Planned Outings (part 11)
My sexual life has been very private – while many know I am a cocksucker, that part of my life is very separate from my family and business. Many times I have wished that I could be out to some of my closest associates, but could never take the chance. This story series was inspired by that desire. This is dedicated to my late friend Phil, who was out to everyone.
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I awoke with the crusty sensation of dried cum on me. I was aroused and jacked off. I showered, got ready for work and had breakfast. I was about to leave for work when I there was a knock on the door.
I opened it and found Mark, who said, "I know we hadn't arranged anything for today, but I think I may need sucking every day."
"I'll be glad to suck you every day at this time if you like," I replied "just so I'm not late for work."
Mark agreed and took out his cock, which I immediately sucked. As usual, he shot his load in a few minutes and left, leaving me with a mouthful of warm cum.
I drove to work with a smile on my face.
Today I was to blow Rick at church and meet his priest friend. For some reason, blowing clergy seemed especially hot.
My morning was busy and soon lunch time arrived and I departed for the church. Rick welcomed me and introduced me to Father Thomas who shook my hand while smiling warmly.
"I'm very pleased to meet you," said Father Thomas, "It is nice to find a man of your interests. We are under a lot of scrutiny these days with the altar boy scandals."
I told him that I would be pleased to blow him with complete discretion, and offered to start immediately.
Father Thomas opened his robes and unzipped, offering me his cock. I took him into my mouth and felt him grow with arousal.
As he moaned with delight, Father Thomas said, "Your mouth is a blessing indeed – it is wonderful for you to share your oral skills with me."
I continued to suck and soon I felt his cock enlarge slightly and then pump his load into my mouth. He stepped back and sank into a chair, saying, "Thank you so very much!"
I had not noticed that Rick had his cock out and was stroking it. He was obviously ready for me, so I sucked him to completion. He also thanked me, and put his cock away.
"Father Thomas?" I asked.
"Yes," he replied.
"Do you think you could arrange for me to blow you in your church," I asked, "in a confessional?"
Father Thomas smiled and agreed. He gave me his phone number and told me to call him to set it up.
I returned to work, reflecting on how far I had come in cocksucking. Aside from the dom guy, which was a little problematic, I was routinely giving 3-4 blowjobs a day, which was just about what I wanted.
I got back work for an afternoon of meetings. Near the end of the day I received a phone call from a woman:
Her: "Hello Bill, this is Kathy – you may not know me by name but you were with me last night."
Me: "How did you find me here?"
Her: "I'll explain that later, but your secret is safe with me. Could we meet for dinner tonight – I'll buy."
I agreed to meet her for dinner at 6pm at a local seafood restaurant.
I went home and changed clothes and left to meet Kathy. I was worried that this was going to get out of hand and worried as I drove to the restaurant.
I arrived and met Kathy and we were seated. She looked much different with clothes on but was pretty. She was buxom a little heavy, but I liked the way she looked.
"Please tell me how you found my place of work," I said, worried.
"While you were busy in the back yard," she said "Jake went through your clothes and found your ID and checked to find your address and place of work."
"You seem to have me at a disadvantage," I said, "what are your intentions?"
"Only friendly ones," Kathy responded, "I am hoping that you will be my friend – a friend with benefits."
"Please tell me more," I said.
"Jake is not a very nice guy," she said, "he has dozens of people who he has blackmailed into making porn, which earns him a lot of money. Eventually, some get tired of it and refuse to do more, and he sends web links to their offices, outing them to everyone in their business, ruining them."
"He does seem like quite a bastard," I agreed, "are you blackmailed as well?"
"Yes," Kathy confessed, "I like sex but he only wants people to do humiliating things, like he made you do."
"How long have you been doing this?" I asked.
"Over two years," she said, casting her eyes down, "and I don't know how long it will continue."
"So how is it different between you and I?" I asked.
"I will not force you to do anything," Kathy replied "only ask you to do something special for me."
"What did you have in mind?" I asked.
"You are very orally talented," she said, "if you are willing, I would like you to rim me."
"I've never done that before," I said, "and am not into scat."
"I would never subject you to that," Kathy assured me, "I am so clean there that you will find nothing unpleasant."
"Kathy, you seem like a nice person, and I would be willing to try," I responded, "but I'm not sure I would do it well."
"I know you are a cocksucker, but you ate my pussy well," she said, "Do you like women?"
"Yes, I do like women," I replied, "Actually I'm not attracted to men at all, but do like their cocks."
"Perhaps I can connect you with someone special who would be just right for you," she said.
We had a nice dinner and at the end she invited me to her house, which I accepted.
I followed her to her house and we went in. She poured me a glass of wine and we sat on the couch together. She asked if I minded if she changed into something more comfortable, to which I agreed.
She left and returned wearing a thin lingerie robe. I could see her large breasts and ample nipples through the fabric.
She sat next to me and I found my breathing speeding up. I found myself becoming aroused. Kathy saw this and put her hand on my crotch.
"Would you please remove your trousers?" she asked.
I removed my trousers and draped them over a chair. Kathy pulled my shorts down and took hold of my hardening cock. I let my shorts fall to the floor and kicked them off.
"I really like what you are doing, but have come here to rim you," I said.
She took me by the hand and led me to the bedroom. She knelt on the edge of the bed, her feet facing outward. I approached her, lifter her robe up, exposing her bare ass and draped the rope up onto her back.
I got on my knees between her feet and pressed my mouth to her ass crack. I extended my tongue into her crack and found her to be wonderfully clean. As I licked her crack she moaned. I reached up and spread her ample cheeks, exposing her tender hole, and pressed my mouth to it. She sighed and I extended my tongue into her hole. She seemed to squirm with delight and I found myself wanting to do even more for her.
I continued to dart my tongue in and out of her while reaching around to massage her clitoris. My finger was wet from her juice and I rubbed my slippery finger on her clitoris. Soon she was approaching climax and I took her over the edge while tonguing her. I was starting to enjoy the feel of her soft warm cheeks pressed against my cheeks.
She slid forward and laid down, panting and thanking me. "That was wonderful!" she said, "I've been rimmed before but never climaxed while being rimmed – you are very talented."
"It just seemed the right thing to do," I said, "and I did enjoy doing it."
She came to me and kissed me. I loved the feeling of her lips pressed to mine.
"I did not bring you here to serve me, but to share in pleasures," Kathy said, as she took my cock into her hand, "I will respect your needs as well"
She put some lotion on her hand and rubbed my cock head. The pleasure was so intense I collapsed on the bed. She continued to massage my cock and soon I shot my load all over. She smiled and told me to just lay there. She went to the bathroom and returned with a warm wet wash cloth and cleaned me up.
She lay next to me for a time and we had a brief nap.
We got up and dressed. She approached me, kissed me again and said, "Friend?"
"Definitely!" I said, "and I look forward to spreading your cheeks on a regular basis."
She gave me her phone number as I got ready to leave, and asked me to call her, to which I agreed.
I drove home feeling a special contentment I had not felt before.
–––––––––––––––––––– To be continued ...
Feel free to contact me with your comments or requests. –Bill (oral_guy_2000@yahoo.com)
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