Swimsuit try on!

I had laid out several different choices of swimwear, each modified in a different way. "Kaylee? Could you come in here?" I called out to my live-in maid. I was standing in our mudroom with several beach items like pool noodles and pool lifesavers. Following the sound of Kaylee's gleeful steps as she skipped down the hall, she poked her head around the corner and said, "Yes sir?"

Her eyes darted to the swimsuits laid out on the table. "Well, normally I would have Mrs. Wilson help me with this. Since you're going to eventually take over as the maid I was hoping you could help me decide which of these swimming suits would be suitable for the beach." Her eyes seemed curious at the prospect. The pieces were each quite revealing, no doubt she was imagining what I would looked like in them.

"That would be fine sir, I don't mind at all." She stood in the doorway and I half-wanted to strip right then and there. There was a small screen to change behind, so I slipped behind it and began to disrobe. Each item of clothing I took off I threw up and over the screen, making sure she knew when I was totally nude. I had not worn underwear for this very reason. The idea of her putting the pieces together and realizing I was going commando gave my cock a twitch. I made a surprised noise and said, "Oh Kaylee, I just realized I forgot to my first suit. Can you hand me one of them? Any will work." Without a word Kaylee did just that and her hand appeared behind the screen holding a red speedo. Rather than grabbing it, I walked out from behind my cover, completely nude. She had her head turned, respectfully. As I took the suit, I said "Thank you!" causing her to jump and turn toward me. In doing so she got a good view of my package before turning back out of embatrassment.

I grinned to myself and slipped on the speedo. This first one I had modified to make sure it was stretched out in all the wrong places. When I had purchased it, it fit my hips perfectly. At this point there was a noticeable slack across the waistband, as well as between my legs. When I shifted too much my cock and balls would flop out in the open. If I bent over in the wrong way you could see the entirely of my asshole and even the back of my sack. I stepped into the suit and pulled it up my legs. At this point the excitement had gotten to me and I was sporting a semi. I pulled the suit over my crotch and up to my waist. From normal angles everything seemed to be covered, but I was ready to let that all change.

I stepped out and held out my arms, "So, how do I look?" Kaylee's eyes went from my face, down to my chest, and then locked onto my trimmed bush that was peaking from the top of the speedo. The slack in the waistband gave the suit a very low rise in the front. There were just the smallest hint of my shaft visible if you really looked.

"Looks a bit loose sir. Are you sure you have the correct size?"

I frowned, "It fit at the store. Well lets give the bend over test a try and see how that works!"

She looked puzzled, "The what test? I am not familiar-" she was cut off as I turned around and spread my legs. In a very practiced motion I bent over with my butt pointed toward her. As I did I spread my cheeks and tugged on the suit in a fashion that left nothing hidden. Kaylee had a perfect view of my asshole and in a final lewd act I gave another tug for my penis to flop into view. "Ok, how do things look back there? Is everything covered?"

She was at a complete loss of words. The few stutters that did come out were causing me to get excited. "S-sir!"

"What is it Kaylee?" I acted oblivious.

"Sir everything is NOT covered," she said as she pointed.

I stopped spreading and clasped a hand over the head of my penis, "Oh my word, did I just completely flash you?" I turned and as I did tugged my suit completely to one side, allowed for my now hard cock to spring out. "I am so sorry Kaylee, I didn't mean for that to-" I cut myself off, pretending to now realize my current state. I was now facing her, speedo pulled to the side, hard erection pointed directly at her. I did my best to fake a blush and tried to correct my swimsuit. I tugged the speedo hard to the other wise, in an attempt to overcorrect the wardrobe malfunction. In doing so I exposed myself again, just on the other side of the speedo. I went back and forth, putting on a show of over correcting and getting more flustered with each attempt. As a finale to my show I pulled the suit to my ankles and threw my hands up in frustration, "There! It can't do any more harm on the ground!" I walked back behind the screen with my penis bobbing.

"Can you hand me the next suit?" I said in an embarrassed tone.

This time Kaylee tossed the suit over the screen, rather than handing it over. Hopefully I hadn't scared her off with my show. This swimsuit had a much larger amount of coverage, but I had removed the drawstrings completely. Given the right tug they would come loose at a moments notice. Rather than sagging as the speedo had, they would come completely off. I jumped into them and came out from behind the screen, "How about these?"

Kaylee's face was still incredibly red from what had just happened, "Why yes sir. This suit looks like it fits much better."

I gave a sigh of release, "Well that's good to hear. I think I might try and save myself some shame and skip the bend over test this time." I gave a wink, which caused her eyes to dart away, "As you say, sir."

I started to strike poses, being shirtless and in just some swimming trunks, "How do I look?" As embarrassed as she seemed, she did take every opportunity to stare at my exposed body.

After a bit of a pause, Kaylee said, "Do you do this with Mrs. Wilson as well?" I chuckled and said, "No, she's not this lucky." I gave a wink as I stretched for one final pose, and in doing so allowing the trunks to fall to the ground. I was still hard as a rock and my erection sprung free. I pretended to not notice as Kaylee frantically tried to get my attention. She was again at a loss for words.

"S-s-sir!" I turned to her, fully nude, and gave her a confused look. "Oh come now Kaylee, they're just swimming suits. If they do look bad it's not the end of the world." I walked toward her, stepping out of the forgotten trunks. I put both hands on her shoulders, our bodies only a foot apart. I was staring at her eyes, the entire time she was staring down at my crotch. I pulled her in to an embrace and she let out a little yip, "You're the best maid ever!" I said, still acting the fool.

I could feel my cock digging into her shirt, leaving a trail of precum across her tummy as I dragged it around. My hands went from shoulder, to back, to low back and I continued to hug her. "Eep!" she let out as she continued to process the current predicament. My hands kept going lower until the hit the top of her pants. "You know, you give the best hugs Kaylee!" and with that I slipped my hands down her pants and onto her panty-clad ass. I gently pushed her pelvis toward mine and began grinding my cock against her. To my surprise she let out a soft moan. I thought about unbuckling her pants, but nearly jumped out of my skin when I heard a shout.

"SIR!" Mrs. Wilson's voice cut through the room. I turned to see her there in the doorway. "Oh hello! We were just trying on some swimming suits." I tried to contain my glee at being seen nude by not one, but both maids in one day.

"Are you? It seems like you seem to be missing a suit to begin with!" Mrs. Wilson said as she put her hands on her hips. I looked down in horror and confirmed what she had said. I frantically looked for something to cover with and found the perfect item: an inflatable pool donut. I placed it above my crotch, allowing for my erect cock to poke through the hole, "Oh my gosh, I can't believe how embarrassing that was!"

"Sir you-"

"The thought of my two maids seeing me exposed in such a manner!"

"Sir you still-"

"I can't even begin to imagine. I'd have lost all respect if you saw my privates!"

"Sir you need-"

"I'm just so glad that isn't the case. I would be utterly humiliated!"

"SIR!" Mrs. Wilson cut in, "We can absolutely still see your penis!" I was not used to hearing her use crash language. "You are still very much in this embarrassing situation."

I looked down again and faked shock. "Oh no!" I dropped the pool donut and gave a few seconds for each of them to soak in the view. A small dribble of precum dropped to the floor."This is the worst pool day ever!" I cupped my penis with both hands, trying to look as ashamed as possible. With how hard I was it was a challenge to get everything covered. I shifted past Mrs. Wilson and made my way to the door. She was still shaking her head as I turned back to see Kaylee still staring at me. Our eyes met and her face turned to shame yet again. I gave her a subtle wink with a grin and dashed down the hall back to my room.