Mrs J's pussyboy
When I was about 18, I worked as a porter in a hotel – you know the thing, bring bags up to rooms, deliver room service, escort the bride & groom into the wedding room – it was interesting and varied work, I enjoyed it.
Well one evening I was called to bring luggage up to 305, one of the luxury suites for Mrs Jackson – when I arrived at the desk Mrs Jackson was waiting. She was a tall, elegant well-built, elderly lady (I later found out she was 58) dressed in a smart business suit. By well-built I mean she had big tits, when you’re 18 and horny you notice things like that.
I escorted Mrs. Jackson up to the suite making conversation on the way, once inside I explained how everything worked, TV, jacuzzi, shower, room service etc. When I was leaving Mrs. Jackson asked me my name – “Robert “I” replied “well I’ll call you Bobby” she said slipping me €20 – “I am going to be a long-term guest 4 nights a week for the next year at least and I expect excellent service Bobby”.
“Yes Ma’am” – a tip that size would buy excellent service going forward.
Almost every day I would run into Mrs. Jackson at one time or another and I delivered a lot of room service to her – she was always a generous tipper, always talkative and easy on the eye so looking after her was no hardship.
Then one day everything changed – Mrs. J was in the hotel lounge chatting away with some male admirer when she called me over – “Bobby be a darling for me and leave these packages in my suite” she said handing over a couple of bags “of course Mrs Jackson” I said taking them from her.
I went up to Mrs. J’s room letting myself in with my master key and dropped the bags on to the table of the sitting room – then knowing Mrs. J would be occupied for some time I decided to have a nosey around, and I went into her bedroom.
On the bed was a world of sensual, erotic lingerie – I couldn’t resist picking up beautiful full silk transparent panties and rubbing them over my face, smelling the delicate perfume, then I saw a large size bra – I knew Mrs. J has big breasts but not this big, nylon stockings with reinforced heels and toes, garter belts and girdles.
This all looked so hot that I went to have a look in her chest of drawers – and found more panties in blues and pinks, more stockings and hanging in her wardrobe, black and white see through negligees.
I decided that Mrs. J would not miss one pair and I slipped sexy pink panties in my pocket for later use –
looking at the bed I knew it was a bit messed up compared to when I first looked but there wasn’t anything I could do.
Back down to the lobby and checked that Mrs. J was still chatting away, and I slipped her panties in my locker to collect later.
When I got home that evening I went straight to my room, took out those panties – shower, shaved all my pubic hair off, for seem reason I never seemed to grow much pubic or body hair, and put them on – instant erection, sitting at my computer I read some shemale porn and stroked and edged until I shot a load of hot cum. I felt so good I just lay down on the bed with my panties on and drifted off to sleep.
I woke later and my panties were wet with cum sticking to my cock and balls. I took them off and filled the sink with warm water to leave them soak and got into the shower. Later that evening I went downtown to meet some mates for drinks.
When I got to work the next day Mrs. J had gone home for the weekend – she arrived on a Monday and went home on a Friday, and I knew she’d be back on Monday.
Monday arrived and I was called to the desk to bring her bags up to her room – maybe it was my imagination, but she seemed a bit cool that morning. Normally there would be a bit of banter about what I did over the weekend but not this Monday. When we reached her suite Mrs. J sat down on one of the chairs, crossing one leg over the other showing off her he legs and stockings – “Well Bobby, did you have a good weekend?” she asked. “Fine thanks Mrs. Jackson” I replied – “did you dress up and go out on the town?” and I knew by the way she asked this was about her panties – I’d have to bluff, after all I could lose my job if I was accused of stealing guest’s panties. “No, no, I had a quiet weekend” I stammer, “a few drinks with some mates.” “Hmmm I doubt it was as quiet as you make it out Bobby” was all she said.
I excused myself and raced out of the suite – I knew I was blushing, but I was also rock hard – what Mrs. J wasn’t aware of, at least I hoped she wasn’t. I was wearing her panties under my uniform. I had hand washed them in warm water making sure all traces of cum was gone with the intention of slipping them back into her suite that week but when I got up, I just couldn’t resist putting them on.
Later that day I was called to the Reception Desk and the Front Office Manager Mr. Hardon told me that Mrs. J wanted to see me in her suite “and she didn’t sound a bit pleased” he added.
Shit I thought to myself how am I going to get out of this?
I went up to the suite and knocked on the door, “Come in Bobby I’m in the sitting room” Mrs Jackson called out. She was waiting for me there standing by the mantlepiece, dressed in a severe black business suit – tight jacket covering her large breasts, a skirt ending above her knee, black stocking, hot black & silver high heel shoes. She looked fantastic except for the frown on her face.
“I’m very disappointed in you Bobby” she started “very disappointed indeed” I just stood there with my head bowed – “haven’t I always been nice to you, treated you with respect, trusted you?” she asked & I nodded and “how do you repay me, come into my room and go through my panties, bras and stockings” I started to say something and she stopped me. “Do you know why I call you Bobby and not Robert like you’re name badge says?” I shook my head “Because Robert is a manly name and to my mind, you’re more of a pussyboy. I think you of you as Bobbi with an I and not a Y, a more girly name.
I’m not a panty boy” I started to protest – “now don’t start crying Bobbi” she said, “just drop your trousers and prove me wrong”. I stared at her “What” I asked – “Bobbi you have 2 choices here you can drop your trousers with just me here as I ask, or I can invite your boss Mr. Hardon to come up, he can instruct you to drop your trousers and if I find what I suspect I’ll find I think he would be happy to be here” and then in a harsher voice she just said “Drop them now”
I felt my eyes watering as I undid the buttons on my trousers and letting them drop, I stood in front of her wearing her pink panties.
“Take off your top and those silly socks” Mrs J instructed – “Mrs. Jackson I need to get back to work” I bluffed. She just looked at me sternly “Such a silly boy I’ve told Mr. Hardon I need the use of you all day up here and he’s agreed” and just the way she said it with such contempt in her voice sent a tingle down my spine.
“Now Bobbi tell me what made you think you could steal my panties and I wouldn’t know?” “Please Mrs. J I didn’t mean any harm, it’s just they look so sexy and I had to try them on” I whined – “that’s because you’re a panty boy” said Mrs J – “Oh yes you look to have a decent size cock” she said nudging it with her high heel, “but I bet your clean shaven under my panties with a clean little asshole too” To hear this elegant lady talking about my cock and asshole was a real turn-on and I could feel my cock hardening.
“Don’t you dare get an erection without my permission” Mrs. J snapped. “Take off those panties” Then “Oh Bobbi” she laughed “I knew it no hair at all, all nice and clean, turn around and show me that asshole” and I turned around spread it for her and showed it completely hairless.
“Mmmm made for a buttplug. Bobbi you are now officially my panty boy, you will do everything I tell you or I will report you for flashing your cock at me while wearing my panties and you’ll lose your job, is that clear?”
“yes” I mumbled – “say it properly Bobbi” “Yes Mrs. Jackson I understand” I said in a clear voice.
“Excellent, now go and have a shower, use my body wash and then dry yourself put on the robe on the back of the door and come to the bedroom”.
I did exactly as I was instructed, showered, washed myself with a creamy lotion that smelled of strawberries, dried myself in a fluffy towel and put on a lose, see through negligee off the back of the door.
Mrs J had changed out of her business suit and lay on the bed in beautiful lingerie – I later learnt that it was known as vintage lingerie, stockings with a garter belt, large tight panties that fully covered her ass, a large bra covering each breast and a girdle making her look slimmer and trimmer. For a woman in her mid-50’s she looked hotter than any young girl I had gone out with.
(I wanted to add pictures to this story by XH won't allow it)
Well one evening I was called to bring luggage up to 305, one of the luxury suites for Mrs Jackson – when I arrived at the desk Mrs Jackson was waiting. She was a tall, elegant well-built, elderly lady (I later found out she was 58) dressed in a smart business suit. By well-built I mean she had big tits, when you’re 18 and horny you notice things like that.
I escorted Mrs. Jackson up to the suite making conversation on the way, once inside I explained how everything worked, TV, jacuzzi, shower, room service etc. When I was leaving Mrs. Jackson asked me my name – “Robert “I” replied “well I’ll call you Bobby” she said slipping me €20 – “I am going to be a long-term guest 4 nights a week for the next year at least and I expect excellent service Bobby”.
“Yes Ma’am” – a tip that size would buy excellent service going forward.
Almost every day I would run into Mrs. Jackson at one time or another and I delivered a lot of room service to her – she was always a generous tipper, always talkative and easy on the eye so looking after her was no hardship.
Then one day everything changed – Mrs. J was in the hotel lounge chatting away with some male admirer when she called me over – “Bobby be a darling for me and leave these packages in my suite” she said handing over a couple of bags “of course Mrs Jackson” I said taking them from her.
I went up to Mrs. J’s room letting myself in with my master key and dropped the bags on to the table of the sitting room – then knowing Mrs. J would be occupied for some time I decided to have a nosey around, and I went into her bedroom.
On the bed was a world of sensual, erotic lingerie – I couldn’t resist picking up beautiful full silk transparent panties and rubbing them over my face, smelling the delicate perfume, then I saw a large size bra – I knew Mrs. J has big breasts but not this big, nylon stockings with reinforced heels and toes, garter belts and girdles.
This all looked so hot that I went to have a look in her chest of drawers – and found more panties in blues and pinks, more stockings and hanging in her wardrobe, black and white see through negligees.
I decided that Mrs. J would not miss one pair and I slipped sexy pink panties in my pocket for later use –
looking at the bed I knew it was a bit messed up compared to when I first looked but there wasn’t anything I could do.
Back down to the lobby and checked that Mrs. J was still chatting away, and I slipped her panties in my locker to collect later.
When I got home that evening I went straight to my room, took out those panties – shower, shaved all my pubic hair off, for seem reason I never seemed to grow much pubic or body hair, and put them on – instant erection, sitting at my computer I read some shemale porn and stroked and edged until I shot a load of hot cum. I felt so good I just lay down on the bed with my panties on and drifted off to sleep.
I woke later and my panties were wet with cum sticking to my cock and balls. I took them off and filled the sink with warm water to leave them soak and got into the shower. Later that evening I went downtown to meet some mates for drinks.
When I got to work the next day Mrs. J had gone home for the weekend – she arrived on a Monday and went home on a Friday, and I knew she’d be back on Monday.
Monday arrived and I was called to the desk to bring her bags up to her room – maybe it was my imagination, but she seemed a bit cool that morning. Normally there would be a bit of banter about what I did over the weekend but not this Monday. When we reached her suite Mrs. J sat down on one of the chairs, crossing one leg over the other showing off her he legs and stockings – “Well Bobby, did you have a good weekend?” she asked. “Fine thanks Mrs. Jackson” I replied – “did you dress up and go out on the town?” and I knew by the way she asked this was about her panties – I’d have to bluff, after all I could lose my job if I was accused of stealing guest’s panties. “No, no, I had a quiet weekend” I stammer, “a few drinks with some mates.” “Hmmm I doubt it was as quiet as you make it out Bobby” was all she said.
I excused myself and raced out of the suite – I knew I was blushing, but I was also rock hard – what Mrs. J wasn’t aware of, at least I hoped she wasn’t. I was wearing her panties under my uniform. I had hand washed them in warm water making sure all traces of cum was gone with the intention of slipping them back into her suite that week but when I got up, I just couldn’t resist putting them on.
Later that day I was called to the Reception Desk and the Front Office Manager Mr. Hardon told me that Mrs. J wanted to see me in her suite “and she didn’t sound a bit pleased” he added.
Shit I thought to myself how am I going to get out of this?
I went up to the suite and knocked on the door, “Come in Bobby I’m in the sitting room” Mrs Jackson called out. She was waiting for me there standing by the mantlepiece, dressed in a severe black business suit – tight jacket covering her large breasts, a skirt ending above her knee, black stocking, hot black & silver high heel shoes. She looked fantastic except for the frown on her face.
“I’m very disappointed in you Bobby” she started “very disappointed indeed” I just stood there with my head bowed – “haven’t I always been nice to you, treated you with respect, trusted you?” she asked & I nodded and “how do you repay me, come into my room and go through my panties, bras and stockings” I started to say something and she stopped me. “Do you know why I call you Bobby and not Robert like you’re name badge says?” I shook my head “Because Robert is a manly name and to my mind, you’re more of a pussyboy. I think you of you as Bobbi with an I and not a Y, a more girly name.
I’m not a panty boy” I started to protest – “now don’t start crying Bobbi” she said, “just drop your trousers and prove me wrong”. I stared at her “What” I asked – “Bobbi you have 2 choices here you can drop your trousers with just me here as I ask, or I can invite your boss Mr. Hardon to come up, he can instruct you to drop your trousers and if I find what I suspect I’ll find I think he would be happy to be here” and then in a harsher voice she just said “Drop them now”
I felt my eyes watering as I undid the buttons on my trousers and letting them drop, I stood in front of her wearing her pink panties.
“Take off your top and those silly socks” Mrs J instructed – “Mrs. Jackson I need to get back to work” I bluffed. She just looked at me sternly “Such a silly boy I’ve told Mr. Hardon I need the use of you all day up here and he’s agreed” and just the way she said it with such contempt in her voice sent a tingle down my spine.
“Now Bobbi tell me what made you think you could steal my panties and I wouldn’t know?” “Please Mrs. J I didn’t mean any harm, it’s just they look so sexy and I had to try them on” I whined – “that’s because you’re a panty boy” said Mrs J – “Oh yes you look to have a decent size cock” she said nudging it with her high heel, “but I bet your clean shaven under my panties with a clean little asshole too” To hear this elegant lady talking about my cock and asshole was a real turn-on and I could feel my cock hardening.
“Don’t you dare get an erection without my permission” Mrs. J snapped. “Take off those panties” Then “Oh Bobbi” she laughed “I knew it no hair at all, all nice and clean, turn around and show me that asshole” and I turned around spread it for her and showed it completely hairless.
“Mmmm made for a buttplug. Bobbi you are now officially my panty boy, you will do everything I tell you or I will report you for flashing your cock at me while wearing my panties and you’ll lose your job, is that clear?”
“yes” I mumbled – “say it properly Bobbi” “Yes Mrs. Jackson I understand” I said in a clear voice.
“Excellent, now go and have a shower, use my body wash and then dry yourself put on the robe on the back of the door and come to the bedroom”.
I did exactly as I was instructed, showered, washed myself with a creamy lotion that smelled of strawberries, dried myself in a fluffy towel and put on a lose, see through negligee off the back of the door.
Mrs J had changed out of her business suit and lay on the bed in beautiful lingerie – I later learnt that it was known as vintage lingerie, stockings with a garter belt, large tight panties that fully covered her ass, a large bra covering each breast and a girdle making her look slimmer and trimmer. For a woman in her mid-50’s she looked hotter than any young girl I had gone out with.
(I wanted to add pictures to this story by XH won't allow it)
3 years ago
