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My First Escorting

I guess my excitement and anticipation about serving Mistress and Her two friends was really overestimated on my part. It was really a very cruel evening as far as I was concerned. I think Mistress’s intentions for the evening were geared more towards trying to make me understand that any fantasies, hopes, or dreams that I may someday meet a Woman who might accept me the way I am or that I might meet a woman who would could possibly be sexually pleased or satisfied by my lack of manhood was a complete fallacy.

After her guests arrived and I had gotten them their drinks and made sure they had whatever else they required, Mistress made me leave the room and told me to go and refresh my makeup and put on my red striped dress that was Her favorite all-time favorite dress for me to wear…and then to return downstairs but to wait outside the room until called for.

After I dressed I went back downstairs and I could sort of hear Mistress and her friends talking and laughing …about what I couldn’t say. There wasn’t a door so I couldn’t knock but I wanted Mistress to know I was there so I lightly knocked or tapped on the doorway. Mistress looked at me and said ‘ Didn’t I tell you to wait outside the room?’. I replied ‘Yes Mistress’ and She said ‘So just stand there and fucking wait for god’s sake’.

I could hear Mistress telling Her friends what She felt I needed or what my problems were. She kept referring to my clitty which I hated, and that no Woman in their right mind would ever accept….and her friends just sort of said ‘Aww that’s so cute’. I knew from the conversation that Mistress had told them that I had sucked Brian’s cock and heard one of Her friends say how hot She thought that was and how She would have loved to have been a fly on the wall for that.

Mistress finally told me to come in and ask her guests if they needed another wine or any other service before Her activities began. I did refill everyone’s glass with white wine and was kind of reprimanded for not replacing their napkins with new one’s….but wtf. One thing I did forget to mention…when Mistress told me to dress….She placed on the bed a pair of her tiniest pair of black panties for me to wear with a note saying ‘I am so proud of this big step you are about to take’. The first thing Mistress told me to do was to lift my red dress a bit and show Her friends my little black panties. I will say that these panties are not thong panties…I feel as though thongs have passed me by a long time ago…lol. These panties are half back panties that are very moderate coverage panties that will ride up my butt but still are not thong style.

I have to say I felt comfortable doing this up until one of Her friends said’ Oh your date tonight is going to love these’. Any level of excitement or arousal I may have had…at that very moment left immediately. From this point I think Mistress got mean…if not mean than just cruel. She told me to show her guests my clitty. I am not a prude but I do realize that I am not big….by anyone’s standards and after the ‘your date is going to love your panties’ comment I am sure I shrunk even more. I hesitated for a long time and eventually even commented to Mistress that I’d rather not. Mistress got up from Her chair and opened a drawer of a chest in the corner of the room and produced a pair of leather cuffs and cuffed my wrists behind me. Right in front of Her friends She slapped me across my face so hard that I had to maintain my balance…Her friends couldn’t even believe it I don’t think. Mistress whispered in my ear ‘ Don’t you ever make me look bad in front of my friends again….do you understand me?’ At this point Mistress pulled my panties down to my knees and said to her guests ‘ Take a look at this Ladies’.

I am in no way into humiliation. I know more than anyone I don’t have a big cock…but I don’t get into the whole being made fun of thing about it. ‘Oh My God’ said one of Her friends. ‘You have to be kidding me’ said another. One of her friends said to me….’Do you realize that you are wearing the tiniest panties that even a woman can wear and you have no chance of having your clit fall out them? I had no choice but to stand there and take their cruel comments. It seemed to go on forever. Mistress said ‘ So what do you think Ladies? Do You think Dani here could satisfy You sexually or any Woman for that matter?’ Her younger friend said ‘ Satisfy me? With what? You did say she loves to suck cock right?

Her friends proceeded to ask me questions …most of which they didn’t expect or wait for an answer. How many girlfriends have I had. How long did they last. What was the real reason they didn’t last. Did I ever cause my girlfriends to have an orgasm other than using my mouth. Did my girlfriends ever go down on me and did I have to show them where my cock was. Do I want to have an active sexual lifestyle. Was I surprised at how big Brian’s Cock was. What did I enjoy about the thought of sucking Cock for Mistress.

I was still in the leather cuffs Mistress put me in when She started to shush everyone…trying to get everyone to get quiet. She had her cell phone in Her hand and She told everyone that my ‘date’ was on the phone. Whoever She was talking too She was telling them that we were running just a little bit late due to training and that His date would be there closer to 10pm if that was OK. I just couldn’t fucking believe it. She held the phone up to my ear and told me to tell Him I would be there at 10pm and I could tell She wasn’t fucking around. All I could say was ‘Hi’….and I heard this guy say ‘Hi baby….I am so looking forward to meeting you…I just love first timers’…

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