This is a fantasy written as a change from my reality. It describes my fantasy of how I would lose my cock-sucking virginity. The reality is in my first blog.
I had received an email from Cheryl with a date, time, motel and room number. This had followed chat about my curiosity about whether I would enjoy giving a blow job. I was at the motel sitting in my car waiting for the time to come round. I had driven there quickly and then sat in my car worrying and scared and not knowing if I could go through with it. Of course I knew I would go through with it because Cheryl had set this up and I was not going to let her down at all. The time was near and I got out of the car and walked to the motel door. As I looked for the room I was breathing very deeply and slowly and my heart was racing as I reached the room. I took a deep breath and wiped my sweating palms on my pants and knocked on the door.
A guy came to the door, offered his hand smiling and said "Hi Jerry. I'm Bill. Cheryl emailed?" I breathed out a sigh of relief and shook his hand as I entered. He had a drink ready for me "Malt whisky with a peaty flavor? I've watered it so it's not strong because we don't want to get drunk do we" and he chuckled relaxing me. The whiskey was excellent and I sipped carefully, as I went in and sat on the sofa. To my surprise the tv screen in front of me was showing Cheryl on it and she was waving to me. "She is on webcam and so are we. She wanted to watch"
I was seated on the sofa and Bill sat alongside me chatting casually, "Jerry, you need to know that there are some rules. Very simple ones. First, if you change your mind at any time, say so and we will stop - no problem at all. Second, you don’t have to swallow, you can take it out and let it go anywhere else or you can spit it out or you can swallow, you choice entirely, no problem for me. Third, the cam stays on until you leave the room, whatever goes on, and the recording will go to you and Cheryl only, there will be no other copy by me. Fourthly - No kissing" As Bill spoke his hand rested on my knee and slid effortlessly to my inner thigh stroking gently with his fingers. My heart raced and I stammered, "Rules are fine with me Bill. Thanks."
"Good" he replied and placed his hand gently on my hardness and stroked it softly. "You ok Jerry?"
"Yes thanks Bill. Feels good" and I slid down into the sofa thrusting my groin closer into his hand. I was now gone and I knew I wouldn't pull back now. I looked at the screen and Cheryl was staring intently at the screen, as she saw my eyes, I heard her softly say, "Go for it Jerry". I smiled back to her and Bill took my glass from my hand and placed my hand on his belt buckle "Getting warm Jerry?" and I started to unfasten his belt. It undid easily and his pants were already undone at the top. I needed no invitation to go further and pulled his zip carefully down, seeing, as his zip undid, that he had no shorts on, and his cock was waiting to get out. I reached the end of the zip and Bill said, "I’ll get these out of the way” and stood up, stepping out of his pants, and turning his cock towards me. "That OK Jerry?" he asked gently. His cock was about 7 inches and with what we call a lazy lob, partly swollen but not erect. He had a foreskin from which his tip was starting to peep. My breath was short and my heart was racing, and he lifted my hand to touch his cock, "Don’t worry it wont cum yet. It’s waiting for the when YOU want it to cum". I stroked him and he swelled more and his tip poked out further "A bit of advice Jerry" Bill offered, "use your mouth to get it hard, that way you get the feeling of the foreskin more on your tongue"
He sat and his cock retreated inside his foreskin and he helped my head to his groin, making sure the cam view was uninterrupted. "Good boy, Jerry, open a little and let it find its way past your lips." He fed his cock into my mouth forcing it softly past my eager lips, and my tongue began to explore his foreskin probing and tasting a man's cock for the first time.
The feeling of putting my tongue inside Bill's foreskin was exciting and as I reached his cock tip within I felt very hard myself and let go quickly. "Sorry Bill" as his cock came from my lips "Ok Jerry, you don't have to if you don't want to"
"no, no, Bill I do want to but I'm afraid of cumming myself".
Bill patted my head "Ok hang on a moment" He got up and took off his shirt and went to the bathroom, coming back with a large towel. He put this on the floor and said calmly and encouragingly, "Sorry Jerry, we moved a bit too fast I guess. Why not get undressed and then you can kneel on this towel to catch your cum. Then you don't need to worry about cumming"
I willingly took off my clothes and saw Cheryl smiling nicely and excitedly on the cam, she waved to me and I waved back. Bill smiled "Ok now Jerry?"
I knelt again and quickly took Bill's relaxed again cock in my mouth and started tonguing inside the foreskin, reaching within the tight skin to his tip and tasting the saltiness of his pre-cum. I swallowed it greedily - another man's juice, I thought excitedly and felt my own cock hard and in free air, starting to ache a little as it became more excited. "Try to forget your own cock Jerry," said Bill stroking the back of my head, "You can cum many times on your first experience, and they are all great too. Let it cum when it wants and just enjoy your tastes and the feelings in your mouth"
I started to suck as I probed with my tongue and his cock started to swell and the tip forced the foreskin away. My tongue tasted the free running juices from his cock and I slid my mouth up and down his shaft sucking and licking the swollen cock within me and feeling my own cock start to cum. I heard Cheryl’s voice behind me saying "Cum Jerry cum for me," and Bill saying “let it out Jerry. Nod when you want me to cum"
I nodded and pulled my mouth over his cock and got it right in to my mouth, holding his ass cheeks to keep me there. As my own cock started to explode, I nodded and straightaway I heard Bill moan and felt his cock start to jerk and felt his cum surge into my mouth. It was warm and creamy and could not find room to go anywhere so I swallowed some and felt my own cum spurting on to the towel below, as I pulled away a little to keep his cum in my mouth. He spurted so much I could not contain it all and it squeezed out the sides of my mouth and ran down to my chin. As Bill relaxed and his cock softened he said, "That was great Jerry. You are good" and allowed me to pull off of his slack cock, I sealed my lips as I did and did not swallow. I looked up to the cam and opened my mouth for Cheryl to see the cum still in my mouth and on my tongue and as she looked at me clapping her hands and smiling excitedly saying "Well done, Jerry" I made a show of my tongue loaded with Bill's cum and swallowed everything, putting out my tongue to show it had all gone afterwards. "I love you Cheryl. Thank you so much for arranging this" and she smiled warmly and lovingly. Bill said "I got lots more when you want if you want. The cams got lots of time on it"
"Yes Bill I do want more, lots more. Everything I can have"
That leaves me with a possible extension to the story, if I don't have more real action to report...
