Shadow Jay
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Views: 895 Created: 2007.07.17 Updated: 2007.07.17

Timmy into Tammy

Chapter Five

In Which Tammy Gets Her Boy Friend

After the session Carolyn came to the nursery and was delighted to see her darling sitting in the play pen with an empty bottle and an obviously wet diaper. After his hug she asked, "How many times did you wet, darling. You are totally soaked."

"Two time Mommy." Tammy said with a happy smile. "I go tinkle two time." She was delighted to hear that he was slightly regressing in his speech patterns to a more pre school level. This was a very good sign.

The diaper change was quick and soon Tammy was all dry and warm and sweet smelling with baby powder and baby oil gel. It was time for lunch and Carolyn had an idea for that. While she fixed herself a sandwich and soup Tammy sat in the play pen having a bottle and watching Little Einsteins. For the baby she baked a potato in the microwave then added some cheese topping. That would be a good start and she had every intention of changing his diet anyway. For the next course Tammy could have a bowl of soup. Both of these he would be spoon fed by Mommy. Last he would get a roast beef sandwich which Mommy would feed him by hand. All in all a good lunch and a balanced diet. Milk was for after lunch and only in her bottle.

Lunch was actually fairly easy. Not much mess for Mommy to clean up but Tammy still needed to have her hands and face washed after. That was quickly done and Mommy took her now sissy baby back to the nursery. A quick check with her fingers showed her that Tammy was dry and did not need a diaper change but she wanted to enjoy her sissy so she had Tammy stand before her and removed what she had on she dressed Tammy in an adorable Barbi onezie she had ordered from E bay. Her little sissy looked so cute and vulnerable. Mommy took her to the bed, lay her head in Mommy’s lap, opened her blouse and took her sissy to her breast for some much needed cuddle and loving. Tammy nursed on her breast for only a few short minutes and then she was put on her back with her head in Mommy’s lap and was given a large bottle of cold milk. Taking a bottle was one of her great pleasures and she wished Mommy would give her more bottles.

Tammy nursed softly as always but she was overwhelmed with new sensations, with long buried desires that were coming true. By the time she was comfortable nursing her erection had nearly taken control of her and she was humping her hip against Mommy every second or so. Mommy felt the hard penis pushing against her tummy even through the thick diaper and panties so she softly patted Tammy’s bottom as she suckled. After a few soft pats she said, "I guess my little one is ready for her boyfriend, isn’t she?

"Mommy, it hurt," Tammy murmured against the soft breast and fully hard nipple she was sucking and licking.

"Mommy told you, darling, you are still very much a virgin so of course it will hurt, but not for long, you’ll see." Then she lifted Tammy’s lips from her breast, had her stand up and led her to the changing table. The onesie was slipped off and Tammy laid down so that her diaper could be removed.

In moments Mommy had removed the diaper panties and the Pampers and now had her little sissy fully naked on the changing table. All it took was a warm kiss and a long stroke of her fingers and when she looked at her sissy he had a fully hard, pulsing erection for her to play with if she chose to. She would play with it soon but not right now. Now she had other plans.

"On your tummy, precious."

Timmy rolled over as Mommy get Mr. Penis from below the changing table. With soft, delicate fingers she probed her sissy coating his rectum with baby oil gel and preparing him for what was to come. First one finger moved in and out coating his bottom and letting him feel the pleasure of penetration. Her other hand stroked the back of his head and hair and she softly murmured baby talk and instructions to her sissy baby. In no time at all Timmy was humping his bottom up against her hand so she added a second, well greased finger and slid them both in as far as she could. "Good sissy.... Mommies little sissy baby... Mommies darling little sissy boy. This last push made her sissy groan with pleasure and she knew her sissy was ready. Slowly her fingers came all the way out and she washed her hands with baby wipes then it was time for him to be taken in full. The tip of the dildo was pressed against his rosebud and he once more let out a soft groan of, "Aggghhhhhhh .... Ohhhhhhhhhhh." As it began to penetrate. She stroked his back and petted his hair then patted his now humping bottom as she worked Mr. Penis deeper and deeper into her sissy. Once it was all the way in and she was slowly rotating it she made her sissy lay on his side with his penis facing her. She left Mr. Penis filling the inside her baby and once more washed her hands thoroughly knowing full well what was coming. With nice, clean hands she worked the plastic lover in and out over and over but did not touch her sissy till he was almost ready to orgasm with no one touching him at all. Then she wrapped her fingers around his fully controlled manhood and in less then 2 minutes Timmy let out a cry and his sperm began to flow onto the plastic sheet of the changing table. Carolyn worked the dildo in and out as she milked her sissy till he was totally soft in her hand.

Timmy lay on his side, panting softly as Mommy lay her fingers in the puddle of sperm. It coated her fingers and she quickly moved her hand to Timmy’s mouth. The sperm covered fingers touched his lips and she commanded, "suck."

Timmy opened his mouth and for the first time tasted the sperm that was to start him down the road to total sissy hood. He sucked the fingers clean and Mommy once more coated them with the sweet sperm. This time his mouth was open, tongue out and ready when the fingers touched his lips. "Good girl," Mommy praised him, "Such a good girl you are. So easy to train." Two more trips and the sperm was all gone. Timmy was totally exhausted by now so Mommy pulled Mr. Penis from his boy pussy and quickly diapered him then he was laid in his crib for a much needed nap.

After his nap Tammy was kept in the crib till she was soaked and needed a diaper change. Mommy took her to the table and had her lay down in the diaper position. Then a thoroughly washed Mr. Penis was slipped in his mouth for him to suck while Mommy completed the diaper change. Once Tammy was washed, powdered, diapered and sweet smelling Mr. Penis was taken from her hands and mouth, washed with baby sanitizer placed back under the table. This done, Tammy was dressed in a pink onesie with baby dolls on the front. Her passy was pined to the front of the onezee so that it would not get lost and she was taken to the couch for a cuddle and a bottle.

Mommy softy stroked her face and hair, praised her for being such a good sissy, such a good baby, and the bottle quickly emptied. Once her bottle was empty she was allowed to sit in her play pen and watch This is Daniel Cook and The Doodlebops while Carolyn get ready for her last session of the day.

Carolyn was sitting at her desk with her not pad open before her. The client was not due yet and Carolyn had time to think about how she was going to control and change her little sissy baby husband. Her first decision was that her sissy would need to spend far more time with Mr. Penis. It was not going to be hard to condition him so that just the sight and touch of the dildo on his lips would gave her darling an erection. This would have to be followed by both gay and adult baby videos. These would be easy to get as they are always available on E bay. The videos would be shown with Timmy in Pampers, of course and he would be masturbated during the show. Once his sexual aversions were past him and he was ready for a playmate he would be allowed some play pen time with another sissy. She had a some friends that were BI sexual and that had BI sexual husbands. Come to think of it, wasn’t Amanda’s hubby not only bisexual but submissive as well? She would get him a lot closer to the time when he acknowledged that he was bisexual, when he was emotionally ready for accepting his hidden desire to perform oral sex on another male and be kissing another male, another sissy if she had her way and then she would take the time to find him a playmate. First, however, she had a client to deal with.

The session went fine, the client was just a bit frightened by her own sexual desires and the strength of them but that could easily be handled. When she came back in to the Nursery Tammy was laying on the floor, cuddling her plushie kitten and watching TV with a passy slowly moving in and out as she sucked and released.

Mommy took her baby by the hand and led her to the changing table. Quickly and obediently Tammy lay down and let Mommy take his onezee off so that the clearly soaking wet diaper was exposed.

Mommy removed the soggy diaper and tossed it into the diaper pail then washed her darling with tender strokes. Almost at once Timmy got an erection and his thumb went into his mouth. That was the signal to Mommy that her little darling needed to be milked. Her first thought was to collect the sperm in a shot glass and let tammy drink it down but then, almost at once, her own body started to react to the feeling of her husband’s throbbing erection and her control over him and she knew that that release was going to be for her alone.

At timmy was pulsing in her hand and his hips began to thrust up and down against her tender stroking she stopped long enough to slip off her dress and peal her panties off then release and drop her bra so that in seconds she was as naked as her husband. It took no time at all to move him from the changing table to the king sized bed and even less time to get him back under her total control. Timmy was hard, almost at the point of his own release when she got on top of him, straddled him in the time honored position of domination and touched herself. Yes, she had been right, she was already more then just wet, he slid easily inside her already quivering body.

As she sat on him, driving him deeper and deeper inside, feeling his hard penis rubbing against her clit and the joys of her own sexual desires rising up, starting to bubble over .. "Oh, god yes, darling, be a good boy for Mommy,... Agggghhhh, Good Boy, deeper darling, deeper and faster..... Ahhhhhghghghg, yes, that’s the way.." As she started to ride his body.

Timmy brought his hands up as she leaned forward and began to rub the nipples of her breasts. Both at once, making the nipples hard and sensitive to his touch. "Such a good boy you are," Said Carloyn as she rode her sissy, baby husband like a rocking horse. Feeling his hips rise and fall with each stroke. Leaning further down, Carolyn kissed his forehead, then his lips parting them with her tongue and filling his mouth with her own sweet taste and kiss.

Pumping faster and harder she felt the release start to grow inside her, seeking a release se knew had to come. Her body was about to lock up in orgasm when she moaned, Now, darling, PUMP your hips NOW!!!!" And he did pump, hard and fast, in and out, over and over till she could no longer hold back. "La..la... La... LOVE YOUUUUUUUUUUU!" ... Gasping. Panting for air as her orgasm swept her away she screamed, Oh GOD LOVE YOUUUUUUUUU..... Ahhhhhhh, ahhhh AGGGGHghghhhhghgh..!" And as her first orgasm came to a stop a second rushed up and took her away again. Now all she could do was pant, whimper soft sounds and hold on as the second was replaced by a third.

Timmy was running with the sweat of exertion but he never stopped while his Lover was having her own, much needed, release and then the forth orgasm was gone and then Carolyn let out a soft cry and fell face first on her sissy baby nearly passed out and still twitching from her fifth release.

Through it all timmy had not been able to orgasm. He was that focused on the needs of his Wife and Mommy. Now he cradled her in his arms, stroked her back and let her fall asleep on top of him. Slowly he let her slip off, kissing her fingers and got out from under her and went to the bathroom.

Once in the bathroom he got 3 warm, wet wash clothes and a soft town and while Carolyn slept, passed out from her multiple and over powering releases, got her rolled over on her back and first washed her face then her breasts and last of all softly washed her vagina clean. Once his Mommy was clean and dry he rubbed her feet and legs till, after about 10 minutes, she started to wake up.

In no time they were cuddled together in the bed and Carolyn was back sound asleep in his arms. He held her close till after almost an hour she started to come around for good. The first thing she did was to kiss him fully and deeply then remind him of just how much she loved him and loved being his Mommy.

Once she was on her feet she fixed him a bottle and re-diapered him so that he would not have a chance to use the potty. The night was not over yet. In fact it was just beginning.