This winter I had an awkward session. I met a client for two hours and the whole thing felt…just off. When sessions fall flat time drags on and on. It felt like I was there for four hours, not two.
On the way to the hotel I decided to get a smoothie. It’s good sex worker practice to bring your own drink. The coffee shop was operating in slow motion. The clock was ticking and I had to get back on the road. Why didn’t I just bring some bottled water?! I flipped through a paper and tried to stay calm. The smoothie was delicious but I ended up being ten minutes late.
The client was gracious and didn’t mention my tardiness. I’ll nickname him AS for Awkward Session. AS was already crossdressed. He was a tall man and built like a footballer. In his six inch stilettos he towered over me. I played it cool but honestly that shook me up a bit.
I went to into the bathroom to change into mistress clothes. As I calmed myself I focused on the vibe. Did AS feel weird? Sure he was big but I didn’t feel threatened. This was our first meeting so I had a couple of safe calls planned with Mr. Radical.
Dressing in the bathroom didn’t go as planned. As I pulled out my platform heels one fell to the floor with a loud clunk. AS asked if I was ok. I assured him I was fine but really I was panicking. The toe strap on my heel had just broken! I had only brought one pair. You’d think I’d have learned my lesson from this session. At least I had worn cute heels with my “normal clothes”. I put on the rest of my mistress garb and put back on my two inch heels.
AS asked about the clunking noise. Figuring the truth was the best answer I hid my embarrassment and showed him the broken heel. He was sympathetic.
He was a very polite client. He brought his own toys and was in a chipper mood. Plus there was no inappropriate touching. I had one client that was all about roaming hands. That session was mostly me pushing his hands away from my ass. AS wasn’t like that and I was grateful for it. He had asked for a session of crossdressing, CBT and butt plug play and didn’t try to get any inappropriate extras.
During the session AS made small talk. There’s not anything wrong with that. It’s just that the small talk prevented him from getting into the submissive zone. I kept trying to slip into Mistress/submissive roles but he didn’t pick up on my clues. I spanked him while he chatted about the good deal he got on his heels. It felt like we were chatting on a dinner date while performing BDSM-if that makes sense.
I suppose I could have turned into Bitch Mistress and told him to shut up while I dommed him. But that felt completely wrong to the scene. AS seemed to enjoy chatting while playing. It made me feel awkward but I followed his lead.
He had an inflatable butt plug with him. I waited until we were about 3 /4 into the session. I figured we’d wrap up with that. Things were going along fine. AS was on his hands and knees; I was behind him manipulating the plug. He liked me to inflate and deflate it over and over again. His balls were covered in clothespins.
I decided to pull the clothespins off his balls while I deflated the butt plug. As I turned the valve to deflate the plug, I leaned down to grab a clothespin. Big mistake. I leaned down into a cloud of shit. The plug had released air when it deflated and I had gotten a giant whiff of dirty ass. Biting my lip hard, I forced myself to swallow the gag. My stomach was fluttering. It smelled horrible!
Thankfully AS didn’t notice. I continued pulling off the clothespins. I made sure to hold my head back when deflating the plug.
More awkwardness came when AS announced he couldn’t get an erection. He had been stroking himself on and off since I got there. AS was in panties for most of the session. I hadn’t noticed he wasn’t hard.
I’ve never had a client have erection problems before. He thought the butt plug was distracting him. I deflated it, pulled it out and set it aside. As I was pulling it out another cloud of shit came out of his ass. AS was sitting up on his knees now so I couldn’t bite my lip-he might notice. I bit my tongue hard to fight back the gag. The smell was so strong it made my eyes twitch. Again, I played it cool.
AS tried and tried but his penis was not cooperating. The session had dragged on and on until this moment. Suddenly the clock was moving twice as fast and we only had ten minutes left of the session. Barely any time left and my client had a limp dick!
Inside I was a nervous wreck. Outwardly I pretended I was calm and collected. I had AS suck a dildo while he masturbated. Five minutes were left. How was I going to get out of there gracefully?
AS had his eyes closed. One hand worked the dildo into his mouth, the other his limp dick. My mind was going over exit strategies. Out of nowhere there was a loud noise. I jumped and blurted out “What was that?!”
AS’s cheeks got red and he said “I farted”. I stood there stunned, horrified that I had pointed it out. Silently I thought-I am such a professional. Then he laughed. I relaxed and laughed too. But my laugh was a little too loud and a little too long.
With two minutes left AS announced that his penis wasn’t going to get hard. I took that as an official end of the session and went to change clothes. While changing Mr. Radical called. I had missed my last safe call. He used his code word to ask if I was ok and I used my code word to say I really was.
We chatted for a few minutes. Neither of us mentioned his failed erection. He kept wanting to chat but I couldn’t stay there all day. Finally I just said “well I should get going” and started to turn away. He gave me a hug and I left.
AS contacted me after he got home. He thought the session went great and he’s hoping for another. I had thought I’d lost him as a client. Maybe it wasn’t as awkward as I thought.
Posted by Vixen as PSO Confessions at 11:42 PM CST