Runners Surprise Part 3
Colin and I messaged each other every day, but over the next two weeks everything seemed to either separate us, or on the odd chance we had together, it was interrupted by something or someone else.
On Tuesday I managed to finish work on time and went to the training session. In the few moments we spoke, we realised that neither of us had a race on the Sunday so planned to spend the whole day together.
On Thursday I sent Colin the following message:
"As we will have all day together on Sunday, do you want to introduce me to anal sex? You will have to lead the way as I have no idea of what to do. I will make sure I have everything that we may need."
His reply arrived within an hour:
"We can do that but only if you promise to go no further than you are comfortable with."
I just replied: "Okay."
In my shopping on Saturday afternoon, I purchased enough food for both of us, some lubricating gel and a pack of condoms. Not being an expert I thought a pack containing 6 condoms would be plenty to start with but I could have been wrong?
Colin arrived just before 10 o'clock on Sunday morning. He was casually dressed and always looked handsome. I showed him in and after I had shut the door we kissed. I could feel the passion in the energy of his kiss. I was excited, worried and scared which is a strange set of feelings to have at the same time.
We walked up to the bedroom and I saw Colin look at the purchases I had on the bedside table. He turned to me and said, "This does not have to go all the way. I want you to feel safe and at any time you feel uncomfortable I want you to stop me. Our relationship is more important than anal sex."
I promised him I would do that.
We kissed for a few minutes and our hands moved over each other's bodies and I could feel he was fully erect with his clothes still on.
"I know this may be a bore but can I watch you undress?" Colin said.
"Of course it is okay."
I stepped back and removed my shirt. I did not understand why seeing my skinny, naked body would excite him, but we all have our own sexual tastes.
I unbuttoned my trousers and dropped them to the floor. My semi erect penis was showing its prominence under my pants. I lifted the top of my pants over my cock and let them drop to the floor and stepped out of them. I stood motionless for many seconds while he looked my body up and down. My cock became more erect with each second. He then undressed himself. I was excited to see his beautiful cock, and when it was released from his pants it looked better than ever.
It stood vertically erect with the head a much deeper red in colour than the shaft.
"Wow, that is a thing of beauty." I said.
"Are you worried?" He said with a smile.
"No, you promised you would be gentle with me."
We joined each other in a long kiss with our cocks both standing in line between our bodies.
We moved onto the bed and kissed each other, with our hands gently teasing each other's bodies. Colin told me to get on all fours, which I did not knowing what would come next. He moved behind me and kissed each cheek of my bum. Then he kissed the entrance to my bum, it felt nice. Then his tongue licked around the entrance for a short while before entering me. It was warm and very sensual and sent a tingle through my whole body. After a couple of minutes, he raised himself up and took the lubricant from the bedside table. He put a good amount on his finger and ran it around the entrance. He was certainly making sure everywhere was covered. Gently he started to enter me with his finger. I relaxed as much as I could to allow access, and after a minute or so his finger slipped inside. He pushed it in and out and the feeling was like being entered by a small very solid object. There was no softness to his finger but I knew he was opening me up for the big event. He leaned forward and quietly said, "Are you ready to try the real thing now?"
"Yes, but please be careful."
He put a condom over his cock, then covered the fantastic specimen with lubricant. It did not look as good with a condom on it but its size was impressive.
He moved between my legs and he gently pushed the head forward. I tried to relax as I wanted this to be good for him. After 5 or 6 gentle attempts the entrance had opened to take some of the head of his cock.
"Are you okay?" He asked.
"That is fine, it is tight but not painful. Will you let me know how much is in?"
"Of course I will, most of the head is in now but I will still go slowly."
He kept to his word and pulled his cock backwards and forwards in small amounts, but each time he pushed in, he went in a bit further. What was interesting, was I could feel it was tight but it was never painful. This process went on for a couple of minutes until Colin said. "The head and half of the shaft is now in. Is that still okay with you?"