Weekend in New Hampshire Pt. 03

Sam woke up and found that it was still dark. He needed a few minutes to figure out where he was and what he was doing. The first thing that he realized was that he wearing a nightie; then, that he was lying in bed next to his friend; and finally, that his friend had thoroughly fucked him a few hours ago. He actually thought for a minute that he had had some sort of dream, but the mild soreness of his asshole convinced him of the reality of the situation. He laid still for a few minutes, contemplating the implications of the night's events.

He decided to check his phone for the time, and went to retrieve it. Thinking it would be rude not to, he decided to return to Bill's bed. He laid the phone down on the night stand and got back into bed. He started thinking more about the events of the night, and quickly developed a hard-on. While he was lost in his reveries, he felt Bill's hand on his chest. Bill slid over nearer to Sam, and whispered softly into his ear.

"Oh, you're awake too, Samantha," said Bill. "Are you thinking about last night, like I am? Feel this, it's gotten me hard again."

Bill pulled Sam towards him and gave him a kiss, while grabbing Sam's hand and placing it on his cock. Sam instinctively curled his hand around Bill's fat cock. Applying gentle pressure, he began to slide his hand up and down. Meanwhile, Bill familiarly let his hand go down to Sam's ass. After fondling the soft globes briefly, he stuck a finger into the hole. It slid in quite easily, greased by the residuals of the various fluids that had been deposited in and/or generated there last night.

Without further ado, Bill laid Sam on his back. He told him to lift his ass up a bit, and then slid a pillow under it. He quickly got between Sam's splayed legs. Bill spat into his hand, and then transferred the glob to the head of his cock. He then lined it up with Sam's asshole, and with a quick thrust, slid about 3 inches of it into Sam's belly.

"Put your legs around my back, and pull me into you," said Bill, and Sam readily complied. In a few minutes, the two new lovers were vigorously working in tandem for another delicious fuck. Bill's deep thrusts were having a new effect on Sam, as Bill's cock was rubbing up against his prostrate. Sam didn't care for it at first but quickly adapted to the sensation. It was now fairly warm in the bedroom, and Bill began to sweat from his exertions. The sweat began dripping onto Sam, and some of it went onto his face. Sam opened his mouth a little, and a few drops went right in, which he quickly swallowed. At the same time, Sam concentrated on helping Bill slide his fat cock in and out, and getting it in the right angle to massage his prostrate. Sam's own cock was hard, and he began feeling a building up, and held his breath in anticipation. As Bill grunted and released a thick load into Sam's tummy, Sam gave a little squeak and shot a stream of his own semen into the air.

The two lovers separated after their simultaneous orgasms. Bill then rolled over onto his back, and In a few minutes, was snoring softly. Sam pondered his latest experience for a few minutes, while Bill's semen slowly dribbled out of his asshole. Sam moved out of the wet spot. He noticed that he was somehow feeling very warm and satisfied, and recognized that it was the sensation of again being the recipient of a nice fuck. After a few minutes, he too fell back to sleep.

When next they awoke, daylight was beginning to stream through the blinds. The friends quickly found themselves in each other's arms, with their hands roaming freely about each other's body. Bill slid his hand up under the bottom of Sam's nightie, and began playing with his tits, hefting the fleshy parts, and gently teasing the erect nipples. He went in for a kiss. Sam opened his lips and Bill thrust his tongue inside his friend's mouth. Their cocks were both rock hard again, and Sam began gently manipulating Bill's balls. As they lay there, lazily sliding their tongues back and forth against each other, Sam's phone rang. He reluctantly broke off the kiss, and found that it was his wife Susan calling.

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Hi,", she said, "how's everything going?"

Flustered for a second, Sam said, "Oh pretty good, we got a lot done."

"That's good. Hey, did you know you took my suitcase?" she asked.

"Oh yes, I discovered it when we got here. Sorry," said Sam, although he really didn't feel sorry.

While Sam and his wife were talking, Bill gently pushed Sam onto his side facing away from him. Bill lifted Sam's leg enough so that he could place his cock at Sam's asshole. After rubbing his cock back and forth a few times over Sam's pucker, Bill stopped at the hole, gave a little shove, and was quickly buried deep in Sam's ass again, causing Sam to let out a soft "oof."

"What was that?" asked Susan.

"Oh nothing, just a little burp from the beer we had last night."

"Ha ha," said Susan, "sounds like you guys had a little party."

"Yeah, sort of," said Sam, while Bill was chugging steadily in his ass.

"Well, we ahould be there in about an hour and a half or so, and we're looking forward to some fun times too. See you soon," she said, and hung up.

Sam let out a little gasp just then as Bill unloaded a fresh batch of batter in his innards.

"You should have told them not to come," said Bill. "You could have told them there was a plumbing problem or something."

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"They're more than halfway here, and they're really looking forward to it."

"What were you talking about, saying you discovered it?" asked Bill.

"She said I took her suitcase by mistake and mine was already in the car."

"Your suitcase has been in the car the entire time? Are you sure you didn't know that?"

"No, I didn't know it," said Sam, which was only partially true.

Sam found his panties, put them on, and then got up and went into the bathroom, He began studying his image in the mirror, adjusting the nightie. Bill came in and started to feel him up from behind, rubbing his tits and sliding his cock against Sam's panty-covered ass. While kissing his neck gently, Bill said, "I want to do this again, but just you and me for the whole weekend."

Sam turned, slid his arms around Bill's neck, and gave him a deep kiss. He then said, "I want to do it too, and we will. Right now though I've got to get out of this nightie. Will you go out to the car and get my suitcase?"

"Nah, I've got to get in the shower. Just run out and get it yourself."

"I can't run outside like this, what if somebody sees me?"

"There's no one around here, don't worry. By the way, put on a pot of coffee before you go out. And when you get back, change the sheets. They stink of sex."

Sam put on his wife's sandals, went to the door, and peered out, Seeing no one outside. he opened the door and went to the car. He opened the door and got his suitcase and headed back to the house. Just then, he noticed across the meadow, a man walking his dog. The man had clearly spotted Sam and was regarding him cooly. Flustered, Sam began running, which was a mistake as one of his sandals came off, and he had to turn around and bend over to retrieve it. He thought he heard the faint sound of a whistle, but couldn't be sure; anyway, it was probably the man calling his dog. He made it back to the house and put his suitcase in his own bedroom.

Bill was still enjoying his shower. Sam thought about taking his own shower, and changing into his clothes, but decided he had better do the tasks Bill had instructed him to. He put a pot of coffee on, and then went to change the sheets. He found clean sheets in the closet, and carefully made the bed, making sure to arrange the pillows nicely. He put the soiled sheets in the washer and got it started.

As he was finishing up, Bill came out of the shower, wearing a bathrobe. "Oh good, you've got the bed made. Now how about nipping into the kitchen and whipping me up some breakfast?"

Sam was still wondering when he would be able to get changed himself, but decided to do as Bill asked. He went out to the kitchen in his nightie and sandals, and found some eggs and bacon. As he was heating the frying pan, Bill came out and took a seat at the table.

"Pour me a coffee, would you?" said Bill (it was not really a request).

Sam obliged Bill and then went back to the stove. He wasn't really much of a cook, but he was able to acceptably prepare bacon and eggs. He fixed a plate for Bill, and then returned to the stove. He realized he had not prepared anything for himself.

Just then, Bill said, "You know, I've got an idea. How about you come over here, get under the table, and suck my cock while I enjoy my breakfast?"

Sam said, "I don't know if we have time for that," but he was already thinking about Bill's cock, and how it would be fun to service a man under the table while dressed in a sexy nightie.

Bill said, "I don't think it's going to take too long. Seeing you standing at the stove, showing off that sexy ass, has gotten me hard already."

Sam said, "Okay, here I come." He walked over to the table, and then got down on his hands and knees and crawled underneath. He loosened the belt of Bill's robe, and discovered that true to his word, Bill's cock was again rock hard. Realizing time was of the essence, Sam only gave the head a couple of soft kisses and one or two quick licks, before sliding his lips over the head and halfway down the shaft. He quickly began happily bobbing his mouth up and down, while swabbing the head of Bill's cock with his tongue. True to his word, after only a few minutes, Bill groaned and pumped one final load into Sam's mouth. Sam greedily swallowed it down, and prepared to lick Bill's cock clean. Just before he could begin, however, he heard a car door slam, and realized that it was their wives arriving. Sam started up, and hit his head on the underside of the table. He scampered out, and ran to the bedroom, again losing a sandal, He turned and quickly picked it up and made it to the bedroom, slamming the door and locking it. Bill fixed the towel around his waist just as the door opened and Susan and Janet came in.

"Hi girls," said Bill. "You just missed it. Sam cooked breakfast."

"Since when does he cook?" asked Susan.

"Oh, he said he wanted to start trying different things,: said Bill. The breakfast was actually delicious. He's going to make someone a nice wife someday," said Bill, laughing.

"Ha ha, very funny," laughed Susan.

"You two make a great pair," said Janet.

EPILOGUE-SAM'S STORY

At about three o'clock on a Friday afternoon, I was up in my bathroom. I had just finished a shower. While in the shower, I had carefully shaved my balls and trimmed my pubic hair so that there was just a cute little fuzz patch instead of long stringy hairs. I thinned out the hair on my chest, arms, and legs. As I was finishing up, I heard the noise of a car door closing. Peeking out the window, my heart thumping in excited anticipation, I saw my friend Bill getting out of his car and walking to the door. My cock began pulsing lightly. I quickly tamped my cock down as best I could, and got dressed. I put on a t-shirt and jeans I had bought online (they were women's, but it wasn't really obvious), and went downstairs. My wife Susan and Bill were talking.

About 3 years earlier, Bill and I had experienced an awakening of sorts on a trip up to his cabin. There was a suitcase mixup which had resulted in my wearing my wife's bikini for a dip in the hot tub, and later, donning more of her clothes. Something about me wearing women's clothing had triggered a change in our relationship and our behavior. For my part, I found that wearing feminine clothing was simultaneously relaxing and exciting, and that I really enjoyed it. I also realized that I enjoyed wearing pretty clothes and taking care of household chores for a man. I enjoyed being treated as a sissy by an alpha male: being told what to do, getting felt up, having my buttocks squeezed as he pulls me towards him for a kiss. I love the musky smell of his cock and balls, and the delicious taste of his sweaty cock. And finally, I love getting properly fucked, either lying on my back with a pillow under my ass or on my hands and knees, getting plowed roughly from behind until I can feel his load spurting deep inside me.

After the first weekend together, Bill and I had vowed to repeat it again as soon as possible, and we hit on the idea of telling our wives that we had gotten interested in fishing, and were going to go on fishing trips together. Bill had done a little fishing in the past; I had done even less (I was mostly interested in fishing his cock out of his pants and slobbering over it until it shot off in my mouth.) Nevertheless, our wives bought our story. They never expressed any interest in accompanying us. Bill would actually go out fishing for a little bit during the day on our trips. Susan eventually wondered why my fishing equipment looked unused, so Bill began alternating the equipment.

I put my bag in the car, and we took off. We made a few stops; first, at a storage facility, then at a drugstore, and finally, a grocery. I keep my real travel bag at the storage factility. It had soon become apparent after I began collecting my dressup items that it would be a problem keeping them hidden in the house, so that's why we (Bill and I split the cost) had rented the smallest storage factility possible. I've gradually acquired various items of ladies' apparel which satisfy both my and Bill's tastes (for the most part), along with a good quality wig in a nice bob style.

At the drugstore, we pick up a few things, like enemas and whatever makeup I might need. I go to the self service checkout to avoid any embarassment. I began experimenting with makeup almost immediately after our first get together, and with the help of some online tutorials, quickly got the hang of it. I go for a very tasteful, classy look: enough foundation to smooth out my face, some eyeliner, eye shadow, and mascara; and a very thin coat of lipstick in a light pink shade.

With regard to clothes, I discovered that what I really like is a sort of classic, upscale housewife look; knee length dresses with lace trim, cap sleeves, modest bodice, etc. Underneath I wear pretty bras and panties, satin with lace trim (I always make sure that they match), and a full length satin slip. I had found fairly small breast forms, just enough to give me a nice looking pair of tits. While on occasion, I will wear a garter belt (matching my bra and panties, of course) with neutral, or occasionally white, stockings, what I really like is pantyhose. I feel so demure and sophisticated carefully rolling the hose up over my legs and then pulling the panty portion up over my actual panties, smoothing everything out, and then slipping my feet into pumps with stiletto heels. I have several pairs in various colors, all with 3 inch heels, because I find that height both classy and sexy. They make my legs look really nice but are not too difficult to walk in, which is important because I spend the whole day on them doing housework and cooking,and even some ironing. There's nothing that makes me feel more femme than standing at an ironing board in a pretty dress and high heels, ironing a man's shirts. Of course, I also have several nice baby doll nighties, which I wear along with heeled slippers, for romantic evening relaxation and recreation.

Bill generally approves of my stylish clothes, but he did buy me a slightly different type of outfit for a fun change of pace; it was a leopard print blouse, black leather skirt, and lacy black bra, panties, and garter belt, along with sheer black seamed stockings, and a pair of black patent leather pumps with four inch stiletto heels. The skirt is pretty tight, which makes my ass look really good. It comes down to about midthigh, which means it just barely covers my stocking tops (sometimes it will ride up enough when I'm sitting on the couch for the stocking tops and part of the garter to become visible). That does seem to get Bill particularly excited, for some reason, and then his hands are all over my legs, caressing them and playing with the stocking tops and garter straps. Of course, that's fun for me, too, so I'm perfectly happy to wear the outfit on occasion.

We've been going on our fishing trips every few months, which works pretty well. On occasion, when the wives have gone out for the day, Bill will come over for a quickie, and I'll rummage through Susan's lingerie drawer and pick out something cute (I've been buying her lingerie which looks good on me, as well as her, although she doesn't realize it).

I've been very happy with Bill as an occasional partner, and really hadn't thought about any other guys. I do notice an occasional cute guy at the gym, or in line at the store, but everybody does that, don't they? However, there's a good looking guy, a salesman named Rick, who has been coming into the offfice every few weeks. I ran into him at the elevator, and while waiting, we started talking. After that, he started stopping by my desk whenever he was making a sales call, and chatting for a few minutes. I find myself somehow slipping into a gushing sort of conversational pattern with him, not really very feminine but not really very masculine either. I found little ways to flatter him during the conversation, talking about his clothes or shoes, and saying how well they suit him. I guess I was trying to be a little flirtatious, but not enough to get into trouble, since I wasn't really sure whether he was interested in me in that way. or was just a friendly guy.

One evening, I came out to the parking lot and found that I had a flat tire. I'm perfectly capable of changing a flat, but really didn't feel like doing so in my work clothes, so I got out my phone to call the auto club. Just then, Rick came out of the building, having apparently made a late call, and saw me standing by the car with my phone in my hand.

He said, "I see you're having a problem, can I help?"

I said, "Well, I'm just getting ready to call the auto club."

"No need for that, Rick is here," he said. "Let's get that spare out."

"Oh no, I couldn't ask you to do that."

"You're not asking, I'm volunteering."

Rick quickly got the jack and spare out, and got to work. Meanwhile, I stood around feeling a little foolish. I couldn't help but notice how easily he lifted the tires, and jacked the car up, and thought about how difficult it would have been for me. In about 10 minutes, he had the tire changed.

"Oh thanks so much," I said, can I give you something?"

"A gentleman doesn't require payment for an act of chivalry," he said.

"Well, I guess I'm lucky that a gentleman came by," I said. "Can I at least buy you a drink?"

"A drink sounds perfect," he said.

I called Susan and told her I would be a little bit late as I had gotten a flat tire. I didn't tell her that a hunky guy had changed it for me and that we were now going out for a drink.

There was a nice cocktail lounge nearby and we went for a drink. Rick had a bourbon and coke and I had a white wine spritzer, and we began to relax and chat. We started talking about relationships. Rick said he never married and didn't have a girlfriend, as it was hard to find the "right kind of girl." I told him I was married, but didn't really get into my own arrangements. One drink led to another, and then another, but then Rick said he had to leave. We walked out to the parking lot and I gave him my hand and said, "Thanks again, Rick." I purposely gave him a very limp handshake, and used a very soft voice.

"Any time, he said, "and I enjoyed the drink and chat. I hope we can do it again." He looked deeply into my eyes for a minute. I was nervous, but held his gaze. Then he said "Goodnight," and walked away.

Disappointingly, I didn't see Rick again for a few weeks, but then he came by my desk on a Thursday afternoon, on his way out after a sales call. "How are you doing, any more car trouble?" he asked.