Sissy Panties Pt. 02

Laying next to his sleeping wife Dave was thinking about what happened with Mike earlier that afternoon. Mike had blackmailed him into sucking his dick and then he had forced Mike to suck his and then they had agreed to meet this weekend. Dave had an erection and he began rubbing it under the sheets, picturing Mike's mouth around his cock. He started thinking about Mike. Mike was a short guy, maybe 5'7, kind of had a feminine frame and face. Dave was remembering sucking Mike's tiny dick, hell it was almost like a big clit. Dave was stroking his cock faster now, imaging Mike in a pair of the sissy panties. Stroking more he thought of Mike in panties and pantyhose as Mike gave him a blowjob. Before long Dave busted a nut up his stomach. He went to sleep thinking he'd have a talk with Mike tomorrow.

Dave was fairly unproductive at work. He couldn't stop thinking about Mike in panties and hose, and then he pictured Mike with long hair and maybe some makeup. Holy shit he thought, Mike would make a pretty hot woman. An idea entered Dave's head and he started researching on the web. Leaving work Dave stopped by Wal-mart and bought some makeup products.

Dave walked over to Mike's when he got home to help him get his mower started. He figured out the problem, no gas, and the mower fired up. Mike was embarrassed. "Thanks Dave. I thought I'd checked that."

"Sure. Hey Mike, um, you still want me to come over Saturday?"

Mike was looking down at his feet and shyly replied, "Yes. I've been thinking about wearing panties all day. I'm hoping you still want to."

"I do and I'll bring over the panties. Hey, you know what's even better, wearing pantyhose over your panties."

"Really? You've done that too?"

"Yeah, me and Cheryl used to wear them together sometimes and have sex. But that was years ago. Last time I brought it up she shot me down. Pantyhose feel awesome though, especially if you shave your legs."

Mike was getting hard. "Wow, shaving my legs and wearing pantyhose. Well, I'll take your word for it." Mike was already planning to shave his legs as soon as his wife left Friday evening. He couldn't wait to try on her hose.

Dave noticed the far off look in Mike's eyes. His plan was one step closer. "Anyways, I'll come by Saturday around 10 or so."

Saturday morning Dave headed over to Mike's with 2 bags. One with beer, as he told Cheryl they were watching the game. The other had the sheath covered panties, makeup, and a wig. He knocked on Mike's door. Mike opened it immediately. He ushered Dave in. "I was so nervous you wouldn't show. Look I shaved my legs."

"Hey, that's great. Here, put these on." Dave handed him a pair of white panties with a penis sheath. "Does your wife have any pantyhose?"

"Yes! She has several pairs, do you want to see them and tell me which ones would be best?" They headed to the bedroom. Dave picked a pair of nude sheer hose.

"Those will look and feel great on you. Go ahead and try them on." Mike wasted no time putting on the panties. He had some trouble with the hose, so Dave showed him how to put them on without ripping them. Mike was now in panties and hose running his hands up and down feeling sexy, his little cock was erect encased in nylon. Its now or never Dave thought. "Hey. You know what would be really hot? I brought over a wig that Cheryl once wore for Halloween. And there was a little makeup left over from the kit. We could do you up nice."

Mike was taken aback. "A wig and makeup? I don't know about that. Are you going to also?"

Dave walked over to Mike. He took off his pants. He was wearing the purple sheath panties. "Well, I can't put on makeup, what if Cheryl calls me home for some reason. I would put on pantyhose, but your wife's won't fit me. But this will be so fucking hot for me to see you all dolled up. Trust me, you'll love how you look and I'll make sure you'll look sexy as hell." Dave ran his fingers along Mike's little dick as he told him this.

Shuddering, Mike said, "Okay." Dave had Mike sit down and he went to work. Dave had watched a youtube video numerous times on applying makeup. He finished the makeup and then put on the wig. The wig was pink with long straight hair. He then applied a deep red lipstick to Mike's lips. Dave's 7 inch cock was hard as steel in the sheath. He had transformed Mike into a hottie. Dave rummaged through the lingerie drawer and pulled out a emerald green teddy and had Mike put it on. She was amazing. Dave had Mike look in the mirror. "Wow", Mike whispered.

Dave stood behind Mike, "I think we should call you Michelle." Michelle nodded her head. Dave led Michelle to the bed. He grabbed one last thing from the bag, then laid down and pulled her to his hard sheath covered cock. She opened and began to suck. Dave looked down at Michelle's pink hair and watched her red lips move up and down. Michelle was on her knees sucking and Dave ran his hands over her ass. His fingers began probing her through the hose and panties. Dave opened the lubricant he'd removed from the bag.

Michelle was running her tongue up and down Dave's cock, sucking as fast as she could. She wanted to finish him off so Dave could return the favor. Her little cock was about to burst. She felt him rubbing her over the hose and panties and it felt electric. He stopped for a bit and then he reached under her panties. Michelle thought he was going to rub her dick, but instead she felt his finger enter her ass. Her head popped up, "What are you doing? After I'm done you can blow me."

"I promise I'm going to make you feel good. Don't worry. Trust me, I'll make sure you cum." Dave slowly fingered her ass. Michelle went back to sucking.

Her ass loosened after a bit and then she felt two fingers enter. She started to say something again, but Dave held his hand on her head. She continued bobbing. It didn't hurt and actually felt okay. She couldn't wait to receive her blowjob.

Dave thought she was ready. He pulled her panties and hose down to her hips and kept fingering. He removed to her head from his cock and quickly got behind her. He pulled his cock from his sheath and squeezed some lube on. It must have dawned on her what he was about to do as she tried to turn away. He grabbed her hips and positioned his cock.

She didn't realize at first what he was doing. He grabbed her roughly when she tried to get away. Oh no, she thought. His penis was entering her. She gasped, "No,no, please I just want to trade blowjobs!" More of his penis went in, she was on fire. "Oh god." Michelle was frozen now, more and more entered until it was all the way in. He didn't move. God she was so full. How did this happen, she had only wanted to wear panties and get head. She went from Mike to Michelle and had let him transform her without a protest.

Dave waited a minute and started fucking her with easy strokes. God, this felt so good. Better than he imagined it would. He'd tried several times throughout the years to get Cheryl to let him have anal sex, but she always rejected him. Now he had Michelle. The future was looking bright. Blowjobs and anal for the foreseeable future. Dave reached under Michelle and felt her stiff clit. She was enjoying this.

Michelle's cock was as hard as it had ever been. Every time Dave thrust in a new wave of pleasure vibrated through her body. She wasn't going to last much longer.

She hung her down looking at her little cock. It was pointed right at her as it exploded. Stream after stream shot out blasting her repeatedly in the face. Moaning, she opened her mouth trying to get as much as she could. It was the most intense orgasm she'd ever had.

Hearing Michelle's orgasm Dave unleashed into her, filling her with his load. He finally released her and went to clean up. Coming out of the bathroom he saw her sitting on the bed, face covered in cum, with a smile on her face. "You want to watch the game and rest for awhile?" She stood, pulled her panties and hose up and led him to the den. Michelle gave Dave a blowjob before he went home. He rubbed her sheath covered clit and she creamed inside her hose.

That evening Dave and Cheryl had sex in missionary as usual. He was dreaming about Michelle's tight ass as he finished inside Cheryl. Meanwhile Mike was laying in bed jerking off. He had removed the makeup and wig, but was wearing a pair of his wife's bikini briefs. He leaned down and aimed his dick at his mouth as he was cumming, thinking of Dave's cock. He couldn't wait for their next meeting.