!! ive been looking forward to getting back to do things to you all day....'

I didnt acknowledge her in any way as I did not want to be spanked or smacked again.

'So much so I bought a little something in a shop in my lunch break which I thought would really suit you'

I was intrigued as she bent down to pick up her hand bag and produced a small black bag from there. She put her hand in and pulled out a large red ball gag.

'I think your going to look so cute with it in your mouth....but theres only one way to find out'

Me: 'Really a ball gag? that wont be comfortable will it?!'

'Ah ah ah! no talking!!!! and its not supposed to be comfortable...its supposed to turn me on. Now open your mouth' as she clenched one hand over my cheeks

I then opened up as ordered and in went this large ball with 2 leather bands either side going over my cheeks. I then felt her loop one end through the buckle, pull tight and do it up.

She then pushed my face to face hers

'Oh wow how cute are you are wearing that. Now for the sound check!'

She then proceeded to tickle me....and I am EXTREMELY TICKLISH! I was squirming around making as much noise as possible.

'Oh yes, im very satisfied with that purchase......although the tape is the best method to keep the peace'

Suddenly her mobile phone went

'Thats work....stay quiet'

She then proceeded to talk to someone who I think was her boss for 15-20 minutes. Discussing targets and other boring work related figures. She kept looking at me and smirking as if to say 'if only my boss knew what I was up to!'.

Eventually the call ended and Sasha came and sat next to me again. We sat there together in a real surreal environment watching this random action film until the end, and at that point she put her hand on my chin and directed my face to hers again.

'Now then.....I think its nearly time for me to start using you again....although I will warn you tonight is going to be a lot heavier than last night in advance.....I dont have to work tomorrow' with a smirk in her smile

She was clearly really enjoying herself and getting a lot more into the role, however now nearly 24 hours in I was starting to feel tired and like I had had enough of the experience....or at least for a few hours. I guess though this made it more realistic and I was starting to feel kept against my will.

For the next few hours she performed a multitude of different pleasures (which I wont go into) but lets just say she satisfied both herself and me. One memory is being tied spread eagle on her bed and blindfolded for a considerable length of time which was a hell of a turn on.

Again, it got to the early hours of the morning, and she decided she had had enough of me however maybe as some form of 'reward' decided to completely until me and handcuff just one of my hands to the base of her bed frame, making me sleep on the lower bed. She also took the ball gag off and placed 1 single strip of tape over my mouth telling me 'not to remove it'. It wasnt packed out with cloth either. Maybe she sensed I needed to recover?

The next morning came and to my amazement I woke and it was 11:30 - I had slept for a good 8 hours. I presume I felt completely relaxed and maybe 'safe' from the experience? who knows but I felt a lot fresher.

She then completely released me, and despite having some obvious rope marks on my wrists and feeling the aches (for a few days afterwards too) I felt fantastic. Sasha at the time seemed embarassed when she let me go, but a few hours later told me she had a great time and would love to do it again if I would let her. She had even had some other thoughts about some role playing which she shared with me. I think there was almost a sense of a different side of her nature coming out and then returning to normal.

We met up 2 more times after this and then everything fizzled out sadly when she got in a serious relationship (which I really wasnt looking for) - but I have got these other stories to share too if anyone is interested.

Re: 'Weekend Toy' for an older woman (F/M)

Postby Jake_100 » Thu Feb 21, 2013 7:04 am

Welcome to the board! I loved the story and I would definitely like to hear about the other times. Shame it didn't work out with her in the end though.

Re: 'Weekend Toy' for an older woman (F/M)

Postby ropedin » Thu Feb 21, 2013 11:29 am

Wow, great story and great writing too! Would definitely like to hear about the other times too.

Re: 'Weekend Toy' for an older woman (F/M)

Postby derpstick118 » Thu Feb 21, 2013 11:44 am

Very good!

Re: 'Weekend Toy' for an older woman (F/M)

Postby hhh » Fri Feb 22, 2013 10:29 am

great story..i sent u a private message

Re: 'Weekend Toy' for an older woman (F/M)

Postby purpledumplings69 » Sat Feb 23, 2013 10:09 pm

Dude...who is that fucking lucky?