I usually do it for free, but…

14/15 March, 2020

 I had spent that Saturday afternoon shopping. I had gone out in full “girl mode”, wearing a scandalously short dress and 5.5” high heeled wedge sandals. The dress was semi-sheer, so my red panties could be easily seen beneath it. I enjoyed moving about the store hoping that men were looking at me, checking me out, fantasizing about doing dirty, nasty, sexual things with me. Of course, nothing happened, but I had fun nonetheless, and I was horny and ready for more fun when I got home. I spent the rest of the evening/night playing dress-up in my room, trying on numerous different outfits, chatting with admirers on social media, and snapping some photos. It was well after midnight when I started thinking about stripping off the makeup and heading to bed, but I was so horny that I decided to do what I often do at the end of a night in drag when I simply want one more thrill before calling it a night. I decided to go outside for a walk. I put on an orange, form fitting, floral print top, a super short green miniskirt, tan pantyhose and another pair of 5.5” high wedge sandals. I checked the mirror and when I decided that I looked suitably slutty, I grabbed my purse and headed out and walked to the nearest major street. For me, late night walks are best on a major street because they are more likely to have some traffic on them even at that late hour. The point is to be seen by passersby. It’s ALL about being seen. :)

I think it was around 3:30 AM. I was strolling down the block enjoying the thrill I get whenever a car drives past, so I was surprised and slightly panicked when a car approaching from behind, DIDN’T pass. It slowed down until it had pulled up right next to me. I was relieved when I saw that it wasn’t a cop. The guy in the car asked me if I wanted a ride. I thought about it for a few moments and then accepted. I guess it was the “adventurous slut” in me that wanted to see where this would lead, winning out over the “cautious gurl” in me who wanted to turn and run home. That should be a pretty good indicator of just how horny I was that night. 

I climbed into the passenger seat and settled in. He said he was on his way home from work and told me how hot he thought I looked. I thanked him for the compliment, and without missing a beat he said “Would you suck my cock if I gave you $20?” 

My mind raced as I mulled it over. I had sucked the cock of a stranger who picked me up on the street before, but not for money. If I accepted, it would mean that I’m a whore. For real! Like, an honest to goodness money-for-sex whore. I would be lying if I said that I hadn’t thought about trying prostitution before. Actually, I had thought about it a lot. It was never out of a need for money. It was all about the thrill of it. The depravity of doing it just for kicks made it an even bigger turn on for me. But fear of going to jail and fear for my physical well being had always kept me from pursuing prostitution outside of a role play situation. So, there I was with the opportunity to fulfill one of my most debased sexual fantasies and all I had to say was “yes”. I actually didn’t mull it over for very long. I think only a few moments passed before I heard the words “Sure, I can do that.” coming out of my mouth.

I felt almost in a daze as he pulled his wallet out, removed a twenty, and handed it over. I tucked the money into my purse as he turned the car down a side street. Another turn and we were on  a street suitably quiet and dark. He didn’t stop the car, though. He simply slowed to an idle and as we rolled slowly down the street, he unzipped his pants and pulled out his cock.

I was happy to see it was on the larger side. I set my purse on the floor and leaned over into his lap and took a complete stranger’s cock into my mouth. I think it took less than a minute of me sucking him for his cock to become fully erect. He was around 7” I would guess. I was very pleased with his thickness, too. A nice mouthful, but not a jaw breaker. LOL

I massaged his balls as I bobbed up and down on his big dick. Having been paid, I felt a little extra pressure to make it a good experience for him. Like, I was REALLY hoping that I was gonna be able to make him cum. He was talking dirty to me a little bit, too, and gave me verbal encouragement, which I love. His cock was the perfect length and thickness for me to deepthroat, so I made sure that I let him feel the tightness of my throat a few times. I could tell that he really liked that by the sounds he made every time I took him balls deep. Also, when I took him deep, he would hold my head down and fuck my throat for a while before letting me come up for air. As I sucked his cock, he reached over and raised my skirt so he could feel up my ass. My pantyhose prevented easy access to my sissy-pussy, but after fumbling around a while, he found the waistband of my pantyhose and worked his hand down inside of them. He rubbed and squeezed my bare ass and then worked his finger between my cheeks and toyed with my sissy-pussy as I slobbered on his boner.

All the while, he was still idling the car down the street, trying to keep it from hitting parked cars. I started to worry that the distraction of driving might spoil his ability to enjoy what I was doing for him. My worries proved unfounded, though, as he held my head down and fucked my throat one last time, blowing his load directly down my throat. I didn’t even have to swallow. LOL

I kept bobbing on his cock making sure that I swallowed every drop of cum that I could coax out. When I started deepthroating him again, he said “I think you already got it all.” I felt slightly embarrassed at that. I suppose that once he had shot his load, he simply wanted to drop me off and go on his way, not sit there waiting for the whore to finish getting her jollies. LOL

I sat up in my seat, licking my lips as I gathered up my purse. He asked me if he would be able to find me out there again. I took that to mean he wanted to be a repeat customer on his future drives home from work. I had to disappoint him (and myself as well) with the reality that I don’t walk around the neighborhood very often. I told him that he could find me on the internet and social media as TVTiffanySF. He briefly fiddled with his phone and I assumed that he was making a note of my online screename for future reference. I had him drop me off in the parking lot of a business a couple of blocks from my house and then he drove away. I was buzzing with excitement after my first experience as a street whore and I simply HAD to document the occasion. I stood under the lights outside the building and snapped some selfies. I also shot a selfie video clip as I walked home.

At that point, I can tell you that I wanted nothing more than to try to pick up another “customer” and do it again, but I felt like I had already been fortunate to do what I’d done and not get hurt or into trouble, so I simply went home. 

That was the last weekend before the COVID-19 pandemic closed the city down. Even though things eventually opened up, I haven’t been willing to risk close contact with strangers since then. Hopefully we’ll get a vaccine soon and I can get out there and give it another try because ever since that night I have been almost obsessed with doing it again. I have researched on the internet about trans escorts, trying to figure out how to go about it in a way that is safer than walking the streets. I have asked a few people what a fair price to ask for is. A guy I chat with said that I should charge $40 for a blowjob, $50 to swallow, and $200 for the night. I’m not certain what he meant by “for the night”, but I assume it means sucking and fucking at the least, and possibly actually spending a full evening/night with someone. Whatever, at least I have his and a couple of other opinions on the matter, which is a good place to start, I suppose. :)

February 21, 2015 - Part 2 - First of Three Big Cocks at Power Exchange

February 21, 2015 - Part 2 - First of Three Big Cocks At Power Exchange


After my slutty glory hole antics at the the Palm Beach Arcade, I was even hornier than I'd been when I first left the house, and that's really saying something. Sucking the cock and swallowing the cum of a complete stranger just drives me wild and I just want more and more. But since the video booths at the arcade were empty, it was time to drive over to Power Exchange. The Power Exchange is a sex club that I've written about in some of my previous posts and it's a pretty reliable place for finding horny men looking for some relief.
I entered the club, signed in, grabbed a few condoms (just in case) and per my usual habit, I did a quick circuit of the halls, and rooms on the main floor and downstairs to see what kind of crowd was present. It wasn't crowded, but as I expected, there were plenty of horny men cruising for some action. I deflected several minor attempts of men trying to get my attention as I explored the club, and once I'd finished, I headed back to the stairs with the idea that I'd go back to the main floor and hang out near the stage with all the stripper poles. As I approached the staircase, I was accosted by a good looking man who appeared to be in his 30's. One of the first things I noticed about him was his Australian accent. I thought it was kinda neat. And the idea that he was visiting San Francisco from so far away immediately made we want to suck his cock and give him an experience that would make him remember San Francisco for more than the Golden Gate Bridge and the sourdough bread. It wasn't long before he and I were stepping into one of the little rooms along the hallway. He put the chain across the doorway to signal to others that we didn't want anyone joining in. I set my purse down on the small table nearby and crouched down in front of him. I unzipped him, put my hand into his pants and was quite pleased with the size of the cock that I pulled out. His cock was only semi-hard and I can already see that he was almost twice the size of the guy I'd sucked at the video arcade. As I stroked its impressive length, it stiffened and swelled. Not only was it big, it was beautiful. The length and thickness were nicely proportioned and his large, smooth mushroom tip just begged to be kissed and licked. I wasted no time in doing exactly that. I planted a kiss on the tip of his cock, and then another, parting my lips slightly on the second kiss and allowing my tongue to moisten his rapidly swelling cock head. I bobbed my head up and down on his cock, slowly taking more and more of it into my mouth as it got wetter. I pulled away momentarily and licked the palm of my hand, then resumed the blowjob with the added stimulation of my hand gliding up and down his stiff shaft to the same rhythm of my cock-hungry mouth. I could feel his cock head hitting the back of mouth. Again and again, his mushroom tip hit the 'roadblock' of my tightly closed throat, my hand providing the only stimulation for the lower half of his cock shaft. I quietly hoped he would decide that he wanted more and that he would put a hand on the back of my head and push his cock down my throat, but he was too gentlemanly for that, so I simply did what I intuitively knew he wanted me to do. I relaxed my throat muscles and pushed my head forward until his cock slipped past the back of my mouth and down my throat. I didn't stop until my nose was pressed against his belly. I was very pleased to hear his appreciative moans. I bobbed my head up and down a few times, never letting the tip of his cock slip out of my throat, and then pulled away to get some air. I pumped his shaft with my hand until I caught my breath and then went back to sucking and stroking. Every few seconds I alternated between sucking his cock for a few strokes and then deep throating his cock for a few strokes.
By this time I had started to rub my own 'clit' with my free hand. I had it tucked down the inside of my right thigh, so my pantyhose could hold it firmly in place and out of sight, but also provide me easy access when I was crouched down like I was. After several minutes of sucking and deep throating, and playing with my 'clit' I felt myself getting dangerously close to cumming, as in, one more stroke and I would be shooting my cum down my own leg. I stopped masturbating and did my best to relax and let the feeling pass. I felt my impending orgasm subsiding, but I also felt cum
dribbling out of my 'clit' and wetting my inner thigh. I had effectively milked out my own cum
without having an orgasm. This only heightened my excitement and at that point I was REALLY wanting to taste this stranger's cum. The next time I took him down my throat, I pressed my nose against his belly and stuck my tongue out to lick his balls. Then I bobbed my head up down a few times, but this time I didn't pull away. I kept bobbing up and down, fucking his cock with my throat. As the seconds passed, I began to feel the need to come up for air, but I forced myself to keep at it. I heard him blurt out "Oh, shit!" and I knew then that I was servicing him right. I forced his cock down my throat a few more times and he grabbed the back of my head and started cursing as his orgasm overcame him. His cock was so deep that I didn't even have to swallow because he was simply pumping his cum directly down my throat. It was an amazing experience, and I didn't want it to end even though I was desperate for air at that point. I finally had to pull away, gasping to catch my breath. I never stopped jacking his cock with my hand, though, doing my best to ensure his full release. I took a few deep breaths and then started sucking him again. I was very pleased when I was able to coax a few more drops of cum from his cock and get at least a little taste of his delicious semen . He allowed me to lick, suck and play with his cock for a short time before he zipped himself up and said "That's the best blowjob I've ever had."
"Wow! Thanks." I said as I stood, feeling flattered and proud to know that I was his 'best'.
"Thank YOU." he said.
He watched as I straightened and smoothed my skirt and gathered up my purse. He unchained the doorway and very gentlemanly let me walk out ahead of him and we were soon going our separate ways. As I made my way down the hall, I was hyper aware of my appearance. I had a pretty good idea of how sloppy my lipstick looked and couldn't help but wonder if everyone I walked by would notice and would then know that I had just finished sucking someone's cock. It turned me on to think that all who saw me would know that I was a cocksucker. As I walked carefully up the stairs in my towering heels, I could feel the very pleasant stimulation of my 'clit' tucked down my right thigh gently rubbing against my left thigh with every step. I could also feel the wetness of my pantyhose between my legs from when my own cum had dribbled out. I amusedly wondered if the man walking
up the stairs behind me could see up my skirt and see my 'clit' rubbing between my thighs and the dampness there. I secretly hoped that he could.
I could still taste the stranger's cum in my mouth as I entered the restroom, and I savored the flavor and the slutty feelings it filled me with. I entered a stall and did what I needed to clean the wetness between my legs, and then I proceeded to do my usual post-blowjob routine of touching up my makeup, re-applying my lipstick and otherwise primping and preening. Afterward, I found my way to the large main room with the stage and stripper poles and found a comfortable place to sit on one of the couches along the right side wall. The stage was empty and there wasn't anything else interesting happening there, but I was happy to simply sit and rest my feet for a while. Having just sucked off the second complete stranger of the night, I thought I would have a little break even though I was horny as ever and craving more cock and cum. As it it turned out, my break was a very brief one.
You can read about it in 'Part 3'.

February 21, 2015 - Part 1 - I Find Glory At The Video Arcade

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April, 2011 - I Suck A Stranger's Cock in His Apartment

This naughty little adventure happened a few years ago and I think It's about time I got around to sharing it here.

April 14, 2011

I'd spent the late afternoon shopping for shoes at DSW in downtown San Francisco. I was wearing a body hugging gray and red dress, a black long-sleeved shrug, sheer off-black pantyhose and 4" black stiletto slides. I'm a shoe whore, so even though I didn't buy any new shoes, I had a ton of fun trying on lots of sexy high heels. A flattering little bonus came in the form of a young, male DSW employee I caught the eye of when I first got there. He flirted with me several times as I shopped, at one point telling me that I was "very pretty". When I'm out in public I do notice that I sometimes attract appreciative looks from men, but it's rare for them to actually voice their appreciation the way this young man did. Nothing came of the flirtation, but afterward I couldn't help fantasizing about seducing him into a blowjob in the restroom, or a quickie in a back storeroom. Alas, they were only fantasies and after I was done shopping, I returned home for a brief rest and some minor outfit changes.

A quick photo before heading to DSW.

I changed from pantyhose into black, fishnet thigh-highs (for easy access if I got lucky), and switched my shoes to strappy platform wedges. Then I freshened up my makeup and headed to Diva's to check out the drag show.

The crowd at Diva's was typical for a Saturday night, a mix of TGurls, tranny-chasers, and straight 'tourists'. It wasn't crowded, though, and I found a vacant seat and sat down. I wasn't there long when a guy started chatting me up. He made small talk and peppered me with compliments meant to flatter me. He bought me a drink (a Sprite because I don't drink alcohol) and before I could finish it, he was inviting back to his place for sex. I turned him down, but he wasn't going to take 'no' for an answer. He kept working at convincing me to join him, eventually telling me that he had a 10" cock. I saw this as an act of desperation, and while it should have turned me off even more, I finally gave in and agreed to join him. What can I say? The truth is, I wanted cock, and while this guy wasn't my first choice, all I really needed was an excuse to say 'yes'.

His apartment was only about 1 1/2 blocks away, so it was a short walk. Once inside we made small talk and basically wasted time until it felt right to get started. I don't remember the details of how we got from point 'A' to point 'B', but I do remember he turned on some porn and that soon afterward, I had his cock in my mouth. I recall having to put a lot of effort into getting him fully erect. I wasn't really surprised to discover that his cock was NOT 10". It was a nice cock nevertheless, and I had a great time trying to make him cum. I sucked him on my knees as he stood before me. I sucked him kneeling on his bed as he kicked back, alternately watching me and the porn on his computer. 

                             

                        

                              

I sucked him laying on my back as he knelt over me dangling his cock in my face. In that last position, after a lot of fun work, he rewarded me by shooting his cum into my mouth. I savored the flavor and swallowed deeply. He watched appreciatively as I continued sucking his cock even as his erection subsided, milking every last drop of cum into my mouth. Once I was satisfied that his cock was fully spent, I excused myself to his bathroom so I could straighten out my clothes and touch up my makeup. I gathered my things, we exchanged pleasantries, and I left. 

Fortunately, I had my digital camera with me that night and at some point I'd handed it to him so he could record the night's events.

An appreciative lip massage for the cock that just fed me cum.

I love closeup photos of a cock resting on my face.

Trying to milk a few more drops of cum from his spent cock.

Sissified By BBC

We'd met on Craigslist in the Casual Encounters section.  I can’t even remember what I was advertising for.  Probably some form of sexual fantasy fulfillment/role play.  He was one of many guys who responded to my ad and at the time we couldn't really decide on a time and place that would work for both of us, so I'd met up with someone else that particular weekend.  I'd been intrigued by the tone of the emails he'd sent me and I’d liked his photos.  One of them was him in the nude, sitting with his arm resting in a way that partially blocked the view of his cock.  From what was visible of it, it looked very large and thick, a true BBC.  I could only wonder if I would be able to take it all.  I saved his emails and photos in the hopes that we would find the time to meet in the future.  In fact, in the email I'd sent him telling him that we couldn't meet at that time, but could possibly meet later, I'd given him my cell phone number as a gesture of good faith.  That's not something that I typically do and it would turn out that I wouldn't regret it, either. 

Some months later, I was at work when I got his first text message.  He simply asked if I was available and when we could meet.  Again, I wasn't available and I texted back to him saying so.  He messaged back saying that he really liked my photos and that he's looking forward to finally meeting me and then followed that with "I'ma tear that ass up."  Wow!  That got my attention.  I completely stopped what I was doing and read his message a few times, taking it in and realizing how incredibly turned on I suddenly was.  I texted him back "Wow!  I like the sound of that."  Moments later he responded. "Yeah, every time I look at your pics, that's how it makes me feel and I know I can fuck you good and make you my private bitch on the side." followed shortly by "completely bitch you out".  My mind was blown.  He was pressing my buttons in exactly the right way.  I was at work, I'd been doing my job and in a few short sentences sent via text, he'd totally taken me someplace else psychologically.  I felt like a femme slut, his bitch, and what's more, I totally loved it.  My cock was as hard as a rock and I found myself wishing I was dressed up in drag and at his sexual service right at that moment.  The unfortunate reality was that I couldn't do that and wouldn't be available to meet him anytime soon.  I texted him back saying as much and he replied "Alright, Ho... get back to me... get them panties and that asshole ready... I want you wearin' white panties and be a straight up bitch..."  followed by "I want you swishin' that ass hard and teasin' me to tear that bitch ass up... shake that ass like a bitch." then he finished with "Have them heels clompin' when you walk."  My sexually piqued mind was racing and I couldn’t think of anything else but sucking his big black cock, bending over for him and feeling his thickness stretching my ass as he made me his bitch.  Throughout the rest of the day, my mind drifted over and over again to fantasies of sexual submission to him and what it might be like to have him verbally humiliating me in person as he used me for his sexual gratification.  He had made me so horny that I had to masturbate on my break. 

It wasn't until a couple of months later that I heard from him again.  Like before, I was at work when he texted to ask if I was available and my response was the same as before.  I was unavailable.  He wrote back "I want you to be my bitch... u make a hell of a bitch."  He'd done it again.  In the space of two short text messages he'd feminized me and totally turned me on.  I texted back "I like the way you talk to me. I’ve asked guys to talk to me that way and they never get it right."  He wrote back "I'm real... I naturally just know how to treat a bitch... I don't have to fake it, it comes natural... You want to be my bitch on the side?"

I didn't know what to say, so I simply replied "I like it. Turns me on." and moments later he responded "I don't think you've ever been turned out the way I want to turn you out." followed by "U gon' know that u are definitely a bitch." and then "bitch legs, bitch voice, bitch attitude, and a bitch mind."  My mind was spinning and my cock was rock hard.  I wanted so badly to meet him and feel his dominance in person, but I couldn't think of when I might be able to do so.  We exchanged a few more messages about staying in touch and whatnot and then I had to go and relieve my desire by masturbating again. 

I saved his text messages and in the months that followed, I would occasionally read them just for the sexual thrill they gave me.  Those messages from him were the fuel for many sexual fantasies and just as many masturbatory orgasms.

A few months later we were back in touch.  This time it was I who emailed him.  I was actually available. I told him that I was going to be dressing up and asked if he was still interested in meeting me.  He was.  In our initial emails, he'd suggested a date at the movies.  We'd never gotten into the details, but I always imagined we'd go to a movie nearing the end of its run so that there wouldn't be many people in the theater.  We'd sit at the back and when the lights went down he'd start feeling me up, stroking my legs, and making me rub his big cock through his pants.  I imagined that he’d tell me to unzip them and I’d do as he told me, pulling his thick, hard cock through his fly and stroking his naked cock while he watched the movie.  Eventually, he’d just push my head down into his lap and make me suck him.  To orgasm?  I'd wondered.  Or maybe he'd just make me suck his cock and lick his balls all through the whole movie. Or, at least until he couldn't wait any longer and just had to fuck me, and  then he'd take me by the hand, lead me out of the theater, back to his car and into the back seat where he'd make me his bitch for real by fucking me deep with his huge black cock.  Until now it had all been just a fantasy, but now it seemed a real possibility that it could happen.  He was down for the movie and said he would come to San Francisco to pick me up.  We'd settled on a time and a neutral location.  We'd meet at the Safeway grocery store between Mission St. and San Jose Ave. and then go from there.  He’d really liked the miniskirt that I was wearing in one of the photos he'd seen of me.  It was black, pin-striped, tight and very short and he told me to wear it and some white panties.  It really turns me on to have a guy tell me what to wear and so I was extra excited while I was getting dressed.  Unfortunately, I'm notorious for taking way longer to get ready than I allow time for and so I had to message him that I was running late.  He was very understanding and patient and told me that he'd be waiting at our meeting point.  When I finally arrived at the Safeway parking lot it was pretty late and for discretion's sake, I parked behind the grocery store on San Jose Ave.  I didn't see the black SUV he'd told me that he would be driving, so I texted him.  He texted me back that he was in the parking lot on the side of the store, so I got out of my car and started walking in that direction.  The clicking of my 5" stiletto heels against the sidewalk seemed loud to me as I carefully minced along.  Although it was dark and the sidewalk was empty except for me, the distance I had to walk was about half a city block and I knew that my clothes made me look like a whore to anyone who might see me.  I must admit, though, that nervous, exposed feeling is a real rush and I kind of like it.  When I finally reached the parking lot I immediately saw his vehicle and him inside of it.  I added more of a strut and wiggle to my walk as I approached him and made an effort to give him as good a look at me as possible as I walked around to the passenger side and climbed in.  We exchanged pleasantries and he complimented me on my looks.  He reached out and started rubbing my bare thighs and then pushed my skirt up to see that I was wearing white panties as he'd instructed.  Deciding that we were too exposed under the lights in the parking lot, he drove out to the street behind the store and parked there.  He instructed me to get into the back, so I got out of the car and re-entered in the back seat.  He joined me moments later.

As is usual with these hook up blind dates, there were a few awkward moments as we tried to transition from saying hello for the first time to me on my knees with his cock in my mouth.  Also as is usual, it didn't take too long for him to finally just whip out his cock and let me get my hands on it.  It was big.  It was barely starting to get hard and was already much longer and thicker than mine is when it's fully erect.  I stroked his cock with my hands until it was nice and hard.  I was about to get down and start sucking when he pulled a condom out and started putting it on.  I appreciate that he wanted to be safe, but I always find it disappointing that I'll be sucking cock but not tasting it.  Not to mention the desensitizing effect that a condom has.  I knew I'd have to really work some magic to make him cum with a condom on.  When he was ready, I bent down and took his cock head between my lips and started swirling my tongue around it.  Once it was wet enough, I started bobbing up and down, sucking hard as I took more and more of his thick cock into my mouth.  A few minutes into it, I realized that I needed a more comfortable position to work from, so I kicked off my heels and got onto my knees on the floor of his car and resumed servicing his cock.  My head was bobbing up and down, my lips gliding over his thick shaft.  I was sucking his cock for all I was worth, working hard to make it feel good for him through the condom when something happened that caught me by surprise.  He started talking dirty.  I love dirty talk, the filthier the better.  But what he said wasn’t anything I’d ever imagined I’d hear.

“Suck my dick, Faggot.  Suck it, you fag.”

Believe it or not, I'd never been called a faggot before.  When I dress up as a woman, I like to consider myself female.  Yes, I am male under all the feminine clothes and makeup, but generally, in these situations everyone simply accepts that I am female and treats me as such.  By calling me a faggot he had changed the dynamics of our relationship.  I was no longer a 'gurl' sucking a man's cock.  I was now a feminized guy in drag being emasculated, dominated and sissified by a another guy, a REAL man.  In my many sexual encounters with men, none of them had ever suggested that I was gay, never mind any of them calling me a faggot.  I was a little bit taken aback.  Should I be offended?  I certainly wasn't.  As I wrestled with my feelings about what he'd said, I kept bobbing up and down on his thick cock without missing a beat.  He kept calling me a faggot and I kept right on sucking his cock like a faggot.  "Suck my dick, faggot.  Suck it like a bitch, you fag."  For him, I think it wasn't enough that I sexually submit to him as a 'gurl'.  He seemed to get off on acknowledging my maleness while simultaneously emasculating and humiliating me, as well.  For me, I was starting to realize that I liked it.  There was no denying that the more he called me a fag, the more my cock strained against my panties which held it firmly tucked between my legs.  Sucking cock is always a turn on for me, but this was different.  Being called a faggot, being called the name that describes exactly what I was in that moment as I sexually serviced his cock, was thrilling and even liberating.  I wanted to be what he was calling me.  I wanted to be his cocksucking faggot bitch and I tried to show him that by sucking his cock as well as I could.  "Suck it, fag.  Suck my dick, fag."  This went on for quite a while.  It was like a mantra that he never stopped repeating, drumming it into my head, into my psyche.  And I embraced it, owned it, and used it to fuel my desire to pleasure his cock with my mouth until, finally, he was climaxing, his cock filling the condom with his hot seed.  I was elated to have made him cum, but it was a bit anticlimactic to not be able to taste it.
When he was done, he carefully removed the condom and fastened up his pants while I straightened my clothes and put my heels back on.  I gathered my purse and glanced around to make sure I wasn't forgetting anything and by then he was already stepping out of the car to return to the driver's seat.  We said our goodbyes and I walked back down the block to my car.  I like to think that he enjoyed the view of my ass wiggling in my obscenely short skirt as I walked away.  Once back in my car I found myself filled with regret, not for the things I had done with him, but for what I hadn't.  I regretted not thinking to ask him to pour his cum from the condom into my mouth so I could drink it down, or onto my face for a nice facial.  I'd like to think that he would've enjoyed seeing me savor his cum.  I know I would've loved it.  "Next time..." I thought as I drove away.

January 4, 2013 - Starting the Year Off With a Bang!

Last Friday night I dressed up for the first time in what seems like forever and I went to Power Exchange.  Power Exchange is a sex club here in San Francisco.  I was wearing a black, form-fitting, sleeveless top, a pair of sheer brown arm sleeves to keep my arms warm, a tight, stretchy, black and white striped miniskirt, suntan sheer-to-waist pantyhose and 6" black patent leather platform pumps.
I arrived at Power Exchange not long after they opened, so it was almost empty.  I took a quick tour of the place and it felt like there were only a handful of people there.  I kept seeing the same few guys.  There were two young guys, one looked to be Mexican and the other possibly Filipino, who I was hoping would approach me, but didn't, even though I caught them both taking glances at me. After cruising for a while, I stepped into one of the booth-like rooms off of the main hallway in the downstairs part of the club and moments later the Filipino guy poked his head in.  He was starting to turn to walk away when I said "Hello."  He stepped into the small room and returned my greeting.  "Are you having a good time?" I asked.  He said that he was having an alright time, but it was his first time there and he was surprised at how empty it was.  I explained that it was early and most people don't show up until around midnight.  Then I asked him "What are you looking for tonight?"  His response was tentative and barely audible above the loud music.  "A blowjob?", he said.  It was meant to be a statement, but sounded more like a question, as if he was unsure if I would be offended by such a statement.  Of course, I'm never offended by such things and I responded by smiling warmly and saying "That's great!  I love giving blowjobs."  His face lit up and he seemed relieved.  I set my purse and jacket down on a chair and sat in another and he wasted no time taking position standing between my spread knees and unbuckling his pants.  His semi-hard cock was soon dangling invitingly in front of my face as he rolled on a condom.  Once his cock was covered, I wasted no time taking it into my mouth.  I loved feeling it grow and harden between my lips and I started stroking his shaft with my left hand while I concentrated my lips and tongue on his mushroom tip.  I was quite pleased with his size once he was fully erect and to show my appreciation, I took his cock to the back of my mouth and further, swallowing his cock down my throat.  He was talking, but I couldn't hear much of it.  I caught just enough to know that it was appreciative praise for what I was doing to him and that was all the encouragement that I needed.  I continued sucking his cock for a good while, alternating between sucking, stroking, and deepthroating until he pulled out and started stroking his cock in my face.  Within moments he pulled off the condom and said "Open your mouth."  I opened my mouth and stuck out my tongue and I could hear him begin to pant and moan as his orgasm overtook him.  He shoved his bare cock into my mouth and I wrapped my lips tightly around the head as he unloaded spurt after spurt of hot cum onto my tongue.  It was a nice big load.  A real mouthful.  I kept sucking his cock, milking it with my hands and mouth to drain him of every drop of cum.  When he pulled away to zip up, I looked up at him and opened my mouth wide to show him my cum-filled mouth.  Then, I swallowed it, smiled and thanked him.  While he was zipping up, I gathered my things, composed myself and then excused myself to the ladies' room so I could fix my lipstick. 

After touching up my makeup, I went back downstairs and started cruising again.  It seemed like only a matter of minutes when my path crossed with the young Mexican guy I'd seen earlier.  This time, he didn't let me walk by without accosting me.  He said something to me, but I couldn't hear over the music, so I asked him to follow me into the very same room where I'd just sucked off the other guy.  Once inside, he told me that he wanted a blowjob.  I figured he must've seen me sucking the other guy and that was the reason for his directness compared to his earlier passivity.  I said "Sure." expecting that we'd get to it right where we stood, but he had other ideas.  He wanted to go to the back room behind some curtain.  I wasn't sure what he was talking about, but followed him anyway.  It turns out that he wanted to go behind a curtain in the back room that you're not supposed to go behind.  I guess he wanted privacy, or something.  I humored him and followed him back there.  He whipped out his cock, (another good sized one) and I started sucking.  I was pleased to taste his naked cock, but it didn't take long for security to find us and make us get out of there.  I was a little bit pissed off that he'd insisted we go back there, but followed him anyway as we relocated to the room we'd been in before.  I set my things down again and took my place squatting down in front of him as he pulled out his cock and fed it into my eager mouth.  He held my head in his hands almost the entire time guiding my head up and down on his cock.  When I deepthroated him, he held my head firmly and fucked my throat like it was a pussy.  So hot!  By now I was enjoying it so much that I'd forgotten about the earlier false start.  He lasted a long time and I had to really work for my reward.  I don't think I've ever deepthroated anyone as much as I did him and I was very proud of myself for taking his cock in my throat for longer than I've ever before.  I do think I'm getting better at it.  So I kept sucking and deepthroating his cock until he finally rewarded me by unloading in my mouth.  It was a smaller load than the first guy, but I happily swallowed his cum and thanked him.

After swallowing that second load, I left and walked back to my car.  At first I thought I might go home, but I was still horny and in the mood for a good fuck.  So, I took off the pantyhose I was wearing and switched to an identical pair in which I'd cut a slit in the cotton crotch panel so I could get fucked without pulling them down.  I also switched skirts to a super short, pleated mini that barely covered my ass.  I took my time changing and fixing my makeup in my car and by the time I went back in to Power Exchange there was a lot more people.  I cruised around for a bit and then sat down in one of the rooms with a TV screen playing porn and watched for a while.  It was pretty vanilla porn, though, boring and repetitive, and so I decided to cruise some more.  

The outfit I was wearing when I went back
inside for some more fun.

One of the many cool things about Power Exchange is that they have a fucking machine.  It'd been a while since my last visit and I was delighted to find that they now had three fucking machines, each of them different.  They each have a seat with a hole in the middle of it with a dildo mounted below sticking up through the hole in such a way that you can sit on it and get fucked.  One works by having someone sit on another seat and work pedals like on a bicycle which makes the dildo go up down while someone else is sitting on it.  Another one you sit on the seat with the dildo inside of you and there's a handle in front of you which works a lever that is attached to the dildo so all you have to do is work the lever up and down to make the dildo go in and out of you.  The last one has a similar seat with a hole in it and a dildo sticking up through the hole, but the dildo stays still and the seat is mounted on springs from below.  When you sit on it your body weight presses the springs (and the seat) downward allowing the dildo to enter you.  There's a handlebar mounted in front of you so you have something to hold onto.  So it basically works by sitting down, holding the handlebars and bouncing up and down on the springy seat.  How hard you bounce determines how deeply the dildo penetrates.  All three of these machines are in an alcove just off of the main hallway in the downstairs area and none of them were being used.  I was still super horny for a good fuck and I hadn't been approached by any men who I deemed good candidates, so I decided that I'd take matters into my own hands and take a ride on one of the fucking machines.  I chose the one with the lever.  I rolled a condom onto the dildo, rubbed lube all over it, straddled the seat and lowered myself down.  The dildo was pretty large, bigger than the one I play with at home, and I had to work it in, but once I'd taken the thick head into my ass it was easy to lower myself into a full sitting position.  I took hold of the lever in front of me and pushed slowly but firmly, forcing the dildo upward and deeper into me.  It was intense but before long I was working the lever hard, fucking myself deeply.  It wasn't long before some people began to stop and watch.  Most watched from a distance and only briefly before moving on.  After a while I noticed a tall black man watching me intently while stroking his cock.  It was a big one and I wanted it.  I motioned with my finger for him to come closer.  He walked over to me rolled a condom onto his cock and fed it into my mouth.  I continued working the lever, forcing the dildo in and out of my ass as I sucked his long, thick cock.  He must have been super horny because it didn't take long at all for him to fill the condom with his cum.  He was pulling off the condom as he walked away and within moments he was gone.  I was a little disappointed that I didn't get to taste his cock or his cum, but it was a pretty nice thrill to suck cock while getting 'fucked'.  First time I've had that experience.  After a while I decided to give one of the other machines a try.  I rolled a condom onto the dildo on the spring loaded machine, lubed it up and took a seat.  My ass was already stretched from the ride on the first machine, so the dildo on this one slid right in and I immediately began bouncing up and down.  It was great!  I rode that machine for quite a while, again with the revolving audience.  There was one guy who lingered noticeably longer than most.  After a while he came closer, much closer, trying to get a better look.  He even crouched down to get a good look underneath the seat so he could watch the dildo gliding in and out of my ass.  I was enjoying putting on a good show for him when he finally spoke.

"Do you want to try a real cock?" he said.

I paused thoughtfully then replied  "Yes, I would." smiling warmly as I did.  I gathered my jacket and purse and took his hand as he lead me down the hall to another of the little booth-like rooms along its length.  I set my purse and jacket down and squatted down in front of him as he unzipped his pants and pulled out his semi-hard cock.  It must have been my lucky day because once again I was very pleased with its size.  It wasn't as long as the dildoes I'd been riding, but probably as thick, with a nice big knob of a head.  I could already imagine how good that first stroke would feel as his mushroom tip pops inside of me.  I took his cock into my mouth and sucked.  I bobbed up and down on his cock, working it with my hands.  When it was hard enough, he rolled a condom on and simply said "Bend over." I sucked his condom-sheathed cock into my mouth one more time to make sure it was nice and wet and then I turned around, bent over and braced myself on the chair in front of me.  He lined up his cock with my hole and pushed.  His swollen mushroom head entered me and it was as wonderful as I had imagined only moments before.  He started slowly at first, but pretty soon he was pumping his cock in and out of my ass with gusto.  His cock felt amazing to say the least, and he was giving it to me like he owned me.  He even started talking dirty to me and slapping my ass every now and then.  I loved it.  

"You like getting fucked in the ass, don't you?" he said.  "You like my cock?" "You like the way I fuck you?".  On and on like that.  It was great.  Every time he asked a question like that, my response was "Yes!"  "Oh, yes!", "I love it!" or "I love how you fuck me!".  I even started encouraging him.  Saying things like "You make me feel like a bitch!"  "Fuck me like a bitch."  "Fuck me harder!".  Everything that I said was a breathless exclamation because he was fucking me so hard.  I mean, he was making me squeal, he was fucking me so hard and deep.  He was pulling his cock almost all the way out so that only the very tip was barely inside of me and then ramming it back in, balls deep, impaling me on his thick cock over and over.  It was so intense that I had to ask him if we could take a break.  He pulled out and I turned around and sat down.  He didn't allow me to be idle, though.  He wiggled his condom covered cock in front of my face and then shoved it into my mouth.  It was the first time I'd done 'ass to mouth' with a guy.  I sucked his cock for a little while and when he thought I'd rested long enough, he ordered me to bend over again.  He slid his cock up my ass and continued the deep and thorough fucking right where he'd left off.  This went on for at least a half an hour.  When at one point he was long-stroking me and his cock accidentally slid all the way out, I asked for another break.  He agreed that we should take a break.  Unfortunately for me, he was zipping up his pants as he said it, which meant we were done.  I was grateful for the rest, but sad that I didn't get his cum.  He'd fucked my brains out, though, and I'd loved it.  I thanked him for the great fuck and he went on his way.  After he'd gone, it took me a good while to cool off, rest up and compose myself.  I contemplated cruising for more cock, but I was pretty wore out after that last guy, so I decided to call it a night and head home.  All in all, a pretty good/slutty start to the new year.

October 16, 2011 - Cumsicles = Yummy!

October 16, 2011

I was at the Power Exchange with Janice and her friend, both visiting from England.  I took a seat in the large room in the basement near the large round bed and it wasn’t long before guys were approaching me.  I sucked a few cocks, but only one of them  to orgasm.  He wore a condom as I sucked him and he came, filling the condom with his thick, gooey cum.  I pulled the condom off of him and tied it in a knot so none of the cum would spill and then placed it in my purse.  After he walked away another guy walked up and asked for a blowjob and I said ‘yes’ and took his cock in my slutty mouth.  After I sucked him for a while he asked if he could fuck me.  All that cock sucking had made me super horny and I was totally ready for a good fuck so of course I said ‘yes’, again.  I climbed onto the bed on all fours, raised my skirt and pulled my thong to the side.  He rolled on a condom, lubed it up and mounted me from behind.  After only a few moments of finding the right angle his cock was inside of me and he was riding me, pumping my ass with his stiff cock.  I felt like a total bitch with his stiff boner sliding in and out of my ass.  He was using me like a cheap whore and I was loving it.  I took his cock deep inside of me like a good slut, letting him take his pleasure.  When he finished, I turned around and carefully removed the condom so as not to spill any of the precious cum, tied it in a knot and held it as I wrapped my lips around his shrinking cock, cleaning it with my mouth the way a good cocksucker should.  When his cock was clean, he zipped up, thanked me and walked away.  I placed the cum-filled condom in my purse with the other one and the night continued relatively uneventfully.

When I got home I placed the condoms, my prizes, in a zip lock baggie and put them in the freezer.  A few weeks later I was feeling horny and got dressed up real sexy.  I put on a quick application of makeup and started fantasizing about my recent slutty escapade at Power Exchange and before you know it I was totally craving cock and cum.  I wasn’t made up enough to actually go out and I didn’t really have time for that anyway, but I remembered that I still had my prizes from that night in the freezer.  I retrieved the frozen cumsicles and brought them back to my room.  I stood in front of the mirror, cut the reservoir tip off of one of the condoms and squeezed the frozen cum onto my cum-hungry tongue.  I watched in the mirror as the white cumsicle quickly began to melt into a puddle of creamy cummy goodness on my tongue.  Totally turned on by the taste of it, I quickly cut the tip off the other condom and squeezed its contents into my mouth, as well.  I was super horny as I watched it melt, too, doubling the size of the pool of cum in my mouth.  I twirled my tongue around, watching the cum swirl and ooze and tasting the combined flavors of two loads of semen from two complete strangers who had used me for their sexual pleasure.  I savored the flavor of the two loads of cum and then swallowed like a good cum slut should.  Typing this up now makes me crave cum and I find myself wishing that I had a few more cumsicles in the freezer to eat right now.

-Tiffany