Hollywood Hotwife Ch. 02

Hollywood Hotwife - Chapter 1

Note: This story contains elements of hotwifing / cuckoldry / wife sharing and very light SPH. If this isn't what you're looking for there's lots of other great stories to read on Literotica :-)

The expansive lobby of Maggie and Craig's hotel opened onto a long bar/lounge and as usual it was filled with people there to see and be seen. I casually offered my arm to Maggie who took it as we walked through the lobby with Craig following a couple of steps behind. I'm more than accustomed to being noticed by people throughout my day and I could see that Maggie was tittilated by the looks of recognition as we passed through the lounge area and towards the elevators. Given that she was unaccustomed to the attention I imagined that being on the arm of a 'celebrity', clearly on the way to a hotel room would have been a thrill in that setting.

The bank of elevators at the back of the lobby was flanked by the hotel's convenience store. Maggie reached down and squeezed my hand, slowing our progress for a moment as she leaned in.

"Sorry, but is it ok if we buy condoms?... it's just that Craig and I are trying to get pregnant, and..."

I nodded in understanding and we altered course towards the store.

"Maybe it's better if you're not buying them?" she asked back sagely, clearly concerned about the implications of me walking into a store with a woman on my arm and purchasing condoms.

Frankly, I didn't much care. But I also offered no protest when Maggie turned to Craig and asked him to go do it.

I got the feeling that she asked him purely as a matter of practicality. However, I couldn't help but imagine what he must have been feeling about the request. Asked by your wife to go purchase condoms for another man to fuck her with.

I leaned in softly "Probably best to buy XL ones".

"Ooooh!" she giggled in surprise.

Since we had entered the SUV for the ride to the hotel Craig's complacent demeanor had gradually shifted to the point that he almost appeared in shock. The reality of what was happening seemed to be overtaking him and my request for extra large condoms didn't seem to do much to restore any confidence.

As Maggie and I waited he entered the small glass walled shop, located what he was looking and took the box towards the cashier. Maggie squeezed my hand as she watched Craig withdraw his wallet and pay for condoms that he would not use. I looked over at Maggie and she seemed to be amused as she watched.

Craig soon returned wordlessly with a small brown paper bag in his hand.

We rode up the elevator along with another group of four. Maggie tightly gripping my arm in the back as the elevator climbed and finally let us out on the 11th floor. As we carded into their room I recognized the layout as one of the hotel's one bedroom suites. It faced out over Sunset and had the twinkly lit view of the LA basin as a glowing background. At the end of the open living area a set of french doors opened into the bedroom and adjoining ensuite.

In similar situations I had found that the first few moments had the ability to be rather awkward. However, Maggie clearly knew what she wanted and she didn't seem to be concerned or confused by what to do. She calmly laid her coat over the desk chair and then turned to her husband. She gave him a long kiss and then asked him to pour wine for the three of us. She quickly tidied up some other clothes that had been laid out around the room "didn't expect visitors" she chuckled sheepishly.

Craig had retrieved a bottle of red and poured the first glass for his wife. I watched amused as Maggie drained half of it in one go before placing her glass down and walking across the room to me. She threw her arms up and around my shoulders and pulled me in for a deep kiss. She was already breathing deeply from the anticipation and as I tasted the red wine on her tongue her large breasts, tightly contained by her dress, raised and lowered against my chest. She was obviously intensely turned on and the sheer passion with how she kissed me made me excited for what lay ahead.

I took the opportunity to let my hands run over her body. She was exactly my kind of woman. Curvy. The attraction to her large breasts was obvious, but as my hands roamed around behind her I was pleased to discover how incredible her nice large ass was as well. Even through the confines of her tight dress and panties it was clear how round and full it was. Wanting to see more I slowly broke the kiss and reached my hands to the top buttons of her dress. Maggie watched as I fingered the first one open, and then the second. Gradually her large breasts began to push the separated material apart. The canyon of soft white cleavage grew deeper and deeper until it began to reveal a purple shelf-style demi bra which I imagined matched what she had quietly revealed to me earlier.

The choice of bra was audacious for someone with such a substantial chest. The tight dress had done a good job of keeping her breasts at bay, but in the sexy half bra the tops of her boobs thrust up and out almost daring the bra to restrain them. As the buttons gave way down her stomach they finally began to reveal the matching set of panties. Silky and purple, full coverage, but cut high on her hips. The dress soon pooled at her feet and Maggie stepped out of it. I leaned back in and we spent the next couple of minutes again in deep embrace, kissing and touching while she worked away at the buttons of my shirt. Maggie was breathing deeply and I soon let her peel my shirt off and drop it to the floor next to her dress.

I felt I'd shown considerable restraint by not going directly for her tits, but one can only be so patient. Taking a step back from her I lifted my hand to her chest, sliding my fingers inside the front of the left cup and encountering the fleshy resistance of her large breast. The low cut of her bra was accentuated by the fact that she had incredibly large, but the softest of pink, areola. They were wide enough that they peaked out over the top of her low cut bra. I assuredly slipped my hand down a bit further until my fingers encountered her already turgid nipple. I leaned back in to kiss her quickly as I tugged on it gently, and then in short order I pulled back from her and with both hands lifted her heavy breasts clear of the straining cups of her bra. Maggie exhaled deeply as her breasts came into view. With the cups now overwhelmed and stuck underneath her breasts Maggie reached behind her to work on releasing her bra strap. At the same time I crouched low, hooking my index fingers into the waistband of her panties and drawing them downward and to her feet. She squealed softly and giggled. In the matter of less than 10 seconds she had gone from being in her underwear to completely naked and standing before me.

I don't want it to sound like everything in my life is scripted, but I will admit that when I've hooked up with women who are fans of the show there are certain things that I've found to be quite successful. Whereas Hollywood girls are generally comfortable being nude, most normal women find the idea of being naked in front of a new guy to be a bit unnerving. By removing Maggie's panties quickly and unexpectedly I reduced the amount of time where she might feel anxious. As I rose back up, bare chested but still dressed from the waist down she grinned at me, flushed. I intentionally took a moment, dramatically looking at her from her face downwards, taking all of her in. The middle section of her body that would have been covered by her one piece swimsuit was a pale white, while her legs and upper body had soft pink tanlines from the sun. I found it incredibly sexy and told her so. Even through the pink I could still see her blushing from the momentary embarrassment of being completely nude and also having a strange new man speaking about her body.

I smiled to myself as my eyes landed between her legs. She had a short, fuzzy triangle of blonde pubic hair. It was shaved in from the sides to accommodate her bikini line. I loved it. Mostly because I didn't see it very often. Most women that I hooked up with were shorn and waxed to within an inch of their life. The tight little triangle of hair adorning Maggie's mound was so... normal!

I felt liked I'd waited long enough to see her ass by that point so I slowly walked around her, letting my eyes drop. The angled tanlines creased across the bottom of her bum providing a sexy and striking contrast with the porcelain white of her large, round cheeks.

I could tell that this was going to be fun.

I confidently came in behind Maggie, letting my crotch push tightly up against her ass. With one of my hands I drew her hair back from her neck and began to kiss it from behind. I drew the other up her soft stomach until I reached her heavy, hanging left breast. Taking a full handful I began to knead and squeeze it while kissing her neck. I whispered softly into her ear, telling her how sexy she looked. My efforts began to draw deep breathing and the occasional soft moan from her. Looking past her to the far side of the room I could see Craig, leaning up against the wall with his glass of wine in his hand, watching uncomfortably as his nude wife was seduced right in front of him.

Now, again, I realize it's a bit cliche... but so is Hollywood. As soon as I felt that I had Maggie relaxed and growing comfortable I wheeled around her and took her arm, directing her to the armchair underneath the window. Almost every hotel room has one, and this room's had a particularly good view. I spun it sideways so that the city view was visible and eased Maggie back into it. Reaching behind her I took handfuls of her soft ass and wordlessly encouraged her forward until she was sat right on the edge of the chair. I then put a hand on her shoulder, leaning her all of the way into the sloped backrest of the chair. She still seemed confused, until I lowered myself down onto my knees. I placed my hands on her thighs and began to encourage her legs apart, all of the way. As I knelt between them and began to kiss her stomach Maggie sighed deeply, realizing what was to come.

It strikes me as uncommon that many men would start a sexual encounter by immediately going down on a woman... which is exactly why I liked doing it. For those who were fans of the show there was a particular scene in Season 2 where my character rather romantically goes down on one of the female leads. If my sexual partner harbors fantasies of fucking 'Blake', I've found it strikingly effective to do it to them right out of the gate. Rule #1 is that I never do it in or on the bed. It's too predictable. By placing them in a chair, in an unfamiliar setting for receiving oral sex, it makes the experience that much more unusual and stimulating. And I can almost guarantee that their boyfriends (or in Maggie's case husband) rarely if ever do anything like it.

My soft kisses slipped down her belly and arrived at the tuft of soft blonde hair adorning her mound. I kissed through and around it, eventually moving downwards to slowly lick my way along the smoothly shaven edge of her bikini line and around the inside of her legs. Maggie shuddered and let out a gentle moan. As I arrived at her vagina I looked upwards towards her. Her head was thrown back against the chair in anticipation. The twinkly blanket of the lights of the city were cast out around her from the window of their high floor room.

"Craig, would you mind bringing your wife her glass of wine" I instructed.

Still seemingly awestruck, Craig reached down the countertop and crossed the room to his wife, placing the glass of wine in her hand as my tongue began a long, slow, path up the crease between her soft pink outer lips.

It was surely the first time that another man had touched Maggie there in ages. I made sure to take my time. Long before I actually advanced inside of her I spent time around her already puffy labia, swirling my tongue around her, running it up the middle, and gently kissing at them. When I felt that she was growing comfortable I would push things up a level, this time inserting my tongue between her outer lips and letting her feel the slippery sensation of me working it up and down the insides.

I waited until Maggie had finished talking a long pull from her glass of wine, setting it onto the side table next to her, before pushing my tongue forward. I let it slowly explore right to the entrance of her vagina, and then up into it. She let out a muffled "oh fuck" as I began to cycle my tongue around her entrance, expertly swirling it around the outside and then taking exploratory pushes up and into her channel. Maggie's hands gripped the arm rests tightly as the pleasure intensified. I again let her get used to it before progressing up and towards her clit, finally garnering the most vocal response from her yet. She let out a long drawn out moan as my tongue arrived at her primary pleasure centre.

For the next 5 minutes I worked her with both my tongue and my fingers, slowly licking small circles around her clit while I thrust in and out of her rhythmically with two fingers. I was surprised to discover how tight she was. Even the intrusion of just my two fingers required some initial encouragement. I suspected that my dick was going to be quite an experience for her.

Maggie was sprawled back against the chair as her Hollywood crush lavished all kinds of unusual attention on her vagina. She had a nice glass of wine next to her and one of the city's finest views as the backdrop. I was pleased to see her raise a hand to her large right breast and begin to slowly squeeze it and tease around her nipple. It seemed that her boobs provided her with gratification which made me feel less concerned about the amount of attention I planned to give to them shortly. The stage was perfectly set.

As I began to feel her ramping up I continued, but gradually slowed the pace. One of her hands had dropped to my head and she was beginning to push her pelvis up towards me, urging my fingers in deeper. I didn't want her to cum, but I did continue on for another moment, allowing her to push tantalizingly closer to release before I slowly withdrew. Raising myself back up tall on my knees I grinned at her.

"Ohmygodyouresogoodatthat" she blurted out in amazement.

Lifting myself to my feet I extended my hand to her which she eagerly accepted. Having just received a significant amount of oral attention Maggie seemed keen to reciprocate. Without any encouragement she switched with me, dropping to her knees and reaching up eagerly for my belt. It and my pants were both quickly undone and drawn to the floor. Clad in just my underwear she slowly drew her hands around the bulging front. I was nowhere near erect, but licking her pussy had started to turn me on and my penis had begun to swell and fill out. I watched, entertained as she rubbed and prodded at my package with curiosity before slowly drawing my black boxer briefs down and off.

She didn't say anything at first but I clearly had her attention. Freed of my underwear my dick swung down between my legs, and as Maggie raised a hand and wrapped her fingers around it she softly murmured out

"It's big..."

I didn't stay soft for long.

Maggie seemed keen to match the eroticism of her own oral experience and she took to sucking my dick with vigour. She used her tongue to prep me, lifting my penis upwards and slowly running it up and down the underside of the shaft. Each time she would reach my head she would pause and give some attention to the underside of it, a move which I particularly enjoyed. As my cock began to slowly stiffen she poised herself over it and began to take it into her mouth. It was easy enough initially, but as usual when I developed an erection I began to thicken out quite significantly. At 8 inches hard I was aware that I was longer than average, but traditionally it was the girth of my erection that seemed to take most of my partners by surprise. As I began to fill up Maggie's mouth she did her best to keep up. She was clearly intent on putting in a performance and I acknowledged that with frequent compliments and encouragement.

Looking across the room I saw Craig standing nearby. He had one of his hands in his hair. He was clearly certain of what he was seeing but still looked incredulous.

I found myself thoroughly enjoying this part. Watching him...watch his wife.... sucking my cock... was beyond entertaining and exciting for me.

"Maggie's incredible at this, Craig" I complimented. "You're a lucky man"

Her tongue lashed at my balls as she fervently jerked up and down my long shaft.

"Maybe not tonight.... but..." I trailed off with a wry grin.

I suspected that Maggie's performance at my waistline was a bit more exaggerated than was normal with her husband. She was quite obviously wound up and intent on showing what she was capable of. Craig continued to stand by and watch as Maggie opened her mouth ever wider to accommodate my thickening cock, only ever taking a break to to put in a shift on my balls while stroking my shaft.

I'm sure that Maggie's frequent proclamations about how big it was, even once exclaiming "how much bigger it is than what I'm used to", must have added an additional layer of emasculation to the experience for her husband.

Finally, gasping deeply, Maggie withdrew and leaned back on her heels. She'd certainly accomplished her task. My long thick erection thrust out lewdly towards her face. It was shiny and slick in the dim light, covered in her saliva. As she leaned back I could see streams of it that had fallen and dripped down her heaving tits.

I lowered a hand to her which she accepted and rose up. I kissed her, thanked her, and told her that she was exceptional at giving head. Wordlessly she took my hand and led me towards the bedroom.

As Maggie jumped herself backwards onto the king sized bed her large breasts bounced wildly. She pulled herself up towards the pillows and lay back, crooking a finger and motioning me to follow. Flat on her back Maggie's breasts lay naturally against her chest. As they stopped swaying I climbed up onto the mattress and set in on them.

My partner for the night certainly seemed to enjoy boob play and as I began to feast on her large tits she frequently let out deep sighs as well as the occasional "Oh fuck!" as I kissed, licked, sucked, and tugged on her ample chest. The wholesomeness of her body was keenly appealing to me and I couldn't help but ravage her full breasts. So much of my social circle was filled with these teeny, skinny waisted, Hollywood waifs. Being provided the opportunity to fuck an actual 'woman' was very pleasurable and I didn't hold back. As Maggie helpfully pushed the soft flesh of her right boob into my mouth I again slid my hand downward. I briefly revelled in the soft downy hair adorning her mound before pushing further on. Two of my fingers tucked up inside of the tight entrance to her passage and began to rhythmically thrust back and forth. She was already wet and worked up, and I continued to push her forward. Within a few minutes of attention from my mouth and fingers Maggie was reaching downward, anxiously trying to grasp my dick... completely desperate to get fucked.

Maggie spread her legs widely as I slid myself forward and knelt between them. She had softly called to Craig moments before.

I wordlessly extended my hand as he arrived next to the bed.

If analyzed closer there was surely a tipping point in this activity. Throughout the evening so far Craig's actions had been almost entirely passive. He had reluctantly gone along with Maggie's desire, seemingly wanting to see her pleased, but he had done nothing but stand by and watch.