This is a story that just proves that you never know what might happen at any given time. My name is Alan. I have been friends with Todd and Lisa for a number of years. Todd and I went to high school together and we ran around together all through our high school days. Now we are both twenty four years old. Todd has been dating Lisa for about four years and the three of us have hung out together the whole time they have been dating. I have dated about six different women during this time but other than having sex with them I would rather spend my time with Todd and Lisa. We go out drinking, go to sporting events, we even go on vacations together. I hang out at their place more times than not during the weekend and have often crashed on their couch for the night.
Well, things got a lot more interesting a couple of weeks ago. It all started when Todd invited me over to watch football and have dinner. Dinner was pizza and beer that I brought over. After dinner Lisa offered popsicles for dessert. Yeah, I know, pizza, beer, and popsicles aren't exactly a gourmet meal but it is within our collective budgets. Lisa knows I like popsicles and also knows my favorite flavor is orange so when she came into the living room to ask if Todd and I wanted one she was already
handing me an orange one. Todd declined so Lisa and I enjoyed the fruity treats while Todd opened another beer.
As Lisa and I were licking and sucking our popsicles, Todd made some predictable comments about how Lisa looked good with a popsicle in her mouth. Lisa in turn teased me by saying I looked like an expert popsicle licker. I played along by taking the whole length of the popsicle in my mouth and moved it back and forth. Lisa's eyes opened wide and Todd said that I looked too much like a natural. I looked over at Lisa and said she was the one who looked like the natural. This was not anything new in that we kidded each other about sex often but never had we talked in the graphic terms we were now. Of course we had all drank a bit so we were quite buzzed so the inhibitions were somewhat subdued. I didn't realize how much until
Todd said he thought I could give Lisa a run for her money at giving a blow job. I just laughed because I assumed he was just trying to give Lisa motivation for giving him a BJ.
I would later find out from Todd that his motivation was for Lisa to get more into oral sex. Lisa had a different take on the comment however.
"Well I bet he can't" she said, "There is a big difference between a popsicle and a cock!"
"No there isn't, they are both the same shape. The only difference is one is cold and one is hot" was Todd's reply.
As I sat and enjoyed my popsicle and their argument they actually started to get a little upset with each other until Lisa said "Okay, if you think he is better we will both suck your dick and then you will know!"
I don't know who was more shocked, Todd or me.
"Now wait a minute" I said, "you guys are getting a little bit out of hand."
"No, Todd thinks there is nothing to giving a blowjob. There is an art to it and he needs to appreciate that fact. I say the only way for him to understand is for him to experience it and compare."
At this point I thought that they were playing a joke on me so I responded"Look, it wouldn't be fair because I would win. I am a man and I know what I like so I know I could give a better blowjob than you."
The look on Lisa's face made me realize that she wasn't joking and I think I pissed her off.
"That's it then, you two are full of it. Todd, drop your pants because I am going to prove right now how wrong you both are."
Todd kind of laughed and stood up and started acting like he was going to take his pants off. As Lisa continued to watch, he hesitated. Then she reached over and finished what he started. He protested just a little but soon he was naked from the waist down. I couldn't believe what was happening. I couldn't take my eyes off of the two of them and thought that Lisa was going to give him a BJ right there in front of me. Todd did too because his cock was rapidly growing. She was stroking it with one hand while looking into his eyes. Todd didn't have a huge cock, it was not as big as my 7 inches but I would guess it was at least 6 inches.
As she stood there stroking his cock she looked over at me and said "I'll even let you go first."
I just sat there dumbfounded. But she wouldn't take her eyes off of me. The thought of giving Todd a blowjob had never crossed my mind before this moment and now that Lisa was inviting me to do it I was surprised by the fact that I was getting turned on watching her stroke him. I realized that my own erection was complete and I was extremely hard. I adjusted myself and Lisa looked at my bulging shorts.
"Look Todd, Alan is hard too. I think he wants to do it."
Todd looked over at me and said "So you want to show Lisa how to suck a cock or what?"
"I don't know. Are you guys serious?"
"Sure, show her how to do it right."
"And if you give a better blow job than me I will give you one as a reward" added Lisa.
Todd looked at Lisa and said "Are you sure about that?"
"Hell yeah, because there is no way he can win."
"So what do I get out of this?" I said.
"What do you want?" asked Todd.
"Well I guess I have to earn the blow job so how bout I get to watch you two have sex. At least I get to see her naked!"
Todd and Lisa looked at each other and Lisa said "Okay."
As I stood up Lisa suggested we go to the bedroom. When we were all there Todd suggested we all get naked. After a nervous silence Lisa began to strip and I followed her lead. Todd only had to remove his shirt and then he lay down on the bed. I tried not to stare at Lisa as we stripped but I couldn't help myself. She is very athletic, small firm breasts with hard pointy nipples. When she removed her panties I could only admire her firm ass and as she turned around I could see she trimmed her bush very close in the middle while the sides and around her labia were completely shaved.
"Wow!" I stammered without realizing it.
"She does look great doesn't she?" Todd responded "Makes giving me a blowjob seem to be a small price."
That last comment brought me back to the reality of the situation. I am standing in my two best friends' bedroom, naked, about to give him a blowjob while she watches me. My cock twitched in anticipation. I turned my attention to Todd.
"Are you sure about this?" I asked.
"Are you?" he replied.
I just got on the bed and crawled between his legs. His cock was hard and he too had closely trimmed his hair everywhere except his ball sack which was completely shaved. As I admired the look of his cock and balls I hesitated.
"Go ahead Alan, give him your best shot and maybe he will give you his best shot'" Lisa encouraged.
I glanced over my shoulder at her beautiful body and said "I plan on winning this bet so I can see that head bobbing on my own cock."
She just smiled at me and said "Good Luck!"
As I turned back to Todd's cock it occurred to me that she might have even meant it. I reached out for and grabbed the first cock I have ever felt other than my own. I admired the warmth and the smooth feel of it. As I contemplated what I was about to do I thought "How hard can this be" and the pun in my thoughts made me smile and giggle just a little.
"What's the matter?" Todd asked.
As an answer I lowered my mouth around his cock and took half of it in. He let out a soft moan and leaned back on the bed. Here I was with my best friend's cock in my mouth and his long time girlfriend watching. It is difficult to describe what I was feeling and thinking because so many things were racing through my mind. What would happen to our friendship? Would either of them respect me afterwards? Why am I doing this? All of those thoughts quickly went out of my mind as I focused on the fact I had a cock in my mouth and a bet to win. As I started to move my head and hand up and down on Todd's cock I felt Lisa crawl on the bed beside me. Her naked body brushed up against mine and tingles ran across my entire body. She moved up and brought her face up close to mine to watch me and, I think, to try to distract me. Although she was distracting, I was surprised to find the feel of Todd's cock in my mouth was even more of a distraction, and a pleasant distraction at that.
I knew what made a good blowjob because I have had many a blowjob, good and
not so good. There is no such thing a bad blowjob but there are definitely blowjobs that are better than others. In my mind I was trying to remember what I thought made a good blowjob. Number one to me was believing that the person giving me the blowjob actually enjoyed doing it. Other things that I liked were a combination of mouth and hand working my cock at the same time. I liked to have my cock sucked slowly at first to warm me up. Toying with my cock by kissing and licking and sucking on my balls also helped get me excited.
"What's the matter, are you giving up?" Lisa asked.
As all of my thoughts of a good blowjob were running through my mind I had paused what i had been doing. Lisa's question snapped me back into the reality f what was going on. I briefly removed Todd's cock from my mouth long enough to say "No, just surprised at how good Todd's cock feels in my mouth!"
I slowly stroked Todd's cock as I looked into Lisa's eyes for a reaction and saw surprise that quickly turned to something else as a big grin spread across her face. I turned my attention back to Todd's cock and when I looked up I saw a big grin on his face too. I had a bet to win! I took his cock into my mouth and started to slowly suck him as I stroked his shaft at the same time.