Pantyhose Surprise

Brad had the house to himself as his parents were on a weekend getaway. Brad knew they didn't trust him even though he'd recently turned 18. He was certain they'd asked the next door neighbors to keep an eye on things. And when Mrs. Brown called him Friday afternoon inviting him to dinner, he knew for a fact. He accepted the invite as Mrs. Brown was a good cook. She also was an absolute milf and why pass on a chance to ogle her.

Brad rang the bell and Ryan, her 18 old son answered. The boys had lived next door to each other all their lives, but rarely hung out. At 6'2 and 190Lbs, Brad was on several sports teams and thus in the jock clique. Ryan on the other hand was a little nerdy. He was only 5'5 and thin. He wished to be part of the popular crowd. Ryan looked up to Brad and tried his best to befriend him, but Brad though polite, never invited Ryan to any parties or in crowd activities. "Hey Brad! Come on in."

Brad entered the house and let Ryan ramble away as he was led to the dining room. Mrs. Brown served dinner and Brad couldn't take his eyes off her. She was wearing a dress showing off her curves and had on nylons. She sat across from him at the table and he had a nice view of her cleavage as they ate. Brad "accidentally" dropped his fork and when he bent down to pick it up he peaked under the table. His was rewarded by getting an upskirt view of Mrs. Brown's fabulous legs and even got a glimpse of her panties. He had an erection for the rest of dinner.

Mr. and Mrs. Brown were leaving for a few hours to meet up with some friends. They said Brad could stay and hang out with Ryan. Brad normally would have declined, but he said he'd like to stay. He really was hoping to get an opportunity to steal a pair of Mrs. Brown's panties. He was scheming as to how when the couple departed.

Ryan and Brad were watching Netflix. Brad looked over at Ryan, "Your mom is pretty hot dude."

"Yeah, I guess. I mean she's my mom, so I haven't really thought about it." Ryan was happy Brad was at his house. He wanted to impress him so maybe he would finally get to hang with the popular kids. He knew his mom was attractive, but he couldn't tell anyone he masturbated thinking about her.

"Well you should. She's better looking and sexier than any of the girls at school. Have you ever seen her naked?"

Ryan was feeling weird talking about this, but he wanted Brad to like him. "No, but I've seen her in bra and panties a couple of times."

"Really?! What kind of panties? Color?"

"Um, I don't know what kind, but one time they were shiny black and the other time red." Ryan was starting to blush.

"Dude, you're turning red. Yeah, you know your mom is a hottie. Have you ever looked in her panty drawer?"

Ryan was at a crossroad, he should change the subject, but this was the longest they had talked in years. Sheepishly, "I've looked in it a few times."

"Oh wow, I'd give my left nut to see all her panties. Can we go look? I mean its up to you, if not, no big deal. I can just head home."

Ryan couldn't let him see his mom's underwear, but he didn't want him to leave. "Okay, but please don't tell anybody."

"No way, I wouldn't do that. Awesome, let's go!" Brad got up and Ryan slowly did too. He led the way upstairs and to his parents room. Ryan went straight to her panty drawer and opened it. Brad was staring at all the different bras, panties and pantyhose. "Holy shit." He started picking up different pairs, feeling them and holding them out. "So soft, I bet they'd feel great on my dick."

Ryan could see how excited Brad was rifling through the panties. This was a great idea, Ryan was so happy he decided to let him see. When Brad mentioned feeling them on his dick, Ryan without thinking said, "They feel pretty good, but her pantyhose feel even better."

Brad looked over, "What do you mean? Have you worn her panties and pantyhose?"

Ryan knew he'd fucked up, "No! I mean just touching them I bet the pantyhose feel better."

"Don't worry, I won't tell anyone. Shit, I'd wear them too if my mom was as hot as yours." Brad thought if he could get Ryan to put them on, then he'd blackmail him to steal a couple pairs of panties. "Let me see, put them on."

"No way, I was just joking."

"No you weren't. Come on I want to see. Damn, I'd be jerking off in these all the time. Just show me."

Ryan picked out his favorite pair and sat on his parents bed. He couldn't believe he was going to do this. He took off his pants and jockeys. He slowly pushed his foot in and rolled up one leg and then the other. Standing he pulled them the rest of the way. Brad was watching intently. He noticed that Ryan's legs were almost hairless and they were shapely like a girls. Brad looked on, "Turn around." Ryan spun in a circle. Damn Brad thought, his ass looks hot in those.

Ryan felt his cock growing and put his hands in front of himself. "Okay, can I take them off now."

Brad saw his tiny erection, it was maybe 4 inches long. He kept his eyes on it. "No, not yet. So do you jerk off in those? Jerk through the hose or rub your hand on top?"

"No, I, uh, don't want to cum in them cuz my mom might notice. I, I roll them down a bit and rub my penis on that." Ryan pointed to a small throw blanket on his parents bed. Brad walked over and ran his hand along the material. It was so soft. "I think its rabbit fur or fake rabbit," Ryan explained, "So anyway I lay down and rub my penis on that and when I'm about to cum, I roll over and finish on my stomach."

Brad was captivated. "Show me." Ryan sighed but lowered the top of the hose and laid on the blanket. He began humping. Brad felt his cock harden watching Ryan's nylon covered ass slowly rising and lowering. Brad imagined that was Mrs. Brown's ass and he wanted it. Ryan had his eyes closed and didn't see Brad walk in the bathroom. Brad opened the medicine cabinet and found exactly what he hoped he would.

Brad stripped down and walked towards the bed. Ryan startled when Brad climbed on his back. He could feel Brad's dick moving back and forth his pantyhose covered ass. Ryan shut his eyes and kept humping the fur. They both kept humping and then Brad stopped and reached for the lube he found.

Ryan felt the hose being pulled down exposing his ass. He then felt something pressing against his anus. He stopped humping the fur, but didn't move or say anything. Brad inched his cock into Ryan. When he got all 6 inches in, he lay still for a minute or two enjoying the warmth and tightness.

Ryan had his head buried in a pillow. He felt so much pressure up his ass, but his dick was so hard and he needed to cum. He started humping the fur again. Brad enjoyed the feeling as Ryan moved his hips. An inch or so of his cock was going back and forth in Ryan's ass. He let Ryan do the work for a few minutes, but he needed to fuck that ass.

Brad pulled most of the way out and eased back in, picking up the tempo with each thrust. Ryan was about to cum, "Roll over, I can't cum on the blanket!" Brad rolled them over, he was now on his back pumping up into Ryan. Ryan leaned back on his elbows and watched his dick spew out the largest load of his life. Ropes of cum flew up his stomach and chest as his balls were slapping his thighs. He felt the cock in his ass frantically moving faster.

Brad was humping upwards violently and slammed all the way in yelling in ecstasy, "Fuck!, Take it Mrs. Brown!" He began thrusting again and exploded, pumping cum into Ryan. Finally spent Brad rolled them both off to the side of the bed and stood. His cock still buried in Ryan. He pulled out and cum plopped on the floor. Neither said a word. Ryan took the hose off and they both dressed.

Ryan was putting the pantyhose back and trying to make sure everything looked okay in the drawer. Brad stood beside him and took a pair of blue silk panties and slipped them in his pocket. Ryan didn't say anything. Brad then noticed a wig in the left hand corner of the drawer, not sure how he'd missed it before. Pulling it out he saw it was a blond shoulder length bob style. Running his fingers through the hair he looked at Ryan and realized his facial features were almost exactly like his mom's.

"Do you want to come to my house tomorrow and hang?"

Ryan immediately said, "Yes, that would be great." He was finally getting in the popular crowd.

"Cool. Hey, bring this wig. I've always wanted a blowjob from your mom."

Ryan saw the lust in Brad's eyes. He didn't want to disappoint him, "Okay," he whispered.