Maggie and I have been friends since before I can remember. We were in the same grade, went through all levels of school together and ended up rooming together in college. We have been through good times and wild times and even though physically we are very different, we have always been best buds.
Maggie is 5'10 with brunette hair and weighs 130 pounds whereas I am 5'6 with sandy blonde hair weighing 120 pounds. She has a leaner, longer build and I was a little more fit because of my participation in athletics. We are only two weeks apart in age and that year we were both 19 years old. The previous school year at USC, we shared a dorm room and got into plenty of mischief but it wasn't until our sophomore year while living in an apartment together that we came up with our most outrageous money making scheme.
Early in that fall semester, Maggie had a boyfriend named Skylar and I was unattached. I had just come off a breakup and wasn't looking for one but went on plenty of dates. Skylar played tennis who had a nice slender build. He would come over and hangout at our apartment for extended periods of time. I was majoring in pre-pharmacy, so I had to study frequently which caused me to be in my room much of the time. Our common living room was conjoined with the kitchen as part of an open concept.
I was in the kitchen with Maggie making us a snack when Skylar blurted out to Maggie, "Damn baby, I want to have sex. C'mon lets go."
She retorted, "I told you a hundred times, I'm on my period and I feel yucky right now. I'm not in the mood."
Skylar flipped his arm in the air and sighed, "Why can't we do something? We don't have to fuck. You can give me a blowjob or even a handjob."
Maggie in her confident, sarcastic tone replied, "You can give yourself a handjob. You have two of them."
From across the room, Skylar yelled, "Damn! I would give 20 dollars for a handjob right now. No shit!"
I looked at Maggie and smiled. She read my mind and smiled back while shrugging her shoulders as if to say, "Go for it."
I walked over, stood right in front of Skylar who was sitting on the sofa and offered, "OK big boy. Let's see it."
He was shocked and half embarrassed when he asked, "See what?"
"You said you would give 20 dollars for a handjob and I need alcohol money so pull out your cock and let me see it," I shrugged.
Skylar didn't know what to think about my seriousness or even if Maggie would approve when I verbally nudged him again, "I don't have all night. Whip that thing out."
By then Maggie was standing beside me and commented, "Get it out baby. Britt will take care of you and then you can leave me alone. Hurry up though, I have to take a load of laundry down to the washing machine and when I get back we need to run up to the store. I will be right back."
I ordered Skylar, "Stand up so you can pull down your pants."
He was still unsure like it was all some kind of joke but when Maggie walked out of her bedroom with a clothes basket full of dirty laundry, it became more real. He didn't want her to be angry but he was also very horny. He hesitantly stood up and unbuttoned his shorts. He began pulling them down and his hard cock flopped out. He sat back down with his seven inches completely erect. I knelt down on top of his bunched up pants that were surrounding his ankles. I took hold of his circumcised hard-on as he gasp, "Uuhho!"
I started stroking it while looking him in the eye, "You like that? You needed that prick jerked off, didn't ya?"
He murmured, "Ohhh, you have no idea. I'm not going to last long."
I jerked his meat a little faster. Skylar leaned back on the couch and gave me that blank stare a guy gets when he is about to cum. With my opposite hand, I lifted his shirt up to his neck before encouraging, "Go ahead and shoot it all over your belly. Let it out."
His mouth opened, "Huh! Huh! Oh! Here it comes! Yeah! Auggh! Aughh! Aughh!"
His entire body jerked as the first spurt landed somewhere up around his chest, nearly missing his shirt that I was holding up. The second and third shots landed around his breast bone and the final shots coagulated all over his stomach. After he finished, he let out a resounding, "Augghhh, that felt great! I needed that."
I stood up and while wiping Skylar's jizz off the back of my hand with a tissue, I agreed, "I could tell. You came a lot. Look at the mess you made. I will take that twenty dollars now."
He laughed but when I asked again while holding out my palm, Skylar knew that I wasn't joking. He pulled out his wallet from his scrunched shorts and handed me a crisp 20 dollar bill. I giggled, "Thank you."
Just then Maggie came back in and laughed at Skylar, "It looks like Britt took care of ya. Now go get yourself cleaned up so we can leave."
While holding his own shirt up, he shuffled his constricted feet across the floor and into the bathroom. When the door closed, Maggie said to me with a big chuckle, "You must have been pretty good. He usually takes longer than that."
I laughed, "It only took a few minutes. Easiest 20 dollars I have ever made."
We both laughed and Maggie went into the bedroom. When both of them left, I didn't think much about it as my day went on as before. We were to attend a small party at a friend's house that evening and I also had errands to run. I needed to pick up the now affordable alcohol for the get together and wanted to buy a new outfit. Everything was completed in a few hours.