My best friend Davey and me did everything together. That included jacking off together and we even fucked around with his cousin Beth! He was just as horny and kinky as me, but we were both pretty shy around girls. Here we were, both of us 19 and in our first year in college, and neither of us had girlfriends.
Davey had a fetish for panties, especially his mom's. Lots of times he grab a pair of her undies, smell them and jack off with them. I admit I did it too. What surprised me was when I saw Davey a pair of pantyhose one day!
"You gotta try it! It feels so good on your legs and cock," he told me.
We never considered ourselves gay, we both liked girls too much. This was going a little far, wearing women's panties and stockings, but Davey was right! It did feel good. Pretty soon we were wearing pantyhose a lot. We'd rub our legs together...rub our cocks together in the satin material. Then jack each other off like crazy! But then we got caught!
"What are are guys up to?" my mom blurted out and then giggled.
Thank God me and Davey weren't jacking off! But we were in my bedroom parading around in stockings and panties, teasing each other and looking in the mirror. Davey was embarrassed like hell and ran to my bathroom, leaving me with mom. Hell, she wasn't supposed to be home from work!
"So, what's with the clothes Jeremy?" Mom asked. I had to think fast.
"Oh well we were just goofing off. We, uh...well we thought it would be funny if we dressed up like girls for Halloween," I lied.
"Really? Huh! That's a fun idea! But you two won't be winning any beauty contests looking like that!" Mom laughed.
I can't believe mom believed my made-up story about dressing up for Halloween. Even worse is that mom made a project into helping us with our "costumes"! She was crazy about the idea and always had a sly chuckle about how she was going to make "us girls" look so cute! What did I get us into?
Halloween was only a couple days away and mom had already taken us to several stores. Mom picked out "cute" outfits to wear, even bought us wigs and make-up! Even mom got in the Halloween spirit and was designing her own costume.
My mom, Brenda, wasn't gorgeous but had a very pretty face. Although mom wasn't quite yet 50, she had started going prematurely grey so she always dyed her hair jet black. Her hair was really long, falling all the way to her rather large ass. Her boobs weren't very big but not small either. She had a very pear-shaped figure. I never really thought about mom sexually until this all started.
"Jer, this is really wild having your mom dress us up like this," Davey said to me. "She's not bad looking either, I like her big butt!"
I had to agree with him. I might have otherwise been pissed at him for his comments but we were stroking each other off at the time.
"Imagine if my mom was sucking our dicks!" I blurted.
That thought sent us into a frenzy and soon we were pumping out huge gobs of cum. The more we talked about it, the more we fantasized about fucking my mom and Davey's mom too!
It was now Halloween. We planned to go to a local haunted house and then maybe to a party that Davey heard about. Mom spent an long time doing our make-up. It was difficult, but she even got false eyelashes on us too! She put on fake nails and painted them...even trimmed and painted our toe-nails. Mom always said the devil was in the details. She helped us dress, which was very embarrassing because both Davey and me started getting hard!
Mom finally revealed us in the mirror. I couldn't believe it! We were both wearing Catholic-style schoolgirl outfits, I was a redhead, Davey a blonde. Sure you could tell we were guys but only up close! We certainly didn't look freakish like some cross-dressers do. Mom pulled up our stockings, smoothing them out. I was raging hard, my cock strained against the tight satin panties. I could see Davey's prick making a huge bulge under his plaid skirt.
"Okay 'girls', I'm going to go get dressed. But you aren't going to fool anyone with these," Mom said, actually patting our crotches. "You better deal with that or I might need to strap them down!" She giggled.
After Davey and I took care of our erections, mom came out and she looked really wild! She really did up her make-up, her fair skin contrasting with her dark eye-shadow and lipstick. She wore a dark purple witch's hat and a very sexy black dress. The dress had a silver cobweb design and a zig-zag pattern at the hem. Mom was obviously wearing a push-up bra because her tits were showing cleavage, jutting out of the low cut dress. Really hot fishnet pantyhose clad mom's thick curvy legs and her dress was barely covering her ample ass!
