I had and on again/off again flirtatious relationship with my bestfriend. Here is how it all began.
James and I had been really good friends since elementary school. He was familiar, not to mention handsome and a very charasmatic person. James is shorter than most, around 5'5 or 5'6 if I had to guess. Very muscular, but the thin type. He was very into weightlifting and crosscountry if that tells you anything.
I'm sort of a polar opposite. Tall for a girl, I stand at a pretty 5'10. I'm a lot more confident now, but I definitely had some issues with size and weight in my formitable years as you would expect.
My bestfriend in the whole world was a good source of me gaining confidence. He was so outgoing and would invite me to things and always made sure to include me when it was appropriate. I loved him so so much growing up it was ridiculous. But, life moves on. Sometime around 12th grade, we both had a deep conversation regarding our feelings toward each other and moved on to date/find love elsewhere.
James stayed single in our adult lives, where as I got married and had some babies. Everyone loves uncle James, as we remain living in our hometown.
Now that the mushy background is over...on to the good stuff. One night around 4am after a bonfire, my phone gets a buzz buzz as I'm still tipsy on my couch watching tv. I open it to an image of a pretty big penis! Its thick, with veins all around the shaft, but subtle and nice. I scroll down eagerly for the rest of it, as of course I had to zoom in. My pussy is throbbing at this point. I have a few guys that I text with like this when my husband is asleep or away on business, so it's not really a shocking situation at this point. What is shocking is when I find out who sent it.
I had the drawstring untied from my "dont pull out" shorts ready to go when I noticed it was from my bestie. "OMG JAMES" I texted back. I kind of knew he was packing, just based off of the stories he told me, but goddamn. I saw the elipses of him typing out probably a long ass appology, but I did not want to have to go through that at this point. Time and place, and I was already way too turned on.
I pull my night shirt up, exposing my tits to the cold air. My nipples already hard from arousal, I quickly took a snap and sent it back. The dots went away and I assumed he must have been viewing the goods, because I did not get a text back for about 45seconds. Anxious for the response, I finished taking my shorts to my ankles and took off my shirt completely. I muted the tv, popped up the picture and started to masturbate.
I got another text shortly after I started, with just a picture of his hard abs, with that big thick cock resting on them. The captiom he typed out was just the sly smiley face emoji, and "you down to help?" I propped my phone down in record speed to show him my tight hole from the bottom. "Lets fucking go"
I covered my speaker up as soon as I heard the loud ass ringtone of the video call. I answered, giving full view of my big chest and lips. He had his phone resting on his stomach, big fucking dick on full display in front of me. I alternated rubbing my tits for this beautiful man, squeezing and teasing my nipple while he jacked off slowly. "Faster," I demanded. I loved how in control I felt. I told him to keep going, giving instructions on how and what I wanted to see.
He told me he was close, so I asked sweetly where he wanted to cum. I angled my camera up more, so it really only gave him a few choices. "Open your mouth and keep those tits in" GOD that was amazing to hear. I enjoyed every bit of the give and take we were doing here. He gripped harder on his head and began to move with a purpose. I followed direction and opened my mouth wide, with my tongue dripping spit onto my tits. My nipples were almost blowing in the air they were so hard. James exploded on the other end of the phone, cum shooting everywhere, all dripping over his hand and dick. I gave moans of encouragement throughout, damn near reaching orgasm myself.
We got off the call shortly after and said our goodnights without mentioning or stating wtf we just did. I went to bed fully satisfied, but woke up needy and wet. Part 2 starts with a house all to myself, with needs having to be met.
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