I have only met my flatmate’s, fiend’s, boyfriend Josh twice before and both times I have been fully dressed as Laura. Both encounters have been unplanned and both have been in our flat. I have Tweeted recently that I am sure he wants me or at the very least is curious about me. The second time we met we had a couple of hours on our own after the girls decided they were going to a local bar for a late night drink and Josh had somehow managed to talk himself out of accompanying them and instead stayed at the flat with me until they returned. I was drinking wine and feeling quite tipsy which combined with my sexy attire seemed to empower me. I consciously decided that I would have some fun with Josh, see how far I could go before he became embarrassed. It didn’t take long or too much effort. What I didn’t expect was to be so turned on by it all and pretty soon my sissy clitty was fully erect inside my small, tight panties. Rather than hide my small bulge I decided to play on it, fetching drinks and making sure I was at eye level when I returned and handed Josh his. To be fair, although a little shy and timid, Josh seemed to take it in his stride as much as possible and soon I was detecting (or at least thought I was) a hint of flirting back. Now, I don’t normally fancy straight guys but Josh, although all man, is a bit of a pretty boy and obviously looks after himself so it would be easy to imagine him transformed with only a little make-up and perhaps a wig. Not that he is that way inclined or at least I don’t think he is. Anyway, before long the girls arrived back and that was the end of the fun. Nothing happened between us and nothing even nearly happened between us but the next morning I awoke with butterflies in my belly and a strange feeling that I had come so close to having sex with this obviously straight guy. As normally happens in these situations I daydreamed and fantasised about what could have happened while being fully aware that the most likely scenario was Josh waking up the next morning sober, remembering what had happened and was full of regrets, guilt and probably disgust. Never mind though, it was a good night and I gained quite a bit of confidence through it. No damage done …. THEN …
This morning, lying in bed, naked, reading my Twitter feed etc. I got a text message …
Hi Laura, it’s Josh. Beth (his g/f) got your number from Abi (my flatmate). Hope you don’t mind me getting in touch. Enjoyed our chat the other night. The girls are going dancing on Friday, fancy meeting again?
To say this came out of the blue was an understatement, although it really perked me up instantly. I tried to play cool but replied probably a bit too soon.
Yeah, I would love to, my place again?
While waiting for him to reply I re-read his previous text and only then did I notice that he had called me Laura. My clitty sprung to life immediately , demanding some action.
That would be great Laura, About 8 ok? Would you like me to bring anything? Wine?
That’s when my wicked side kicked in and my clitty got even harder.
Yeah, wine … big and red.. and panties … small and black ;-) x
You want me to buy you nice panties?
I thought maybe I had gone too far, too soon but decided to keep going, nothing ventured …
Just bring the panties if you are looking for anything more than a chat … anything at all :-) x
By this time I was wondering just how far I could go before he bottled it but my clitty was throbbing and pre-cum was almost flowing.
I’ll buy you nice panties on Friday on my way home. Don’t tell Beth or Abi though.
My clitty was nearly ready to explode as filthy, fun thoughts flooded my mind.
No, don’t buy me panties. I want a pair of Beth’s. Dirty and full of your spunk and her cunt juice. And a pair of her tights or stockings as well please x
It took him ages to reply and I thought maybe I had gone too far this time but I was beyond caring. My clitty was oozing pre-cum, I had the most exciting feeling in my belly, made worse when I suddenly thought maybe Josh was also lying naked, cock in hand, wanking over my texts.
Then I got the reply …
This better be worth it … see you Friday.
That was the end of our conversation. I spunked all over my belly soon after and now I have to wait until Friday to see if he turns up.
I really hope he does :-)