I have started writing about 18yo Tom’s first threesome, stay turned for some of the details. I was wondering though, when was the first time you received anal? How was it and did you like it?
Working up to my first anal was pretty slow, I remember masturbating and playing with things in my butt after I sucked cock for the first time. My attitude was, other people are doing this, maybe it is a turn on. I was right. Although occasionally it hurt a little after my orgasm, playing with my arse definitely made me cum quicker and then when I was receiving a blowjob, any touching of my butt hole made me cum quicker as well.
While this was mostly with guys, I did have some girls who were happy to finger my while sucking me off which was awesome.
It was years though before I worked up to taking a cock.
So, I’d love to hear your stories on your first time taking a cock in the ass….
Over the last two weeks my regular fuck buddy has been 18yo Tom. I haven’t written about it much because Tom asked me not to which I completely understand.
However, I am allowed to tell you guys that yesterday, for the very first time, 18yo Tom took a cock until it came and then he came without even touching his cock. Just for the record, it was my cock in his arse.
More details tomorrow, but thought you guys might have wanted to know.
OK guys, I’ve just added another chapter in this for the members so I thought I’d share a little more of this experience with you guys.
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I left off earlier in the week with Alex and and I at Tom’s door and he opens it wearing his tiny, super tight, competition school speedos. I asked Tom if he’d like Alex and I to leave our shoes, shirts and shorts at the door……
Tom thought that was a good idea and Alex and I stripped down to our speedos.
We then followed Tom into the kitchen which looked out towards the ocean. Alex and I were both starting to get hard now and I had to adjust the front of my red speedos.
Tom offered us a beer and the three of us sat around the breakfast bar, which is about 10 times bigger than the breakfast bar at my house. I did check with Tom that nobody else was expected at the house. Can you imagine what someone would think walking into the kitchen seeing three guys sitting around, having a beer in nothing but speedos?
Tom was eager to hear about Alex’s experiences and it was pretty hot hearing Alex explain the loss of his ‘gay virginity’. Tom told us that he enjoyed jerking off while playing with his butt and while in the shower he would slip a finger in his own arse. Otherwise Tom had never put anything else in his arse and was concerned that taking a cock in his arse would hurt too much. Alex said that he had been scared as well, and I said that I remember having lots of ‘oral’ experiences before I ever tried to take a cock in my arse.
After we had finished our first beer, Tom got up to grab another round from the fridge and he wasn’t hiding the fact that he was no longer ‘semi’ hard but rock solid hard and his tiny competition speedo was struggling to contain his cock.
Taking the first step is always awkward so I decided to start things moving.
“So Tom, would you like to fuck my arse?”
Tom forgot about the beer and came back to the breakfast bar. I told Alex to get Tom ready and I undid the drawstring on the front of my red speedos. I was doing this so that when he was ready, Tom would be able to pull down the back of my speedos.
“Alex, why don’t you help Tom get ready?”
The entire time while we had been talking and drinking a handful on condoms and a bottle of lube had been sitting on the kitchen bench in front of us but we had all ignored it and nobody had said anything about the items.
Alex came over in front of Tom, Alex undid his super tight high school speedos drawstring. Then Alex pulled Tom’s speedos down below his balls – Tom’s cock was rock hard. Normally Alex and I fuck with our cock out the leg of our speedos but Tom’s speedo were just too tight.
It was pretty hot watching Alex work young Tom’s cock and Alex was shaking a little bit.
Then Alex unwrapped a condom and started to put it on Tom’s cock. He rolled the condom down Tom’s beautiful cut cock. Tom was really turned on and he moaned as Alex’s hand slid down his cock.
With the condom on, Alex grabbed the bottle of lube and squirted a generous glob of it in the palm of his right hand. Alex stepped in front of Tom and grabbing his speedo clad butt with his left hand, Alex smothered the lube on his right hand down Tom’s shaft.
They didn’t kiss, if they had started kissing I’m pretty sure I would have unloaded in my speedo.
That thought was prove to be a little bit prophetic. Alex was rubbing Tom’s condom covered cock lubing it up and I think they were both enjoying it. All of a sudden Tom’s moans got really loud and his hips started spasming….
Tom was cumming…..
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