I spend the weekend naked at a vacation condo, performing several risky dares for a group of women.
A friend of ours has a time share condo and was able to get a deal on extra units so a group of us decided to spend a weekend relaxing and enjoying nature. The place has lots of outdoor activities to do; miniature golf, regular golf, horse back riding and paddle boats, plus a nice pool and a beach area around a lake.
Desy and I and two other couples were scheduled to arrive on Friday night and had booked 3 separate units, each of the condo units has two bedrooms and a full kitchen and a balcony or deck, some of them looking out to the woods surrounding the complex.
Desy and I had stopped on the way and picked up some groceries and adult beverages for the weekend. As we were checking in Desy gets a call from Sarah, the wife of one of the other couples that were supposed to be joining us for the weekend. She was upset and said that her and Cindy's husbands had got called in to work at the last minute for some emergency and couldn't make it, so they were going to cancel. My wife had her on speaker phone so I could hear the disappointment in her voice, Cindy was in the background grumbling as well.
Each of us had our own condo reserved and I as well as the other husbands were looking forward to some "away from home" sex as we knew our wives' tended to relax a little more when away from home. So it was a shock when my wife said for them to come down anyway.
They both said they didn't want to stay in a condo by themselves, especially since we were unable to get units next to each other.
"Well, see if you can cancel and you guys can stay in the second bedroom with us." My wife stated.
I kind of glared at her, and she whispered, "Don't worry you'll still get laid!"
I guess it wasn't enough of a whisper, as Cindy piped up, "That's all I need is to listen to you two banging all weekend."
Then Sarah added, "Yeah, we don't want to dampen your fun."
"Bullshit, we already bought enough alcohol for all of us, and we'll just get drunk and no one will care what happens."
"Are you sure?" Asks Sarah, "We were really looking forward to getting away."
"Of course, and if the guys get done early they can come down and join you, if not Bill will just have to suck it up entertaining 3 beautiful ladies." Desy responds.
"Ok, we'll call and cancel our rooms and be there in a couple hours, Thank you guys so much!" At that the line went dead.
My wife turns to me and sees the look on my face and tells me, "I know you planned to spend the weekend naked, but you'll just have to be a bit more modest, we'll still have great sex, just not on all the furniture." She giggles.
"I'll tell you what, it's a two hour drive for them, so once we get in the room, you can get naked and enjoy it until they get there."
About 5 minutes later we are checked in. We had planned this weekend early enough that we were able to select a more isolated unit that has a deck that backs up to the woods (as opposed to looking at other condos) and offered a little more privacy based on my planned weekend of hedonistic nakedness.
I love to be naked and naked outdoors is the best, my wife doesn't share my love of being naked and exposed outside our house, but she does enjoy me being naked and has created different situations or scenarios to support my behavior (shameless plug, please see my other "Naked Hubby" stories). Anyway, the wooded backdrop was supposed to allow me to sit on the back deck in "all my glory" and not worry about offending anyone that might not appreciate my nakedness.
We get to our unit and get everything loaded into the fridge and cupboards. As I'm carrying the suitcases into the condo, my wife catches up to me, reaches around my waist and undoes the button and zipper of my shorts while I am walking. Once she gets the zipper down my shorts promptly fall to my ankles almost making me trip.
"Oh shit," she says, "I thought you'd have underwear on."
Nope, no underwear, I am now butt ass naked with my hands full and unable to pull them up.
I ask her, "What did you think would happen?"
"I thought they'd fall down slowly as you walked, not drop right to your ankles!" She's laughing at my predicament and simply says, "Well, you better get to the room before someone notices you."
I don't have much choice, so I step out of my shorts and continue carrying the suitcases to the room. My wife picks up my shorts and hurries up to me giggling the whole time.
The excitement of walking naked in a very open and public space was too much and within about 5 steps I am completely hard, my erection bobbing around in front of me. The problem is that I'm still about 50 steps from the door.
Desy loves to get me into these predicaments and was quite enjoying herself, commenting quite loudly about my "Sexy ass." and "Give us a little shake."
"US?!?!" I think to myself, who is back there with her?
Not wanting to let anyone see me erect (secretly I did), I kept walking to the door. I heard Desy say "Stop." but ignored her as if I didn't hear. Then "STOP RIGHT NOW BILL!" she commands.
"Oh shit." I think, and I stop in my tracks.
"Turn around." she says next.
Slowly, with the suit cases still in my hand I turn to face her, my erection point the way, although I was pleasantly relieved (kind of) that she was alone.
"I knew it!" she giggled.
Catching up to me, she grabs me by my turgid member and says, "Let's go." turning me towards the door and puling me along.
We finally reach the door, my wife unlocks it and I barge in.
"Excuse me mister, where are your manners?"
"Excuse me?" I ask.
"You entered before me, you always open the door for me." She retorts.
She is standing outside the door with an expectant look on her face. I know she is only doing this because of my current state of dress, however, I acquiesce and step outside the door.
Suddenly she darts inside, slams the door and before I realize what just happened, I hear the deadbolt latch. Fruitlessly, I try the door handle but it is quite secure. I am naked except for my shoes and a t-shirt and quite exposed, even with all my anxiety, I am still incredibly hard.
I can hear her giggling inside and the she asks, "What's the password?"
"Please let me in." I ask.
"Wrong answer, 2 more guesses"
"I love my mistress!"
"Close, but strike 2."
"I'll give you hint," she tells me, "It's what you have promised me many times in the past."
It suddenly hits me so I say. "I promise to do what ever you say this weekend."
"Is that it?" She asks.
"Yes." I tell her.
"So close," She tells me. "You can stay out there till you figure it out."
Well shit, I know what she wants, but the last condition usually leads me way out of my comfort zone, but I relent.
"No matter what." I say to the closed door.
"All of it, I want to hear all of it in one sentence." she replies.
"I promise to do whatever you say this weekend,...no matter what."
Once I make this statement my fate is sealed, I have never not done something she has asked of me or dared me to do once I make that promise. Her requests are always fun in retrospect, but humiliating and exhilarating at the same time when they are occurring.
The door still hasn't opened, so knock.
"Who is it?" She says with a laugh in her voice.
"Your humble servant, may I come in now?" I ask.
"Of course, but since I had to give you a hint, you must come in the back door, WALK, do not run around to the back and the patio door will be open."
My erection had started to fade, but that last command has me fully erect again, sometimes I hate my body.
Then she ups the ante. "Take off your shirt and shoes and leave them on the porch."
This command causes my cock to bounce and knowing me as well as she does, she adds, "Your cock just got harder didn't it?"
"Maybe."
"Of course it did, I know you well Bill. Get moving and we'll see if we can take care of it before Cindy and Sarah get here."
That and the fact that I'm completely naked is all the motivation I need.
This will be the most exposed I've been today, but probably not for the weekend if I know my wife. The sidewalk at the front of the condo is lined with bushes, however, the space between units is a wide open groomed lawn.
Resigned to my fate, I walk to the end of the building and peek around the corner. The coast is clear so walking as fast as I can I take off for the back patio. The going is rough since I am barefooted and there are lots of twigs and other debris for me to walk on and slow me down.
I make it to the next corner and again peek around. I can see the patio about 25 feet away. Walking quickly but carefully, I finally make it there only to find the door still locked. As I try the handle, I see that my wife is sitting on the couch with a wine in her hand, casually flipping through a magazine on her lap. Wow, she works fast I think to myself.
Tapping on the glass, she casually looks up, I can't hear through the glass door, but I get her point as she mimics jacking off with her free hand. Reaching down, I circle my hard cock with my hand and begin to stoke it's length for her. She is watching me intently as I stroke myself.
Her next hand gesture is a pushing motion, "Oh shit, she wants me to back up." I realize.
I take a step back while still stroking my erection. She is still motioning for me to move further away. I take two steps this time, which puts me in the grass at the edge of the patio. She is still motioning for me to move further out. 3 steps this time, and I am basically in the middle of grass between the building and the woods that mark the edge of the groomed property.
I see her get up and walk to the door and open it. Stepping on to the patio that I was safely on just minutes ago, she watches me stroke for a few seconds, then says.
"Keep stroking and give me a good show and I may let you cum again this weekend."
She really knows how to push my buttons, I am basically naked in a field, with an angry erection, stroking it for her pleasure (and mine, let's not kid anyone). Anyone paying attention in an adjoining condo could look out their window and get quite a shock.
I want to get his over quickly, so I pick up the pace.
Noticing this, my wife tells me to, "Savor it."
Knowing that she wants me to slow down, I reduce my pace to a gradual action moving my hand from the top to the bottom of my shaft. The excitement of what is going on has me on the verge of coming. The head is purple and the veins are bulging out and throbbing in my hand.
My wife can see the need on my face tells me. "Whenever you want, but make it sexy."
