My Best Friend's Mom | 2016

As Mitch and I drove back to Seattle he excitedly told me of his night with "Karen" the hot chick he'd been making out with when last I saw him. Evidently she was a nasty one and he'd had the night of his life. I was not ready to tell him the truth about the "Cumbox" so I lied and made up a story about a girl I met at a different house, letting him believe his night was better than mine (HA!). Mitch and I had grown up together and were best buddies all our lives. My home life was a mess. Suffice it to say that my parents weren't really "there for me" as they say. Consequently, I spent a lot of time at Mitch's house. His mom treated me like a second son, although I thought of her more like a big sister.

Kari was in her mid thirties but looked much younger. She was about 5' 2" tall and had dirty-blonde hair down to just below her shoulders. She kept in great shape and turned the heads of men and boys wherever she went. Mitch's dad had died when Mitch was little but had left them enough through life insurance and investments to provide a nice suburban home and enough money so she didn't have to work. Kari wanted Mitch to have a male influence in his life, so Mitch spent a lot of time away from home with his Uncle. When he was away, I spent a lot of time at Mitch's house and I got to know Kari quite well since I didn't like to be home with my family. During high school Kari and I had many conversations in Mitch's absence. We talked about everything from school work to family problems and even my skittishness around girls. One weekend during my sophomore year I even introduced Kari to weed, getting her high as a kite and both of us laughing for hours. She made me promise never to tell Mitch. About this time I started to have sexual feelings for Kari. She had the cutest smile, complete with dimples, and the way she smiled at me... I would just melt inside. I felt like I could tell Kari anything and was itching to tell her about my experience at WSU. I mean, I was nervous as hell, what if she thought it was disgusting and never wanted me around Mitch or her again? But I thought I knew her well enough that she would be understanding and supportive. At this point I didn't know if I was gay or straight. Hell, I'd never even experienced sex with a girl, so I didn't know what I was. But I DID know two things; 1. I enjoyed sucking cock and eating cum 2. I loved sniffing Kari's panties and masturbating into them. One day a few months prior to our road trip to WSU, my parents were fighting so I'd gone over to Mitch's house to escape the drama and found no one home. I knew where their spare key was so I let myself in to hang out until I felt I could safely go home. I don't know why but I decided to snoop around. I looked in Mitch's room, but nothing was there that I hadn't seen a million times before. I'd never been in Kari's room, so I headed down the hall and into her bedroom. It was an average bedroom with a Queen-sized bed and a dressing table. I sauntered over to her dresser and opened the top drawer. Panties. I stood and stared. I'd never seen so many panties. I reached out and felt one, then another. They were so soft. I lifted some to my face and inhaled. There was a hint of "Kari-ness" about the smell, probably just from the perfume on her dressing table. Now I was getting horny. Feeling emboldened, I unbuttoned my pants and pulled out my cock. I found a sexy yellow pair of panties with a lacy trim and began to rub them on my growing erection. Very nice, but I hadn't lost all control, so I put them back and stood back looking at them all and wondering what they might smell like after they'd been worn. I put them back and closed the drawer and was about to leave her room when I spotted the laundry hamper inside the open bathroom door. Slowly, with a grin spreading across my face, I walked to the bathroom. Raising the hamper lid and peering inside I saw Kari's dirty clothes. On top was a pair of her tan corduroy pants (somehow these looked incredibly sexy on her) and a bra. I fished around and found a pair of purple cotton panties Snatching them up, I lifted them to my nose and sniffed. Oh Jesus. It was a musky, heady smell. I'd never smelled anything like it before and I grew harder the more I sniffed. I looked in the hamper for more and found a pair of plain white panties with a tiny little bow in the front waistband. I took both pair and walked back into her room I took off my pants and laid down on her bed. With one hand I rubbed a pair of her panties over my face, breathing in her scent. With the other hand, I rubbed the other pair over my cock and balls. Heavenly. I'd never been so turned on. Stroking the soft cotton up and down my shaft I sniffed and sniffed, picturing Kari's body in my mind trying to picture her in the nude standing over me. I was getting close and started stroking faster and faster, finally erupting my cum into the crotch of her purple panties. Damn! That was incredible! I lay there for a few minutes until I thought I heard the garage door open. Rushing like mad, I got dressed, smoothed out the bed, put the white panties back in the hamper and pocketed the purple ones. I ran down the stairs and out the back door just as the front door was opening. I snuck around the house and hid the key where it belonged and ran all the way home. Over the next couple of months I somehow managed to keep up my talks with Kari and also periodically check out her hamper for new (dirty) panties. After masturbating into them at home I would wash them and then sneak them back into her hamper. She was never the wiser. So, by the time we left for WSU I was a seasoned panty sniffer and yet still a virgin. It was a week after we got back that I summoned the courage to head over to Kari's house to talk with her about my Cumbox episode. Being older I thought she might have some advice for me (I was also itching to get into her laundry hamper again if possible). Mitch was away again with his Uncle so I knew we'd be alone. Kari invited me in and we sat down in the kitchen with some coffee. "So! How was the WSU road trip? Mitch didn't really tell me much" she said "Well," I hesitated, "I've been wanting to talk to you about that, but I've been really nervous. I don't want you to think badly of me Kari." "Oh sweetie! You know you can tell me anything! Did something happen?" I then proceeded to tell her the story of the gay frat I stumbled on. I was just telling her what I had seen in the basement; the guys making out on the couch, Billy blowing Aaron up against the wall and me getting really turned on. Kari's mouth was hanging open, but I sensed that she was a little turned on as well. I was looking into her eyes as I was telling the story when "KNOCK KNOCK KNOCK" came from the front door, startling both of us. "Hello! It's just me" came the voice from the front porch It was Jessica, Kari's friend from up the street. Now, let me tell you about Jessica. Jessica was in her mid to late 20's, a single mother with three daughters all with different fathers. I didn't know her whole story, but she had a nice house and didn't work, so some or all of her ex-lovers or husbands must have been supporting her and her girls. Jess was half American Indian and half Italian with dark olive skin, long black hair and large breasts, about 5'4" tall and had an hourglass figure. She was frequently at Kari's house when I was there, and while I never opened up to her like I did with Kari, I wasn't uncomfortable around her. Jessica let herself in and walked into the kitchen. "Hey guys! What's happening?" she said and smiled at us both. "Well," Kari said, as she looked at me. I could tell she was going to spill the beans about my story and I shook my head slightly to try and tell her I didn't want to talk about it in front of Jess. Kari looked away from me and back to Jessica and said "Kevin was just telling me about a gay Fraternity party he went to over in Pullman" They both looked at me and I'm sure I had a horrified look on my face. "Do continue!" laughed Jessica, "Don't let me stop you, sounds fascinating!" "Let's all move into the living room then," said Kari. I sat in a chair and they both sat on the opposite ends of the couch facing me. They could tell I was still nervous I think, so Kari suggested I light up a joint. We smoked a bit and then Jess said, "So...? What happened at the frat house?" I started the story over and when I saw they both were squirming a little, I went into vivid detail about the sizes and shapes of the penises I saw in the basement. When I explained about the cumbox itself and what Jim wanted me to do inside, Jess slipped her hand down the front of her skirt. Kari was rapt with attention, her mouth hanging open again as I described my first blowjob and the cocks coming through the glory holes in the box. Jessica's hand was moving up and down, back and forth slowly under her skirt as she listened. I was now visibly hard and had to adjust my erection. I'm sure I blushed as I did this, but didn't waver from the story. By now Kari had noticed both Jessica playing with herself and my erection. As I described the first cumshot erupting in my mouth and all over my chest, Kari let out a little squeal and Jess laughed slightly. I kept going and by the time I got to the part about the butt plug, Kari had unbuttoned the top button on her shorts and had a hand down inside. Jess was really going to town on her own pussy and it looked like she was going to cum soon. As I reached the point where Jim came in my ass, both women were cumming on their own fingers. I stopped, deciding to skip the remainder of the night. Both women were a little embarrassed and looked at each other then to me. "Um...", said Jess "So! Sounds like you had fun!" "Kevin was feeling confused about the whole thing I think, right Kev?" said Kari "Yeah, so am I gay or what? I mean I really liked it, but I still find that I'm attracted to girls. I don't know what to think anymore." I sat back and adjusted my erection as slyly as I could, but I knew they both noticed. Jessica looked me in the eyes and said "Kevin. Have you ever actually been with a woman?" I didn't say anything, but just looked over to Kari... Download the full story here: http://bit.do/mbfm-fullstory