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Going on a hunt.
#1
2:pm.  Drop off the major controller at the station for train trip down south.
Stopping at a Dearborn resale shop to brows.
Picked up a school girls plaid greenish skirt with shoulder straps.
Holding it close, goes around my waist, yes this will do nicely.
Checking out the white blouses, again hold it up, yes, a nice top.
Fork over Eight bucks.  Head out for home.
Stop at Janets’s, buy striped cotton legs with matching panties.
Get another anal plug, just a bit more than what I now have.
Home put the skirt and blouse in the washer.
Strip and check for hair grown long enough to pull out before shower
Face shave with new razor.  Get things out of the drier, just thinking about later makes a semi stiffy.
Iron the white blouse, hold it and look in mirror, yes nipples will show through.
Steam the skirt, put it on and pin the straps so the hem is half way from my knees to my balls.
Sew the straps.    Take a nap, way too early.  Wake at 9:30.  
Light blue eye liner looks nice, red pouty lipstick paint job.  Auburn shoulder length wig.
Put the clothes on, pick a strapped hand bag. 
Shoulder straps and bag strap help compress the white blouse.
Pointy pink nipples really stand out.
Blue runners complete the schoolgirl look, in the car and off to the Apple.

Strutting my stuff, swing the gate open, no one outside.
Inside almost as barren, just bartender and his sweetie.
10:15 on a Tuesday evening is not a hot time at the Apple.
Neither notice how cool I am, sigh.  One drink and back on the road.
Drive past Gigi’s, nothing in the parking lot.  Pull into the lot at the Hayloft.
Damn, only a couple cars.  Inside bartender and a big black guy are nursing drinks while watching TV.
One guy playing on the pool table.  Hairless body and has no pants on wearing only light blue nylon panties.
Order a drink, move close to the pool table.  Get a little twinge in my groin when he says Hi sweetie, wanna play.
Yes I do.  He racks, I chalk a cue.   He breaks, nice bubble ass.  When I lean over to take my shot, the stretching position pulls the hand bag strap between my tits and a couple blouse buttons opens.
Nice tits he says.  I reply thanks, glad you noticed.  
I stretch out on the table lining up my shot so my skirt pulls up and exposes my panties.
He comes over behind me, placing his hand on my lower back.  I miscue and miss my shot.
He leans over to take his shot, I put my warm hand on his ass cheek. He wiggles his hips.
My dick is pretty stiff, so I push the front of my panties down to free it.  Makes my skirt stick out a bit.
He makes his shot, and moves around to his back is away from bartender view for next shot.
I move beside him again, we exchange names.  He notices my skirt sticking out and moves his hand to brush it while his arm pulls me close.  His lips close on mine, we rub tongues. 
He takes his shot with my hand in the back of his panties.  His ass is already loose and lubed.
I pull his panties aside, lift my skirt and stick my stiffy head in his ass crack, probing for the entry point.
Bartender yells, You bastards are going to get cum on my pool table, knock it off. 
Big black guy comes over, tells me you can go. 
I look at new friend, he shrugs his shoulders, and says bye.  Come back sometime when it’s warmer on the patio.
Stop back by the Apple, no change.  Order a screwdriver, it’s now 1:30 am.  Flirt with bartender to no avail.
Go home, vow tomorrow will be a different ending. 

Back home.  Wednesday was a big snow day, not wanting to do city traffic I stayed home.
A chance to try out my new toy, sitting on it watching porn, door bell rings. 
Pull on sweats to find the neighbor lady with a pan of beef stew on the porch.    
Turned off my ass toy, ever sit on a wooden chair with a vibrator up your ass. Noisy.
Her husband was going to work a second shift so we ate together.
She was being nosy, who was that girl who used my car yesterday.  I chuckled.
I long ago learned the rules about no sex with neighbors or people you work with.
We ate watched TV and she went home.   Another plan for an orgasm wrecked.
Next day, a Thursday move the car next to the house away from neighbor’s view.
Dress same as before but leave the blouse opening handbag home.
Get to the Apple about 8:30 more activity now.  Cute little chocolate gurl and I start joking around.
She is with a couple friends from down the hall in her building, I join their table.
Her friend’s hands go up my skirt, and she says no, she is mine. 
I don’t really care who gets it, but the last few days has me loaded and wanting release.
Entertaining crowd tonight, but we are all a little tipsy from well filled glasses.  
Crowd is thinning and we decide to go to their place.  Nice building, others met in the hallway are gay too.
We drink a little more and my chocolate friend gets comfortable with a lovely pink chemise.
Real nice tit job, she wants to see mine, so the skirt and blouse are gone.  Her friends get naked, lets party.
We do, and another bottle hits the trash.  Everyone gets a ride on the new gurl while she has a taste of everyone.
She gets in chocolate’s tail and finally gets a release after so many buildups.
Friday morning I’m wakened to a cute naked chocolate next to me.  Her friends went home.
We play around and have fun, spend the day getting to know each other in every way.
I go home later well satisfied and happy.    Have some nice new friends.
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#2
(01-21-2023, 02:21 PM)Bobby Wrote: 2:pm.  Drop off the major controller at the station for train trip down south.
Stopping at a Dearborn resale shop to brows.
Picked up a school girls plaid greenish skirt with shoulder straps.
Holding it close, goes around my waist, yes this will do nicely.
Checking out the white blouses, again hold it up, yes, a nice top.
Fork over Eight bucks.  Head out for home.
Stop at Janets’s, buy striped cotton legs with matching panties.
Get another anal plug, just a bit more than what I now have.
Home put the skirt and blouse in the washer.
Strip and check for hair grown long enough to pull out before shower
Face shave with new razor.  Get things out of the drier, just thinking about later makes a semi stiffy.
Iron the white blouse, hold it and look in mirror, yes nipples will show through.
Steam the skirt, put it on and pin the straps so the hem is half way from my knees to my balls.
Sew the straps.    Take a nap, way too early.  Wake at 9:30.  
Light blue eye liner looks nice, red pouty lipstick paint job.  Auburn shoulder length wig.
Put the clothes on, pick a strapped hand bag. 
Shoulder straps and bag strap help compress the white blouse.
Pointy pink nipples really stand out.
Blue runners complete the schoolgirl look, in the car and off to the Apple.

Strutting my stuff, swing the gate open, no one outside.
Inside almost as barren, just bartender and his sweetie.
10:15 on a Tuesday evening is not a hot time at the Apple.
Neither notice how cool I am, sigh.  One drink and back on the road.
Drive past Gigi’s, nothing in the parking lot.  Pull into the lot at the Hayloft.
Damn, only a couple cars.  Inside bartender and a big black guy are nursing drinks while watching TV.
One guy playing on the pool table.  Hairless body and has no pants on wearing only light blue nylon panties.
Order a drink, move close to the pool table.  Get a little twinge in my groin when he says Hi sweetie, wanna play.
Yes I do.  He racks, I chalk a cue.   He breaks, nice bubble ass.  When I lean over to take my shot, the stretching position pulls the hand bag strap between my tits and a couple blouse buttons opens.
Nice tits he says.  I reply thanks, glad you noticed.  
I stretch out on the table lining up my shot so my skirt pulls up and exposes my panties.
He comes over behind me, placing his hand on my lower back.  I miscue and miss my shot.
He leans over to take his shot, I put my warm hand on his ass cheek. He wiggles his hips.
My dick is pretty stiff, so I push the front of my panties down to free it.  Makes my skirt stick out a bit.
He makes his shot, and moves around to his back is away from bartender view for next shot.
I move beside him again, we exchange names.  He notices my skirt sticking out and moves his hand to brush it while his arm pulls me close.  His lips close on mine, we rub tongues. 
He takes his shot with my hand in the back of his panties.  His ass is already loose and lubed.
I pull his panties aside, lift my skirt and stick my stiffy head in his ass crack, probing for the entry point.
Bartender yells, You bastards are going to get cum on my pool table, knock it off. 
Big black guy comes over, tells me you can go. 
I look at new friend, he shrugs his shoulders, and says bye.  Come back sometime when it’s warmer on the patio.
Stop back by the Apple, no change.  Order a screwdriver, it’s now 1:30 am.  Flirt with bartender to no avail.
Go home, vow tomorrow will be a different ending.  
 
To be continued:

 Well quite some suspense there Bobby! Too bad you didn't get it on with the guy at the pool table, thought that would have been the happy ending. However it sounds like a nice time, any time one can get out dressed and looking sexy is a nice time I think, more is a bonus!
Amy
Reply
#3
(01-23-2023, 06:15 PM)CanuckGirl Wrote:
(01-21-2023, 02:21 PM)Bobby Wrote: 2:pm.  Drop off the major controller at the station for train trip down south.
Stopping at a Dearborn resale shop to brows.
Picked up a school girls plaid greenish skirt with shoulder straps.
Holding it close, goes around my waist, yes this will do nicely.
Checking out the white blouses, again hold it up, yes, a nice top.
Fork over Eight bucks.  Head out for home.
Stop at Janets’s, buy striped cotton legs with matching panties.
Get another anal plug, just a bit more than what I now have.
Home put the skirt and blouse in the washer.
Strip and check for hair grown long enough to pull out before shower
Face shave with new razor.  Get things out of the drier, just thinking about later makes a semi stiffy.
Iron the white blouse, hold it and look in mirror, yes nipples will show through.
Steam the skirt, put it on and pin the straps so the hem is half way from my knees to my balls.
Sew the straps.    Take a nap, way too early.  Wake at 9:30.  
Light blue eye liner looks nice, red pouty lipstick paint job.  Auburn shoulder length wig.
Put the clothes on, pick a strapped hand bag. 
Shoulder straps and bag strap help compress the white blouse.
Pointy pink nipples really stand out.
Blue runners complete the schoolgirl look, in the car and off to the Apple.

Strutting my stuff, swing the gate open, no one outside.
Inside almost as barren, just bartender and his sweetie.
10:15 on a Tuesday evening is not a hot time at the Apple.
Neither notice how cool I am, sigh.  One drink and back on the road.
Drive past Gigi’s, nothing in the parking lot.  Pull into the lot at the Hayloft.
Damn, only a couple cars.  Inside bartender and a big black guy are nursing drinks while watching TV.
One guy playing on the pool table.  Hairless body and has no pants on wearing only light blue nylon panties.
Order a drink, move close to the pool table.  Get a little twinge in my groin when he says Hi sweetie, wanna play.
Yes I do.  He racks, I chalk a cue.   He breaks, nice bubble ass.  When I lean over to take my shot, the stretching position pulls the hand bag strap between my tits and a couple blouse buttons opens.
Nice tits he says.  I reply thanks, glad you noticed.  
I stretch out on the table lining up my shot so my skirt pulls up and exposes my panties.
He comes over behind me, placing his hand on my lower back.  I miscue and miss my shot.
He leans over to take his shot, I put my warm hand on his ass cheek. He wiggles his hips.
My dick is pretty stiff, so I push the front of my panties down to free it.  Makes my skirt stick out a bit.
He makes his shot, and moves around to his back is away from bartender view for next shot.
I move beside him again, we exchange names.  He notices my skirt sticking out and moves his hand to brush it while his arm pulls me close.  His lips close on mine, we rub tongues. 
He takes his shot with my hand in the back of his panties.  His ass is already loose and lubed.
I pull his panties aside, lift my skirt and stick my stiffy head in his ass crack, probing for the entry point.
Bartender yells, You bastards are going to get cum on my pool table, knock it off. 
Big black guy comes over, tells me you can go. 
I look at new friend, he shrugs his shoulders, and says bye.  Come back sometime when it’s warmer on the patio.
Stop back by the Apple, no change.  Order a screwdriver, it’s now 1:30 am.  Flirt with bartender to no avail.
Go home, vow tomorrow will be a different ending.  
 
To be continued:

 Well quite some suspense there Bobby! Too bad you didn't get it on with the guy at the pool table, thought that would have been the happy ending. However it sounds like a nice time, any time one can get out dressed and looking sexy is a nice time I think, more is a bonus!
Amy
Updated my week, really cool new friend.   Boss is back tomorrow so back to being boring guy stuff again.
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#4
Wow, I read your update and that's so hot! Glad you connected with some hot gurls (were some girls? GG's?) and got satisfaction.
Thank you for sharing.
Amy
Reply
#5
(01-29-2023, 02:47 PM)CanuckGirl Wrote: Wow, I read your update and that's so hot! Glad you connected with some hot gurls (were some girls? GG's?) and got satisfaction.
Thank you for sharing.
Amy

Among the three that i went home with, all of them took turns rubbing my prostrate for me.  I also played toy in the middle so all tasted nice, but only chocolate did cum up with something nourishing that night, and the next day.
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