It began innocently enough. Dave was browsing an online store killing time. He wasn't planning on buying sissy panties. He was thinking about his early marriage and how great the sex was and one thing led to another. His wife used to always wear lingerie or sexy panties whenever they made love. 20 years and two kids later, now she bought boring cotton panties and just wanted to do it missionary style. He started looking at panties to buy for her and started daydreaming about one time when they both put on pantyhose and had some wild sex. The feel of those hose was erotic and his dick started to harden at the thought. He started typing in pantyhose in the search bar and mens pantyhose was an option. Figuring he'd take a look just for kicks he clicked search. Different brands of pantyhose with a sheath filled the screen and also an icon for boy short panties with a penis sheath. His dick hardened more. Before he knew it he'd bought a 2 pack of sissy panties, one pair purple and one pair white. They were silk with a closed nylon sheath and were being delivered on Wednesday. He couldn't wait.
Wednesday morning while at work Dave got an email alert that the panties had been delivered. Luckily his wife worked late on Wednesdays, but he decided to take a half day to have more time to enjoy them. He left the office at noon and pulled in to the house shortly thereafter. He grabbed the package out of the mailbox and opened the front door. The dog ran outside as he walked in and Dave swung the door shut. Unfortunately for him it didn't shut all the way.
Next door Mike was trying to start his lawnmower, but it wouldn't. He saw Dave pull up and hurry into his house. He hated to bother Dave, but he just was inept at anything except IT work. Mike's wife and Dave's wife were best of friends. So naturally the two couples spent a lot of time together. But, Mike knew Dave wasn't thrilled at hanging out with him. Where Dave was tall and in great shape, Mike was short and thin. Dave was a man's man, Mike a little nerdy. Dave was a jack of all trades, Mike could barely hang a picture. That said, Dave was always nice to him and helped him with any handy work around the house, which meant Dave did all the work and Mike watched. It was embarrassing and he felt Dave did all that to belittle him in front of his wife. Mike thought for awhile before swallowing his pride and began walking over to see if Dave had time to look at his mower.
Dave was in his bedroom naked deciding which pair of panties on his bed to try out first. Purple. He pulled on the silk panties and slid his 7 inch cock into the nylon sheath. He instantly was rock hard. Oh my god, he thought, these feel amazing. He laid back in bed and pulled up a site to watch porn and jerk his sheathed shaft. Blowjobs was typed into the search bar and he clicked on a milf sucking off her man. He watched that one for a minute and clicked out to see his others options. He noticed a video with a chick in panties giving head. That's the one. As the video started Dave realized it was a crossdresser in a wig and makeup. But something about it made him stroke even faster. He kept watching and jerking. The feeling was so intensely good that he couldn't stop stroking.
As Mike was walking up to Dave's house, the dog nosed open the door and went inside. Mike got to the open door and walked in without much thought, he'd been there plenty of times. He walked through the main hall into the open plan house, but didn't see Dave. He started towards the master bedroom and was going to call for him when he heard what sounded like porn. Mike eased towards the open door and looked in. He saw Dave wearing sissy panties jerking off watching shemale porn! Mike couldn't believe it and felt his dick starting to twitch. He raised his phone and hit record. This was the hottest thing he'd seen in awhile.
Dave was stroking his sheath enclosed cock loving the smoothness and taboo of it all. As the dick in the video started cumming in the crossdressers mouth Dave blew his load. Holy fuck that was intense he thought. He was relaxing in the afterglow running his hands slowly over his silk panties when he heard, "That was hot as shit". Dave jumped up quickly scared to death and looked over and saw Mike.
"What the fuck! Get the hell out of here!"
Mike held up his phone, "Not until you help me out with this." as he pointed to his crotch. "I recorded you in those sissy panties and have sent the video to a secure site. You don't want to explain yourself to family, friends, and workers do you? "