Annie's Room

Good girl..........

Consider it done, looking delicious, is that a new dress?? 💃



Better keep them crooked then, don't want any man to get the wrong impression... strictly a ladies lady 😉💃👠🍷

I always regretted not playing with a lesbian............
 
Written by a friend as a gift to me based on my comment here: http://forum.literotica.com/showthread.php?p=93699605#post93699605
He's a great writer (and inspired my follow-up which I'll post next)


Sam's Story

I hadn’t been out in a long time. Too long. Nothing makes you feel less “hip” than not recognizing the bar scene anymore. But still, it felt good to be out again. It had been a long week and all I needed was a beer...or two. I got there early so I could just relax on my own for a bit. It was crowded but not crazy crowded. A few open stools at the bar. So I took one, ordered a beer, and swiveled around to do some people watching. That first sip is always the best. The cold path it bores down your chest. Nothing like it.

I looked around and saw a nicely mixed crowd. Young college age people, middle aged, and a few older people. This bar had a nice vibe. You could come in wearing a suit and tie after a work day or show up in a t shirt and shorts and nobody would look at you any differently. And everyone looked so attractive. Maybe not handsome or pretty, but attractive. Happy, smiling, glad to be there...attractive. And then she walked in.

She was younger than me but not to the point that I’d feel odd saying hello. She had gorgeous blond hair to her shoulders and was wearing what looked to be a work outfit. Casual but clearly an office type. A begrudging office type maybe. Capable of being serious and being taken serious but also capable of letting go and enjoying herself. How did I get all that within the first 30 seconds? Her smile. Her eyes. Each were bright and happy. She looked to be the kind of person that is much more likely to want to smile and find the good in something than the opposite. I watched her walk across the floor to the other side of the bar and join her friends at the table. They were clearly glad to see her. I saw her scan the bar and couldn’t divert my gaze quickly enough that she caught me looking at her. Emboldened by me afternoon out, I smiled at her. She smiled back, passed my gaze, and then met it again. She smiled again. I took a long swig of my beer.

She chatted for a bit with her friends and I rotated my way back to the bar and chatted a bit with the bartender. I recognized him from around town but didn’t realize he worked here. I asked if that was him at the Sunday farmer’s market selling homemade sour dough loaves and he laughed. Yep, that was him. The other “side gig”.

We started to nerd out a bit about bread and food and foodies and restaurants and everything related to it when I felt a brush against my shoulder. I instinctively moved a bit away to let whomever it was get to the bar. “Hi! I’d like to start a tab.” I could literally hear her smile as she spoke. I turned my head and there she was. I smiled and edged my stool a bit more so she could get to the counter. She said hello to me and I said hello to her. She asked where my friends were and I told her I was early and expected them in a while, but was enjoying the quiet of being alone.

“Oh....well then maybe I’ll leave you alone.”

Fuck. Wrong answer. I quickly told her that being alone made it that much easier to meet new people. She smiled and told me that she’d like to be the first new person I met that day. She smelled amazing, and I was already wondering how to get her to sit on the empty stool next to me. I mentioned that she wasn’t alone, and had quite a group back there that she had met.

“Yeah” she said. “Mostly work people so I can’t just let down my hair.”

Ugh I said with a roll of the eyes. “I know that all too well. There’s my work person and my fun person, and they don’t always overlap.”

She smiled as the bartender asked if she wanted a drink. She ordered.

“Have a seat?” I asked. She sat down next to me. “I’m Sam.”

“Hi Sam. I’m Annie.”

She got her beer and we toasted to warm weather and happy hours and started chatting. I asked her what brought her out today and she said a mix of things: partly the craving to see people, partly the craving to get some fresh air, and one other thing that she couldn’t quite share with me. That’s all I needed to get my curiosity out and ready.

“Okay, I’ll bite. 20 questions? Would that do it?”

“Maybe 50 questions.”

“Hmmmm...” I began with the mundane and had only gotten to the silly when she held up a hand.

“Ummmm....that’s 20 questions, she said.

I called over the bartender and asked for two shots. “Maybe I can squeeze it out of you.” She looked a bit alarmed. I laughed and told her that I was a complete lightweight and if she joined me in one shot we would both be set for the afternoon. She smiled and agreed.

Two shots later, she tapped the bar. “Okay, I’ll tell you but I will probably regret it.” She leaned toward me and put her hand on my thigh. She whispered in my ear that she had dared herself to do something. I didn’t even need to know any more. Just the feeling of her hand on my thigh and her breath on my cheek and I could feel everything getting stiffer and tighter. I had this moment of boldness where rather than pulling back and covering it up I actually opened my thigh a bit so her hand would slip a bit down and I could feel my hardening cock slipping farther down my pant leg. If she inched her way up just a bit more she’d feel the tip right through my pants.

As if on cue her hand slid up my thigh just a bit more. She leaned over to whisper something in my ear and as she leaned her fingers grazed over the head of my cock. She stopped, pulled back, and then let out the most intoxicating laugh. I didn’t budge. She leaned in again and said “Well, judging from how things are going down there my dare might be a very welcome thing to you!”

She slid her hand up more so her palm and fingers rested on the full length of my hard cock. She took it in her hand gently and whispered “I dared myself to find someone that I didn’t know today and offer to give them a blowjob.” She must have felt me flex when she said it. She leaned back, looked in my eyes with the sweetest, most excited, most expecting smile I’d ever seen. The look on my face must have relayed exactly how I felt, because she let out a loud laugh and turned bright red. She was perfect.

“I think it is an amazing idea, for 100 reasons.”

She smiled and asked, “What are your top 5?”

“I’ll skip right to number 1... that you enjoy doing it so much, that you are so strong in your sexuality, that you would own this moment and make it happen.”

She looked at me and said “Yeah, and I love the taste of cum!” I laughed and the sudden rawness from this woman who exuded more charm than that.

“Okay,” I said. “Let’s talk about cum. Tell me what you like about it.”

“It’s the warmth, the thickness, the force with which it hits my mouth, but most of all it was the groan, the clench, and the unfiltered, raw carnal urge that it brought men to. The unflinching, bare, exposed moments right before, during, and after he cums, that I love. That makes me wet. That’s why I love to do it.”

My cock was throbbing at this point. She had begun to slowly move her hand along my thigh and in the process gently rub my cock. I resisted pushing back against her hand so I could let her control what I felt.

“Is that was part of it? Controlling how the man feels, what he feels, and when he feels it?”

“Yes.” I couldn’t help but notice her nipples hardened under her blouse.

“Are your nipples hard because the thought turns you on?”

“Yes. Is your cock hard because the thought turns you on?”

“That… and the hand that’s rubbing it… and the smile you have… and your fucking perfect breasts!” I felt my face blushing at being rude, rude like I wouldn’t give a second thought for with my mates but something made me embarrassed with her.

“I’ll be right back.” She left to go chat with her friends.

When she came back she had her purse and sweater with her and I had this awful feeling that I had scared her away. She asked the bartender to close the tab and sat back down.

“Are you going?” I asked.

“Yes, I am. Hope you’re going too.”

“Am I the lucky chosen one today?” I asked with a grin.

She just smiled and started toward the door. I stood up and started walking toward her. She turned back and laughed. Only then did I realize how obvious my hard-on was. Luckily it was dim enough that unless you were looking for it you probably wouldn’t find it. Lucky for me, only she was looking for it.

“So,” she said, “public or private?”

“We can find a spot in the park nearby or my car is close by too.”

“Let’s go to the car. As much as I like the outdoors I want to be able to concentrate on you and not worry about anyone finding us. Not this time at least.”

We held hands and walked to my car. It was such an easy vibe with her. We were both adults. We both knew what this was. It was exactly what we both wanted...needed...and could thoroughly invest in the moment, knowing it was but a moment.

I opened her door and walked around to the driver’s side and got in. She had undone a couple of buttons of her blouse and her perfect tits overflowed from the push up bra she was wearing. I decided that I was going to let her control the entire moment, so I asked her what was next.

She had me recline the driver’s seat, giving her plenty of room around the steering wheel. Then she undid my buckle, slid my pants and underpants down to my ankles, and took me in her mouth. As she bent over her breasts spilled out of her bra and I could see her perfect nipples. She kissed the top and ran her tongue over the head. A nice bead of precum had collected. I told her I wanted to taste my precum on her lips so she leaned up and we kissed for a minute.

Then back to my cock. She easily took me into her throat, slowly, with her hand tight around the base, pulling the skin taught as she ran her tongue along the shaft. I could feel the tongue as the head hit the soft palate near the back of her throat. I groaned and she sighed. She continued with this for a while, cupping the balls, quickening the pace. I resisted the craving to push my thighs to meet her mouth. She didn’t need my help. She pulled me out of her mouth to catch her breath, looked up at me, smiled, and stroked my cock, slick with the spit from her throat.

I leaned down a bit and she kissed me again. Her tongue was warm and soft and I could taste myself on her. I was in the habit of licking my own precum when I masturbated so I could taste myself on her as well. She asked if I was close and I said yes. I told her I’d let her know when I was going to cum so she could pull away and let it land on me. She looked at me a little funny and went back down to my cock.

As she sucked I fought the urge to slide my hand between her legs and tease her. This was her time, plenty of time to return this favor if ever requested. Still, I had to fight the urge to play with her perfect body. Her head began to bob at a faster pace, and her hand was in sync with her head.

“Fuck” I whispered. “I’m fucking close. Fuck I’m close. Fuck it’s going to be a lot too. I can tell.” Her pace quickened. My groans got louder. “Fuck I”m almost there...Fuck it’s gonna be in your mouth soon if you don’t stop.” I didn’t want to surprise her.

“Good” she said, and sped her pace. Fuck, that’s it. I’m going to fill her throat.

Ugh it had been a lifetime since I had been told to cum in a mouth and I was gonna savor it.

“Oh baby this is perfect. You’re perfect. Fuck I love fucking your throat. Fuck squeeze my balls. Here it comes!”” And with that the convulsing started. The rhythmic clenching, the spastic contractions that move the cum out of the cock and into the throat. As I came I groaned loud and she pushed her face all the way onto me and didn’t move. The added pressure just made me cum harder and more. I have no idea how many spurts it was, but she was swallowing several times. I must have contracted eight or nine times before she stopped, lifted her head, wiped the corner of her mouth, and smiled at me.

I immediately kissed her, deep, long, to taste as much of me as I could. She moaned as we shared the remnants of my cum. I sat back. She sat in her seat. I was still trying to catch my breath as she maneuvered her breasts back into her blouse.

“That was amazing....fucking hell this is the best day in a long time.”

“I’m glad you enjoyed it! I have to go now. My friends are waiting.”

“Wow. Okay! Well that was amazing, and if you ever, ever, ever, ever get that urge again, please let me know. Or if you ever need someone to lick you, no questions asked, no other expectations, just need a skilled tongue and mouth to make you cum, I owe you one.”

She smiled. She got out of the car. She walked away.
 
Last edited:
Annie’s Story

You started going back to that bar most nights of the week and Saturdays hoping to see me again. You and Lyle the bartender talked a lot and had gotten to the point of toying with opening either a bakery or restaurant. The bar was well-staffed so he always seemed to have time.

Finally, you asked about me.

"Annie? Yeah, she comes in here every few weeks, mostly with her girl crew. One White Russian and then nurses a white wine. Quite a girl," concluded the bartender while restocking the bar snacks.

"Oh yeah?"

"Yeah, she's the sweetest. Helped me get this job in the first place, actually."

"And she's smoking hot," you blurted.

He smiled but cocked his head. "Well, she's kind of like a sister to me so I try to ignore that. But yeah."

"Sister, huh? Gee, uh," you said suddenly blushing. Lyle had no reaction so you guessed he didn't know about the present I'd given you. "Well, maybe we should ask her if we go bakery or restaurant?"

"Break the tie, sure! Whip smart and just the most thoughtful person. She'd do anything for you."

Memories of that day came flooding back and you couldn't help but get hard again. It made you shift in your seat and you were glad Lyle had stepped away to serve some others down the bar. Seemed like a good time to take a break. You crossed your napkins on the bar to save the seat and headed to the men's room.

Calm and collected when you came back, you stopped short. I was sitting at the bar chatting with Lyle.

A couple waitresses came to the bump with orders so Lyle stepped down the bar from me. You came up from behind and brushed me arm. I had the same reaction, lean out of the way, but then laughed and my face brightened up seeing you.

"I think I'll start a tab," you started, taking my role.

"Oh really? I think that stool is open."

Actually several stools were open around me.

"Well, you're in my seat but I always defer to a beautiful woman," you said, sliding onto the free stool. I nodded, amused.

Lyle returned with a White Russian and a refill on your beer. I lifted the cloudy drink and clinked it with your stein.

"To meeting this way," I say, making you smile.

We fell into a bit of awkward banter. You could tell there was a desire to know more, to change our arrangement perhaps and you were sorely tempted.

But then you said, "You know, I came out to see people, to get some fresh air, and one crazy thing I can't tell you."

I raised an eyebrow meaning 'are we doing this?' You gave me a warm, confident smile.

"I wonder if I could guess in 20 or 50 guesses..." I offered.

"Well, I could tell you but I'll probably regret it," you quipped. I thought to myself that I really made an impression on you to remember all this and I felt a bit of pride at that. Then again, how many women strangers offer you a blow job? Probably memorable.

Then you leaned in...

I joined you in leaning in to meet you for what was clearly to be a whisper. Your hand touched my thigh and I thanked the Creator that I wore a dress tonight.

"I dared myself to reward a gift I'd been given," you said, your lips brushing my earlobe and sending shivers down my body.

"To just anyone, paying it forward?" I asked softly, making an excuse to breathe in your scent, your person musk and hint of cologne.

"You just happened to be the one, lucky you!" you lied softly, not wanting to draw back. Your hand caressed my thigh, feeling my stockings and discovering the lace of their tops. Thigh highs.

You were bold and I felt your fingers slide under my dress, up my inner thigh, and barely graze my satin panties. Enough to feel they are wet and to make me softly moan in your ear...

"Where..." I whispered hoarsely, not wanting to toy any further.

"My apartment is three blocks away."

I snorted a mood-damaging laugh. "And we used your car last time?"

"I was eager?" you offered, blushing. With that we both leaned back, laughing until we cried and taking another drink.

Lyle circled back around.

"I think I'll take Annie here to see the building we're talking about. We won't be long,” you explained.

"Don't let him sway you. Bakery is the way to go!" laughed Lyle before turning back to his duties at the bar.

I thrilled a little as our hands slip into holding each other as we walk and part of my mind notes that in my heels we're the perfect height for holding hands...
You live on the top floor of a small apartment building, five floors like several others in the neighborhood. We let our hands tease each other in the elevator and I kissed your neck as you fumbled for the key to your apartment.

Once inside I had to pause. Wow. I mean Wow! Great views over the local wooded park, clean stylish furniture, and none of the mess I associate with a single guy.

Suddenly my heart sank and my eye scanned around for signs of a girlfriend or, ugh, a wife. I'd never checked your ring finger. Never thought this would be more than my impulsive gift.

I wasn’t sure if you had ESP or not, but you stopped pouring wine to comment. "I pay a cleaner who was here yesterday and my sister decorated the place. Said she wasn't leaving something this important in a place this nice to a 'moron bachelor'." I smiled, embarrassed but relieved.

I walked over to the huge windows and looked out, admiring the view. I could even look across to two different buildings and the big window apartments on them, also topping out at the fifth floor.

I give the wine an obligatory sip but then put it on the table. I was far too interested in your plan here...

You left your wine on the table as well and step to me. I felt a rush as you got close, your lips brushing mine as your hands slid up my hips. My breasts were brushing your chest and I felt your hands start to grip my dress. You were bunching it up, raising it. I felt the increased exposure and flushed a little. I would be deeply flushed across my chest before this is over. It is just my body's way of saying "oh hell yes!"

Having gotten a good grip on my dress and bunched it up under my boobs, you guided me to sit down on your leather coat, my bottom on the edge. A couple large throw pillows behind me and I couldn't have been in a better position without being in a sex swing.

My mind eeked wondering if you own a sex swing but I told my mind to shut up for awhile. I spread my arms, my hands relaxing on the rich, soft leather of the couch. This was your show...

I was very exposed, my gold satin string bikini panties and my black satin garter belt were in full view as well as some of my stomach. I was tempted to intervene and free up my breasts as well but I simmered down. ‘Always accept a gift with pure appreciation.’

Your hands caressed my hips, my thighs... I noticed you toy with the garters and the waist of my panties. My mind held its tongue but quickly took a note of what you liked. Your hands slid down over my stockings and I loved your firmness against my skin, enjoying me and me enjoying your touch. You flicked off my heels and caressed my feet. I sighed in appreciation and saw your wheels turning. You were keeping a list as well.

Leaning forward, your body spread my legs more, a move that always got me more excited. A man exerting himself into that position and me submitting to it... when its right, its sooooo right.

Your hands moved up, fingers caressing my inner thighs and finding my panties. You leaned in and breathed deep. I remembered how you were very comfortable getting tastes of your own cum and you clearly were enjoying my scent of arousal. I remember thinking that I was beginning to like you, lol...
When you dropped your head and breathed on my panties I had to grip the couch cushions with my hands and squirm. Hurry up, I thought, biting my lip. As if on command, your fingers found my panty waist band and I eagerly lifted my bottom to let you pull them down, leaving them stretched between my knees, pushed out of the way by your chest.

I wondered if you liked that I'm shaved but I can't tell because my eyes were closed. If I’d kept watching you this would have been over far faster than I wanted. I felt your breath on my lips and sighed, getting louder when your lips begin to kiss my engorged labia, my hood, and the skin around my sex.

Kissing led to licking led to probing. Oh my, you were good. Who taught you this well... whoever she is, she was getting angel wings. Fuck, baby, that's right.

I was squirming continually, wanting more of you, more of your face all over my pussy. Well more of you than that but I didn’t think that was in store that night. That night you were clearly a giver.

I felt your finger slip easily inside of me and curl, making me gasp. I couldn't help but bring my hand to your head, caressing you wonderful, wonderful man...

When you started sucking my throbbing clit, I couldn't take it anymore.

"Oh god yes!!!!!!" I called out, my hands gripping your hair as my orgasm crashed into me, faster than I had expected. My muscles contracted and spasmed, I bucked under your mouth and you kept your tongue working, swiping and flicking all the right places. I wrapped my legs around you, hooking my ankles together as I gave in totally to this pleasure. I felt your tongue lapping me too, enjoying my juices or trying to save your couch!

You waited patiently for me to float down from that, finally releasing you from my legs. It had been... well, fuck... way too long since I'd felt that good. Really? It had been that long? I'd clearly been wasting time!

"I have... I have to go... go now. Um, Lyle is waiting," I made up awkwardly, feeling like this had to go the same way, at least that time...

You helped me get dressed and let me use the bathroom to pull myself together. We didn't look too guilty when we got back to the bar.

"Restaurant," I said to Lyle who rolled his eyes.

"No fair, you did something to buy her vote!" he protested with a laugh.

"No, but I plan to," you responded and I gave you a wink.
 
Consider it done, looking delicious, is that a new dress?? 💃

Nope, just some old thing I pulled out of the closet. Where are we off to first?

I give each of your hands a squeeze and lead you to my car. You enjoy the feel of your outfits on the rich leather seats of my Audi as we drive through the twilight of the city. Pulling up in front of the Asian fusion restaurant, you realize that there are tons of people here who will be seeing you in all your sexy glory. We all do a last check of our makeup. I let the valet open our doors for us, hand him the keys and whisper something in his ear that has him grinning.

There is a bit of crowd waiting to get in. Everyone is dressed to the nines proving what a hot spot this is. In our beautiful dresses, all eyes are on us, men and women. We sweep into the restaurant where I know the owner and planned ahead. We're taken to a table with a good view of the bar and the restaurant seating areas.

"It's all about good food, a little sake, being seen, and checking people out," I declare before raising a toast with the little liquor cup.

(Is there anyone in the crowd who has you thinking dirty thoughts, girls?)
 
Well Annie........

I give each of your hands a squeeze and lead you to my car. You enjoy the feel of your outfits on the rich leather seats of my Audi as we drive through the twilight of the city. Pulling up in front of the Asian fusion restaurant, you realize that there are tons of people here who will be seeing you in all your sexy glory. We all do a last check of our makeup. I let the valet open our doors for us, hand him the keys and whisper something in his ear that has him grinning.

There is a bit of crowd waiting to get in. Everyone is dressed to the nines proving what a hot spot this is. In our beautiful dresses, all eyes are on us, men and women. We sweep into the restaurant where I know the owner and planned ahead. We're taken to a table with a good view of the bar and the restaurant seating areas.

"It's all about good food, a little sake, being seen, and checking people out," I declare before raising a toast with the little liquor cup.

(Is there anyone in the crowd who has you thinking dirty thoughts, girls?)


I know what they are thinking, if I were passable, I would be with you.......
 
Oh, I can see 4 or 5 I could have some dirty thought's about. How about you?

"At least that many. Mmmm, I just have to choose... do I want pussy or cock tonight... or maybe I don't have to choose..."

Our meal comes and as we eat I ask, "What are you looking for Lucy? Cyndi? A nice thick cock or a sweet pussy?"
 
Um...

"At least that many. Mmmm, I just have to choose... do I want pussy or cock tonight... or maybe I don't have to choose..."

Our meal comes and as we eat I ask, "What are you looking for Lucy? Cyndi? A nice thick cock or a sweet pussy?"

I didn't know I would have to decide so early, but I think I am leaning more towards a nice juick think hunk of meat.
 
We've got all night, sweetie. Just setting some goals.

Now I know Lucy wants other girls so there will be plenty of options tonight. I love this sushi. How is yours?

Loving the place, Annie, wish I had found it earlier, the food is so fresh, but so are some of their customers! Only pussy for me, hun, you know that... but such a choice. So far... my fave is that cute olive-skinned woman in the corner, so petite but something about the pert ass in that blue silk dress that just makes me want to know whats under it. Night is young though... have you someone in mind??
 
As long as I can remember I've wished I was a girl just so I could wear their clothes. I'm a fetishist, so I know that a lot of the things I like are kind of fringe anyway, but I've seen so much of what I like on beaches and on surfer girls.

My first productive orgasm was in a rubber wetsuit. Just having a tight strap up my ass... Oh yum.

attachment.php


https://forum.literotica.com/attachment.php?attachmentid=2117500&stc=1&d=1619363327
 
Last edited:
Mmmmmmmmmmmm

As long as I can remember I've wished I was a girl just so I could wear their clothes. I'm a fetishist, so I know that a lot of the things I like are kind of fringe anyway, but I've seen so much of what I like on beaches and on surfer girls.

My first productive orgasm was in a rubber wetsuit. Just having a tight strap up my ass... Oh yum.

attachment.php


https://forum.literotica.com/attachment.php?attachmentid=2117500&stc=1&d=1619363327

Such cute sissy ass!
 
Loving the place, Annie, wish I had found it earlier, the food is so fresh, but so are some of their customers! Only pussy for me, hun, you know that... but such a choice. So far... my fave is that cute olive-skinned woman in the corner, so petite but something about the pert ass in that blue silk dress that just makes me want to know whats under it. Night is young though... have you someone in mind??

"That is Suki. I've volunteered at her foundation a few times. This isn't really the place to flirt but I could ask her to come out with us. I'm sure she'd be interested," I say encouragingly. You agree and once we've finished our meal, I go over to say hi to her. A minute later she's coming back to the table.

"Suki, this is Cyndi and Lucy. We're having a girls night out and wanted to know if you wanted to join us? We're going to Cecilia's Boudoir first and then to the Nighthawk for some dancing and having fun." I put a little extra emphasis on girls night and on fun.

"Sure, I haven't been out in ages. I'll just grab my bag."
 
As long as I can remember I've wished I was a girl just so I could wear their clothes. I'm a fetishist, so I know that a lot of the things I like are kind of fringe anyway, but I've seen so much of what I like on beaches and on surfer girls.

My first productive orgasm was in a rubber wetsuit. Just having a tight strap up my ass... Oh yum.

attachment.php


https://forum.literotica.com/attachment.php?attachmentid=2117500&stc=1&d=1619363327

You look totally girl sexy in that gear, Alex. Ever gone to the beach wearing a clearly women's wetsuit or swimsuit?
 
You look totally girl sexy in that gear, Alex. Ever gone to the beach wearing a clearly women's wetsuit or swimsuit?

Yep. :) thanks for saying so Annie. Sometimes I even get mistaken for a girl from behind when I'm wearing work clothes -- nevermind in this stuff.


I have been swimming in that wetsuit outdoors on a few occasions- seen close by some though usually with board shorts, and I've worn it out to a fetish club as part of an outfit. I haven't had the guts to surf in it - yet. Some people really like the rubber - I do. :rose:

It's made by 'Oceanline' the model is called the 'blue hole'. it glistens when it's wet.

One of the first times I felt someone leering at me I was at the beach in a rubber wetsuit -- I was probably 11-12. I've mostly worn men's wetsuits to the beach with bikini bottoms or a girl's water polo one piece underneath.
 
Last edited:
"That is Suki. I've volunteered at her foundation a few times. This isn't really the place to flirt but I could ask her to come out with us. I'm sure she'd be interested," I say encouragingly. You agree and once we've finished our meal, I go over to say hi to her. A minute later she's coming back to the table.

"Suki, this is Cyndi and Lucy. We're having a girls night out and wanted to know if you wanted to join us? We're going to Cecilia's Boudoir first and then to the Nighthawk for some dancing and having fun." I put a little extra emphasis on girls night and on fun.

"Sure, I haven't been out in ages. I'll just grab my bag."

I watch Suki's pert ass as she goes off, and am already feeling like it's going to be fun. "Annie, sweetie, that might be my flirting sorted - and her ass in that skirt threatens to create a giveaway bulge - but what about you and gorgeous Cymric here?"

You smile knowingly and I give both of you a friendly hug, and a little stroke on Cyndi's skirt, yes... you did choose stockings too !
 
Love sissies in skirts....

I watch Suki's pert ass as she goes off, and am already feeling like it's going to be fun. "Annie, sweetie, that might be my flirting sorted - and her ass in that skirt threatens to create a giveaway bulge - but what about you and gorgeous Cymric here?"

You smile knowingly and I give both of you a friendly hug, and a little stroke on Cyndi's skirt, yes... you did choose stockings too !

My Chicago date had one of those tutu skirts, her cute clit bouncing around. She rode my gay cock in cowgirl in it...........

https://i.imgur.com/3tJzmS3.jpg


Kinda short like this girl in a teddy.
 
I’m so wanting to go shopping in San Francisco fetish shops again. Haven’t gone since March 2020. One of the times I felt really ‘caught’....

Years ago when I wasn’t out about cross dressing, let alone dressing in fetish, so it was kind of intense when I got stuck in store dressing room at Ms S in a front-zip leather thong bodysuit. It was one size too small and I was trying it on over a Speedo swimsuit. It looked great but I could not get out of it, couldn’t get my shoulders out without damaging it and it didn’t have snaps in the crotch. It was tight over my shoulders and up my ass while my balls were up inside of me and my cock was all snugged up tight in front—I thought I was going to die when I had to ask for help.

The only people working at the store were two Alt girls, lots of piercings and leather. At first I was red with embarrassment and felt really bad for making them see me dressed like that, but they laughed.

“Caught ya! Gotta watch out for that leather front-zip! It happens with those all the time.”

So they helped me pull my shoulders out of the leather suit in the store in front of a couple of other female customers and one guy who silently watched my every move.


I found the size larger and paid up front. :rose:


Ever since then I haven’t been afraid to try on all kinds of stuff, even at regular stores sometimes. I’ve been complemented and given suggestions by clerks when I’ve tried on skirts and dresses and whatnot.

Ms S is gone, so sad. I loved shopping there. :)

https://forum.literotica.com/attachment.php?attachmentid=2117655&stc=1&d=1619619773
 
Last edited:
Yup

attachment.php


I’m so wanting to go shopping in San Francisco fetish shops again. Haven’t gone since March 2020. One of the times I felt really ‘caught’....

Years ago when I wasn’t out about cross dressing, let alone dressing in fetish, so it was kind of intense when I got stuck in store dressing room at Ms S in a front-zip leather thong bodysuit. It was one size too small and I was trying it on over a Speedo swimsuit. It looked great but I could not get out of it, couldn’t get my shoulders out without damaging it and it didn’t have snaps in the crotch. It was tight over my shoulders and up my ass while my balls were up inside of me and cock was all snugged up tight in front—I thought I was going to die when I had to ask for help.

The only people working at the store were two Alt girls, lots of piercings and leather. At first I was red with embarrassment and felt really bad for making them see me dressed like that, but they laughed.

“Caught ya! Gotta watch out for that leather front-zip! It happens with those all the time.”

So they helped me pull my shoulders out of the leather suit in the store in front of a couple of other female customers and one guy who silently watched my every move.

I bought one size larger. :rose:

I found the size larger and paid up front.

Ever since then I haven’t been afraid to try on all kinds of stuff, even at regular stores sometimes. I’ve been complemented and given suggestions by clerks when I’ve tried on skirts and dresses and whatnot.

Ms S is gone, so sad. I loved shopping there. :)


I shopped in Manhattan for a garter belt in a kinky shop. Could NOT find one that fit well. My Lit friend, a hottie from the Bronx, went along with me. She laughed at me for being a sissy and wanting cock! What a fun dame;we still chat!




https://i.imgur.com/V0Tlw2T.png
 
Good morning 🌞 Care to go for a swim?

https://forum.literotica.com/attachment.php?attachmentid=2117653&stc=1&d=1619619089
 
Last edited:
Back
Top