Hotel date 6

I've had a good number of dates with my sissy slave. Since the last time I shared anything about these we hadn't gone again to a porn shop, but we had a few hotel dates and this was the sixth. Once again she had gone there in the morning to set up and prepare herself, and I went when I could detach myself from work and rush to the hotel with my tight, bulging thong under my jeans...

Room 302

She fetched me from the main door, and we walked to the room. You could tell her she was super horny and beside herself, walking through the corridors. I patted her butt in a blind and safe corner, pushing her dildo in deeper and she gasped. "Careful! That's so big, it barely fits my whorecunt". Yeah, she was full of a dildo in preparation for me. The thing was still a bit smaller than my cock but good enough to loosen her up.

 

I, on the other hand, hadn't even been able to swich to a thong this time so I was completely in my male disguise. To begin with I had her strip for me. To get rid of her ridiculous male disguise and to reveal her sissy slut self to me. Then I had her undress me, as a service. I was so hard.

My slut was wearing a pussy cage, or a chastity device that looked like a pussy. She was leaking and kneeling in front of me. I kneeled in front of her, with my raging hardon poking her cage, to underline her sissiness. That turned her on even more. We kissed long and deep, I was groping her tiny sissy tits and slapping her buttcheeks.

 

She loves being slapped and in general being pushed around. So very submissive. After we had been french kissing and cuddling, her sucking my cock and balls, I told I wanted to get dressed too. So I got my black thong with lace trim, and put on the fresh pair of black thigh-highs I bought just for her to cum on. I had her worship my cock and balls, while I wrapped my stocking legs around her hed to push her head to swallow all of my cock. And I slapped her cheeks gently with my feet, moved them south to fondle her locked clit and gave her tight, shaved balls a few gentle kicks. Kicks are a strong word, they were more like taps but made her gasp in excitement anyway.

 

For a while she was sucking me and riding her biggest dildo. Then she asked if I wanted to try. No explanation was needed. She turned against the bed, presented her cunt to me and let the rubber cock come out... I rubbed my hard cock against her bare cunt... she pushed back and... I pushed my cock in, bareback, and got in balls deep. She had prepared herself nicely, my cock didn't make her howl in pain but pant in pleasure. With my cock inside her she whispered if I knew I was fucking her bare and I answered that I was quite aware of fucking my whore without protection and it was feeling so very good.

I guess it's not too difficult to imagine that I didn't last long fucking her doggy style, with the lingerie show on and knowing how perverted we were. Of course I wasn't fucking her as hard as I'd fuck a woman, considering her tight cunt. All too soon I could tell I was about to cum, and in between panting and moaning I told I'm about to cum inside her cunt and she said "cum inside me, I want your cum" which then took me immediately over the edge and I shot my week's load inside.

That was a leg-shaking orgasm.

After that, when I was calm again and she had licked the slowly leaking remains of cum off my cock, we started giving her an orgasm. I sat on a chair and she started humping her tiny but hard and leaky clit between my stockinged legs, while she recounted something very humiliating and I kept adding to it. It took a while but oh boy, the orgasm she had was also explosive.

For the rest of the date we just took a shower and simply laid on the bed chatting and basking in the post-orgasm glow. Before I left I threw my share of the room's rent on her and left with a hot, long kiss. She gets such a kick out of the whore role. 

Secret sissy slave lover

I've got two dates with a very submissive sissygirl now, in the real world. We've chatted online for ages and had a good number of video calls with heads hidden. This year I finally got enough of just talking about meeting in person and started working on it, checking places for the meeting and things like that.

Time was the biggest problem as all this had to be done without getting caught. The gay cafes in Helsinki open way late or are located in areas where I know too many people for comfort.

First date

Our agreement was that this first meeting was going to be a chaste one, no shenanigans. I still wore my black thong and I sent a quick pic before I left. Walking to the metro wasn't anything, I felt nice and happy. In the metro, as the station came closer, I noticed being more and more scared but still left on the actual stop and walked to where we had agreed to meet. All this time we sent messages, I didn't know about her but for me it was a way to make sure I didn't panic out 😅

I was early so I had the time to walk around and even check out the bathrooms, just in case.

We met, went to the quietest area for a calm walk because all the cafes were packed full at that early afternoon hour. Instead of sitting in the middle of people we walked around, chatted. After a while she asked if I wanted to go a bit further and my question was how much further are you thinking about? A kiss, she repied.

We exchanged some passionate french kisses in a barely hidden place. I was so hard and asked if she wanted to see. Of course she did. So I opened my pants up to show my bulging thong and, well, my cock escaped and slapped her face. With a permission she sucked a bit, quickly, but I didn't want to cum in her mouth in such a dangerous place so I had to stop it... getting caught really wasn't in my plans.

So that was the first, "chaste coffee date with no shenanigans". No coffee, but a good nice chat, french kissing, spitting in her mouth, a bit of cocksucking, and tit-teasing. Not bad at all! Afterwards I still pretty fucking horny because I didn't get a release.

Second date

A stroke of luck came along pretty soon after the date, and I had a few easy days coming. I let her know and we started planning a hotel hookup in lingerie. Finding a suitable date for the both of us was a bit more complicated than expected but that's adult life for you. We met in the centre of Helsinki in the early afternoon and proceeded to the hotel.

We managed to behave in the lift, and obviously in the security camera -riddled corridors, until we got into the room. Immediately after closing the door behind us I pushed her into the door and kissed long and deep. She was almost in a trance, submissive as fuck. More french kissing and groping. Then we undressed and I shoved my hard, shaved cock bulging my white lace thong. I loved to see the cocklust in her eyes. While she was dressing up as my whore in black lace, I took a quick shower, and then put on my red-black chemise and black lace thong and my new red tattoo choker.

I felt sexy as fuck and I was horny as fuck. You can imagine, I bet.

We kissed, groped, I spanked her and teased her tiny tits, she's heavily into that. I made her rub her tiny, hard, leaky clit against my boipussy but didn't make her fuck me this time. Instead I had her eat my ass, it was a peculiar sensation. Not sure if I'd tell her to do it again or not.

Some 69 was enjoyed as well, of course, and when I felt I couldn't take any more I told her to kneel in front of me and suck me properly. That she did, dear readers, that she did. Not a single drop of cum was wasted. I was drained.

Afterwards we played a bit with positions, me moving her around as I pleased, as if she was just a fucktoy - which is exactly what she is. There wasn't going to be any fucking that day anymore, but she was getting more and more hot about getting railed even though she's afraid of my cock fitting inside her.

I have been in control of her orgasms this year and I felt magnaminous and I stroked her clitty and slapped her nutsack until she shot her load on her face and chest. Of course I had her eat her cum so none was wasted.

A part of this experience for her was that I made her a whore, so I packed my chemise away, pulled my boy clothes on (kept the lace-trimmed black thong on because I love thongs), dropped 50€ on the table for her services and left. She was my sissy whore now.

Next date

We've been talking about the next hotel session again. Setting it up is much more difficult in the normal schedule, so we have been thinking about a morning fuck instead of an afternoon. Yeah, she's been begging me to fuck her. Thinking of my cock entering her boipussy both scares and arouses her.

Truth be told, anal hasn't been that much of a thing for me, I'm heavily an oral girl myself. But if fucking her is a big thing, I'll do it. I also did cum riding a cock once, so I can't say I'm all against taking cock myself. But it wasn't that special somehow, anyway. We both have agreed on that and would be just happy if our follow-up dates revolved around french kisses, groping, fondling, gentle spanking, 69 and blowjobs. Sounds awesome to me!

This or the next week had been thought about as very possible weeks for the third date, until she got some events making it either difficult or impossible. This week got blocked for me as well at the last moment, so if her next week clears up, then we can still do this. Or we do it a bit later, we've got time.

Google's 2FA may kill my blog

Hi!

It's been painfully long since I've had the chance of dressing up properly. The last time was over two years ago now and I made such a cummy mess on my corset that I had to get rid of it 🙈The next time I had a chance to do anything at all was this Autumn and I bought myself a couple of pairs of lace thongs, black and white. Red is something that is almost impossible to find in a store, or a store I could get to conveniently and in secret.

Being a closeted crossdresser during this neverending "work from home" mode is not good for my fun times. I definitely don't want to get caught.

MFA

So, the title that I didn't even refer to yet. Should Google enforce the 2FA on me and my accounts, I may end up being completely and totally locked out of Johanna's emails and therefore, this blog. And if shit really hits the fan, any of the services I have used may lock me out if they ever decide they want me to confirm any logging in - or changing passwords - by emailed codes.

So, if I disappear, I will not have disappeared for real but forced to recreate some identities online. Which, in this supposedly anonymous CD life of mine means no one will know me because of the tightly compartmentalized online life I've led 🙈

Postponement

I was talking with a gurl somewhat Northward from here. I mean, I've talked with her for ages, but this time we were talking. We were planning to meet in a hotel she was to stay a night during her work trip. As we talked our meeting was to be the next week's Tuesday or Wednesday - before dawn

That timing sounds sick because it is sick, but sometimes you have to sacrifice things to get other things. Here I'd gone with my lingerie, we'd played some, gone our separate ways and talked much more afterward. Convenience, you know.

But then came this stupid isolation and I was sent to do remote work and all her work traveling was also cancelled just a day or two later. At the last fucking minute, almost. Complaining about it took me a few weeks of suffering..

My desire was and is to worship her clit. Hers to get fucked. I believe we could've gotten these covered in that quick early-morning meeting of sissies. It wouldn't be the perfect, lingerieful one but much better than nothing <3

My slutty red set has been wonderful

<3 Redness <3

My only issue with the set I ordered so long ago now, was the stockings were short - or my legs half a meter too long - and did not attach at all to the corset. So I bought a pair of red thigh-high fishnets instead. Gorgeous things!

I haven't gotten quite as much of mileage out of this set and my toys as I'd love to but that's a closeted sissy's life for you :(

The neverending autobanning saga goes on but now in Twitter

Hi, dear readers! I guess someone may remember my older rants about google plus bannings and shit of that sort? Well, here's a new case but this time in the tweetybird microblogging service! I just posted a slightly annoyed text post in tumblr, which I just decided to c/p here for your enjoyment.

I'm sorry this isn't a naughty post and it has not a single naughty pic, either. I'll improve on that side soon, I promise to do that :)

Siiiiiiigghhhhhhhh
I was setting up a twitter account earlier today. All I got to do was to post something like “Good morning, everyone” and some other simple thing. Followed a user I wanted to chat with, while doing that clicked “show” on a bunch of their posts that were automagically hidden for being #nsfw. Finally I searched for Bailey Jay, remembering she had an official twitty acct.

Being at work I did something else for a short while, then came back to that tab. What greeted me was a “you have been locked because you act like a bot” or some horseshit like that. All I could do after that was to fill a captcha and give a cell number for verification purposes. Fuck that shit. I hadn’t added a profile pic / background pic that was infringing on anyone’s copyright, as I didn’t get to do that XD

They don’t require a phone number to sign up. So I’m not going to give it now, it’s not something I feel twirper or any other social media company should have, as far as I can have my say - I know I can’t prevent some well-intentioning idiot sharing their phonebooks with everyone they encounter.

So, all in all: two text posts, a follow and five minutes of idling is apparently “automated behaviour” and worth kind of blackmailing for phone numbers - that’s what I liken this “we keep your Social Media thing under locks until you give this fucking important personal piece of information about yourself that you supposedly weren’t going to be asked for” crap as a fucking stupid and weak approach at exhortation. It’d be worse if they did this fuckery after I had actually gotten into the damn shit and maybe even relied on it somehow, being practically unable to let it go. Luckily I don’t actually invest myself into social media so if they start demanding shit I don’t want to give to them, I just tell them to fuck right off :D

Still, it’s fucking annoying. And that’s why I’m complaining here. It’s just as idiotic as Google+ autobanning based on shit it had pulled from another Google/Alphabet service (blogger). Yes, I know, I use NSFW shit in the blog but not in g+ after multiple autoflagging bans. One day they decided that all my google account folders were open and available on G+, and as the blogger folder was full of porn and shit like that, it caused an autoban. Just because they changed something of theirs. And adult content is ok in blogger, anyway, so the inconcistency is incredible.

Fuck these companies and their shit :D If I disappear from Tumblr one day you all know it’s because of something braindead like this - yet again :D

Second hookup with more first times

After the first hookup we had talked more, obviously. She wanted to get fucked, basically :p And I wanted to be groped around, her pushing me on the bed and then lying on top of me, rubbing her hard clit against my butt. Not a rape fantasy as I'm not into that but a safe and predetermined way of feeling how it's to be overpowered. Somehow. I just wanted to know how it feels when someone's hard because of you :3 The rest was going to be made as we went.

Quick shopping

I wanted new g-strings to replace the blacks I had been using lately. Taking the simplest route I just went to a lingerie shop, wandered around and got asked if they could help me somehow. I told what I was looking for, they didn't have exactly that colour but these are what they had and this was so and this so. In the end I got two pairs, a black and a wine red g-string.

Those felt really nice but weren't as slutty and porn-y as I desired, but still good value for money.  I especially adored the way they cupped my smooth shaved balls when I had a cockring on and just plopped my hard clit out for photos or stroking :3

More lesbian playtime

We had our scheduling issues, as in we almost didn't get to meet when we had prepared to meet. It was a Friday, the last possible day in that timeframe. Can't recall why so anymore, but there were reasons. I prepared again by shaving my bits very carefully and lovingly.  Knowing how horny I got the last time I think I should've beaten off that day or earlier on Friday to last somewhat longer, but you all know hindsight... Anyway, I was prepared to be seen girlily again!

Long long day at work

Schedules dictated that we'd meet at two in the afternoon, earlier I couldn't make it (and this was already pushing it for me) and she'd need to go early (as did I). To justify my early disappearance I arrived damn early. The hours were long and kinda painful as I couldn't really concentrate on anything but the important things...

A bit before two I set out, changed to my black g-string and put one of the rings around my ballsack just because it always feels so nice ;) and it looks kinky to me :3 Just like the previous time I marched to the hotel with all the same feelings of excitement and mild panic! I kept my date up to date in kik so we'd be at the lobby without much extra waiting. That walk is, by the way, always longer than I think and I should reserve enough time.

That hotel again

At the lobby we greeted, went to the lift and straight to the room again. This time I didn't pay attention to the personell and I don't think they paid attention to us, either. She told she'd need a shower and I had immediately started undressing, because I wanted to show my new g-string bulging so sexily. All I can say is that she enjoyed it - and so did I ;)

So, she went to take a quick shower and I played with the outfits. She had brought a body as I had talked about how I had always wanted to try one out. Those aren't good for lesbian dates, but more for "personal enjoyment", we agreed. Felt good though ;)

Dressing up

I asked for her input and she suggested the white corselet. There were, sadly, no stockings to go with it, but that wasn't a big issue. To go with that I put on blue panties that had an inviting open butt. For some reason I also put on a frilly blue microskirt that could be lifted for that much more naughty views :3

Her outfit included blue g-string, which was what I had begged her to do, I just adore g-strings <3

Playtime!

As soon as we were dressed up we started fondling each other. While rubbing our panty bulges together we grouped each other's butts.

Then I dropped on my knees and started again kissing her bulge, teasing it with my lips and slipping my tongue inside for the shaft, the tip and her balls. She moaned lustily and that turned me on even more! I didn't want to waste time and released her clit for sucking and stroking <3<3<3I love sucking cock <3<3<3 I just adore cock <3<3<3 Cooooock <3<3<3

Surprise buttsexxx

When she was even harder and hornier, I got up and rubbed my butt against her superhard clit I whispered "I want to know hot it feels" and meant that she'd do what we had talked about... but it didn't go exactly so.  The hardon against my ass felt sexy but then I heard the sound of the lube bottle opening and soon after her finger entered my boypussy :o She pushed me down on the bed, I assumed the position and waited in a kind of a scared but excited state of mind...

I felt something hot and hard against my butt. Then she pushed her clit in, it didn't quite hurt but felt strange. She settled herself lying on my back and whispered in my ear that "it's all the way in now, honey" and I couldn't do much more than mumble incoherently. I had lost my anal virginity <3 For a while she fucked me from behind, I moaned. After a while she asked if she should pull out and I said yeah. I got up and pushed her sitting on the bed.

Ride like the wind

My idea was just so sit on her lap like a good girl and then do something, but that hard clit and her position called me in a different direction. I climbed on top of her, with her lubed clit poking at my pussy. She asked if I was sure of this and I replied that "fuck yeah I am sure!"

I aimed her clit on the lips of my pussy and pushed my ass down on it. Just like with a buttplug or a dildo, I impaled myself on her delicious clit <3<3<3<3<3 When it was all in me I was moaning again in lust :3 I leaned forward, fondled her tits and started riding slowly... but increasing the speed a bit. I have to admit that I'm not used to such movements so my leg started hurting a bit and I had to reposition somewhat. That's not something you see in porn, but this was real life :p

Anyway, I rode her and was somewhat noisy because it was so good. She sucked my clit and I just couldn't take something like this for long. I exhaled "I'm coming", she said "don't cum yet" but "I can't stop it anymore.." so she just dove in and sucked me even more furiously, I came and shot a good load of cum in her mouth! I got complimented for having a huge load of tasty cum *blushes*

Well... what next? After cumming I went limp and as I've said, I typically don't get up for a second round quickly. She fucked me more, from different angles and all, so that I got fucked properly and for real :o I moaned a lot, asked "gently, gently" a good bunch of times while getting it.

For the record I have to say that it didn't hurt per se, but her clit was large-feeling for me. She said that I apparently wasn't used to cock at all as she's not that well hung. Not how it felt to me! :p Getting fucked didn't, this first time at least, make me crave for it or love it. It just kinda was. I was being fucked. By a gurl <3

The other first time

Being afraid of the mess of cum flowing from my pussy for hours, I asked her to stop and then I went down on her again, working against my own "I'm not that horny anymore, I can't suck too well now" thing and it worked <3 As I've said, I really like giving head and pretty quickly I noticed that I had got hard again <3 She appreciated that, kissed my clit lovingly and put my cockring on so that I'd also stay hard :3 

With a bit more cocksucking arousing me I said I'd fuck her now if she wanted and boy, did she want it! <3 She lubed my clit and started riding me <3 

That was lovely especially as I could also suck / slurp / lick her clit periodically <3<3<3<3 I had never had any anal before so it was a very new experience for me :3

More than a mouthful

We tried a few positions, in addition to her riding me. Somehow I didn't do all that I'd always fantasized of doing but I guess that was because I, as I keep saying, wasn't my horniest anymore.

Didn't cum a second time, though, but a part of the reason could be that the ring I had on was the middle one (that I use around my sack or just on the shaft, in front of the balls) and it was damn tight, maybe numbing me too much. So I had to quit and just go down on her again <3<3<3<3

I sucked, stroked, licked and kissed her clit, I worshipped it like the cockhungry slut I was <3<3<3 Maybe she was near already, but pretty soon she moaned that she's about to cum and that obviosly made me work harder on her :3 Remembering a porn thing I slowly drooled some spit on the tip of her clit, then spread that all around with my tongue, kept stroking, sucked, licked, kissed, stroked, sucked and... had her explode in my mouth with such force that cum flew all around... it surprised me. Oops.

That was it for the second hookup, who knows what happens the next time :3 But I do have more stuff I want to try out!

My first time with another gurl

After that harbour-side chat I told you about the last time we slowly started working towards meeting again, but properly this time. Without prying eyes and much more intimately. I got hard just when I was writing this and remembering... ;) teehee!

Well planned is half ready

We really didn't need to plan much, just agree to a time and a place. The first idea was a simple serviceless hotel (which are, surprisingly, much used for these things in here, I've been told) but as we had to get our worktimes to match this playtime, that hotel chain wasn't ok because of their schedules. In the end she just booked a room in a hotel in or near the center of HEL on a date that suited us both. Of course I had shaved my balls and clit extra carefully the last evening for perfection ;)

She had gone there before me and the idea had been that I'd just follow but as the place required a key to even get to the correct floor, she had to come let me in at the lobby already. Meh.

Along the way to the hotel I was connected to her in kik and giving estimates for my arrival, as I was being a bit late. That's because I had changed from my awful boy underpants to my lovely black g-string so that I could reveal myself properly :3 Hot, sexy, arousing :3

On my way

It was a nice summery day, I had left work a bit early. While walking I felt my hard clit straining against the g-string, the thread grinding against my boypussy so very pleasantly... I felt like I was blushing all the time, my pulse was up and well, you can maybe imagine, I was somewhat nervous. But that was in a good way. I had high hopes!

When I got to the hotel's lobby she was waiting and we just went to the lift and then to the room. My paranoia made me think that the young cleaning ladies were snickering at me but I didn't care :p The thing I had thought of doing in the lift was to show somehow the back part of my g-string in the lift already, so that she's know what I had in mind ;) Maybe I'd even grinded my butt against her crotch..  but there wasn't time for that this time. Sadly.

You know, I wanted to show her something like this:

In the room

We got in the room. Her lingerie box was waiting on the bed and she encouraged me to rummage through it, which I did very happily and excitedly <3<3<3<3<3<3

After a while of going ooh and aaaaah with the sexy pieces of lingerie and chatting about them she asked if I could get my shoes off. I said that I'll take everything off when I start! So I went to the door and removed my t-shirt first just so my whale tail could not be ignored... then I bent deeply down to remove my shoes and socks. When I straightened up she was behind my, pressing against me and whispered lustily into my ear "may I help you with the jeans?" and I just went mmmhmmm while wrapping my hands around to grope her butt...

Revealing

I was hard as fuck. She opened my jeans and pulled them down a bit. My clitty barely stayed in the caress of my g-string. She loved it and exclaimed "Wwwwwow! You had prepared for me, hadn't you?" and I half-whispered that "I wanted to be looking sexy for you".

Before I could notice she had dived in front of me and had started to blow me :o I made some horny sounds, I know, and enjoyed immensely. Then I had to push her away and said that I want to be dressed up properly :)

I ended up wearing some wine-red stockings, garter belt, corselet, very whore-like hot-pink panties and a red dress. It looked and felt wonderful. Not to mention how hot it was to dress up while someone was watching and clearly approving ;) She had her own set on much quicker than I did. Then we started fondling and groping each other, rubbing our bulging panties against each other <3

Quickly I said I wanted to taste her clit so she turned and went to the bed, and just when she was bending over to crawl on it, I just went behind her and did some bulge-on-boypussy grinding. She moaned lustily and said "I want you inside me"

Blowjob and 69

She lied on her back, legs spread for me to worship her clit. It wasn't hard yet and I enjoyed that, I wanted to make her hard just with my mouth (spoiler: I needed my hands too, the amateur I am :p ). I took my sweet time kissing and licking the clit through the panties, before pulling the g-string out of the way and going at the yummy, rock-hard clit for real.

After a while I begged for 69 as I had always wanted to try that with a girl and I knew it was her favourite <3 I was on top and she bottomed. It was so fucking hot and sexy that I felt I was going to cum very, very quickly. I moaned that I'll cum I'll cum I'll cuuuuuummmmmmm and then I just kinda thrusted my clit deeper and pumped out my load. She took it all and told how good it tasted... She asked if it was my first time and I admitted that yes, that was the first time I came in someone's mouth...

My main problem is that when I've cummed, my horniness vanishes rapidly. So we took a bit of a break, just talked, fondled each other while lying on the bed and so on. She tried to get my clit going again but as I am typically a "one shot girl" it's not that easy or quick... sadly.

Cum all around!

After a while, I was stroking her and started licking and sucking her clit, I was hornier again and just devoured her clit. Not long into it she told that if I keep at that she'll cum soon, which just made me redouble my efforts :3 Soon I heard her moan "oh god noowwww" and felt the load shoot in my mouth. And on my face. And chest. There was so much cum <3

So that was pretty much it, my first time with another girl <3 There were of course some awkwardnesses and "how the fuck does this shit work?" moments but all in all it was fucking hot <3