Jamaican Vacation

by Eskylr

      

From the moment they touched down on the tarmac at Sangster. Tom noticed a glint begin to form in his lover of ten years eyes that he'd never noticed before. April was always a bit mischievous but this new look held a essence of sensuality that even men twenty years younger were taking second and third lingering looks; they knew that those distant almost misty iris's were most likely matched with silky panties already damp in the tropical heat and she would be taking them off as son as she reached her motel, a harmless pleasure that helped pass the time for porters and husbands struggling with five suitcases alike.

Tom did pimp April out for situations like this because he knew he would always get the best of service anywhere he went. Good tables at restaurants, friendly cabbies, impeccable wait staff, all followed in Aprils wake. At times he was in awe of how much he loved her and counted on her, he knew he would always do anything she wanted.

For the last few months they'd been experimenting with some new sexual techniques to add spice to their marriage. Though neither was into S&M they found numerous sites dedicated to various forms of a sexual fetish called fem-dom. Much of what they found was a bit rough for their taste and they felt it wasn't suited to loving couples looking to expand their mutual affection. There were though other aspects they had decided to incorporate into their lovemaking.

Tom had been a bit hesitant first when April would buy him lingerie to wear or paint his nails but his rock hard cock leaving soaking wet spots on his satin pink panties quickly gave him away. April, at first somewhat dismayed at her "mans" instant sexual excitement from the cross-dressing very quickly decided it was a good thing. Tom had loved her with the passion and sensitivity very few women ever received in even their dream lives. April quickly decided this would bind them sexually together n a way most couples never would experience, adding to their understanding of each other in ways others would never get.

Finally one Saturday night April thought it was time to go for broke. At ten she put a video in and told tom to watch it while she took a quick bath. Tom grabbed the remote in one hand and the margarita April had waiting for him in the other. Good thing April had made a pitcher because Tom had a hard time taking his eyes off the screen. Some of it was porn with men being fucked by women using strap-on dildos or the men would be dressed in silky lingerie licking their mistress's pussy's. At the end their were directions laid out by April as to exactly what he was to do now.

First he was to take a shower and use the bottle of nair and remove his body hair. After his shower he would find his attire laid out in the bedroom.

On the bed when he entered was a pink baby-doll with black lace trim, pink garter belt and black stockings, black ankle strap shoes with four inch heels. When he was just about dressed April entered and told him he looked sexy. She told him to just "ssshhhh," and had him kneel in front of her while she did his eyelashes, lipstick, and mascara. Once he was properly made up April told tom to reach under the bed and bring her her new sexual device. It was a massive strap-on sporting a ten-inch cock. April had tom put it on her and then said she would be watching a movie and he would service her whenever she wanted. Tom was in conflict but he was hard, very hard. April then took toms hand and put it on her newfound manhood, telling him, " tonight you're my sex slave little slut and you'll do whatever I ask without question or your future sex life will be more than a little frustrating. Though judging by the damp spot growing on your sexy panties I'm doubting I'll have any problems in that regard. Also instead of Tom, tonight you'll be Tammy. Now Tammy kneel down beside me and gently caress my cock. Slide your hand up and down the shaft imagining how it will feel when I slowly slide it into that lovely virgin ass I've wanted to fuck since day one. " Tom/Tammy wanted to stop himself but somehow he just couldn't resist the inner desire filling his entire body. April, noticing even a larger wet spot knew tammy was now hers to control and Tammy would do anything she asked. April softly put her hand on the back of Tammy's neck and laid her head against her stomach, the head of the dildo almost touching his lips. April pushed Tammy's head down farther and stroked his hair while she gently told him," let it slide between your lips and lick the head like you would lick my pussy. Now lick the entire shaft from top to bottom, kissing it and stroking it all the while. Get it all nice and lubed up so it slides down your throat and fills your mouth. That's it Tammy honey, forget about everything else, only the cock in your mouth will get you what you want. You like being my little slut don't you Tammy. Now put the head in your mouth and let your lips get all the way down to my dripping pussy waiting for you to taste." Tammys first couple tries left him gagging but April began caressing his nipples through the satiny baby-doll and telling him to just let the shaft slide down his throat and keep trying. Tammy began to suck in earnest to not only please April but he was lost in some dream world where he wasn't just Tom anymore. April could tell he was now where she wanted him and it was time for her to get the pleasure she wanted out of it. She wasn't sure why she loved fucking men but it never failed to make her cum in a way nothing else did. April led Tammy to the bedroom and laid him on his back. She then began to kiss and caress every part of his body until he thought he would explode. Tammy's silky panties were soaking wet with cum by now and April pulled down the waistband to just expose his engorged head. She then squeezed his balls and shaft until a large drop of cum all white and thick appeared at the tip. April then carefully transferred it to her slender finger with the tip painted ruby red and put it into Tammy's mouth and told him to make sure he licked off every little drop. April then got on top of Tammy and began kissing his neck and caressing his breasts through the satiny lingerie. April then told Tammy to tell her what she wanted April to do. At first Tammy couldn't get the words out but April didn't have the same verbalization troubles as Tammy and said." Come on baby, you now what you want, you want this nice big cock sliding in and out of you. Reach down and feel how slippery and ready it is for you." Without even knowing how, Tammy could hear himself saying, "please, please, do it, fuck me, god, please fuck me." April pushed the head of her new cock just barely inside Tammy's waiting entrance. She then just sucked on his nipples and slowly just moved the head in and out of his ass. Tammy began to arch her back wanting more. April very slowly obliged, each of her strokes going jut a little deeper each time. Tammy had totally left Tom behind and was thrusting against April as hard as he could. April began to whisper in his ear," come on Tammy, my sweet little slut, let it go, you know you want to cum, you love that dick in your ass." Tammy then wrapped his legs around her back and begged her to fuck him even harder. Seconds later Tom exploded with an orgasm that was different then any he'd had before. April kept the cock inside him and had him lick cum from her fingers until he curled up against her and drifted peacefully off to sleep. April, much to her surprise, had cum with a force she hadn't felt in years, if ever, and drifted off to sleep herself.

Several hours later, just before the first gray light of dawn, April woke, her new cock still tucked inside Tammy's tight ass. She was surprised how good it felt inside herself to be in control of the sexual ambiance of any given time.

  

  

  

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