Author's Note: These are short tidbits that I've shelved for some time. I will do my best to spit them out in rapid succession.
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The Surrogate
First Session
"Do you think I can make you cum?"
That caught me off guard. I expected her to be strictly professional and scientific. Saying "cum" instead of "orgasm" was not what I thought would happen when my sex therapist told me about Surrogate Partners.
She picked up on it. "I am a health care worker," she said, "but I don't think I have to act like a cold scientist. If you prefer I will say things like 'ejaculate' and 'penis', but I don't think that helps when you're suffering from the inability to achieve orgasm."
"No," I said. "Please don't do that."
"I also am not a prostitute," she said. "This is not about anything demeaning or degrading to either of us. I've set up this place and I practice techniques to help you maximize your relaxation and pleasure."
"I understand," I said. I tried to relax, but I was shaking like a leaf.
"Do you think I can make you cum?" she repeated.
"Yes."
"You haven't been able to cum. What is different? From Dianne's notes you've tried different medicines and relaxation techniques. Don't misunderstand the question and get anxious, I just want to make sure that we don't get there and it stops. We are going to overcome that, together. OK?"
"OK," I replied. I had to be honest. "You are beautiful. I don't see how it couldn't happen. You are beautiful and real. I haven't been with a woman since my wife gave me the boot over thirteen years ago, now I'm about to be with one of the most beautiful women I have ever seen."
"Why thank you," she smiled. "You are quite handsome yourself. You lack confidence, however. Let's talk about that for a second. Don't dwell on it. Let's focus on ways to build your confidence."
"Well..." I hesitated. I was shaking harder than ever. "Besides you being half my age and way out of my league, I'm small. Oh fuck it, forget small, I have a micropenis. I looked up the definition and I qualified."
"Take a few deep breaths and let them out slowly," she said in a soft voice. "You got it out. You can relax. I'm not laughing and I'm not leaving. Where did you look it up, by the way?"
"Web MD."
"I think I need to disagree with the diagnosis," she said. "You have three children. You said your wife didn't like to be on top. All three were conceived in the missionary position without her knees pulled up to her ears."
"I kept slipping out," I said. "The first few times we tried I kept losing it. I felt so ashamed."
"What changed?"
"I was determined. I just shoved it in as deep as I could and ground it tightly against her."
"That sounds incredibly arousing. Can we make that our goal? To find that same determination. To build on that. To use that to the point you find self-confidence?"
She looked incredibly beautiful. I tried a few more deep breaths to relax. It wasn't working. I knew if she touched my dick I would blast almost instantly. When I tried again on my own, however, it wouldn't work. I would think of her and get rock hard. I would beg to cum, but it wouldn't happen.
She lightly touched my arm. I jumped. "What were you just thinking?" she asked. She didn't comment on me jumping. She also didn't remove her hand from my arm. She had to feel me trembling.
I told her my concern. Verbatim from what I had thought in my head.
She lightly moved her arm up to my shoulder and started to massage it. "You would think of me to masturbate? That makes me feel good. Do you know that in High School I was teased constantly and called ugly?"
"No way."
"Yes way. I'm not blonde. I don't have beautiful teeth. I couldn't even come close to competing with the popular girl's chests."
"Did you go to the senior prom?"
"With my best friend. No one asked me. No one. She had braces and glasses, but still got asked. She turned him down to go with me. That is a friend."
"Are you just saying this to make me feel better?" My big mouth. Why did I just ask that?