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Roger and Bridget  

Sogget24 49M
1 posts
2/24/2015 11:43 pm
Roger and Bridget


Roger had been traveling to Dallas for business for almost a year the first time he met Bridget. He saw her at a bar and coaxed a phone number out of her after a few hours of talking and very light drinking. Every couple of weeks he would travel to Dallas for a few days, and after the first few months, he tired of spending most nights sitting in his hotel room reading or watching TV, and started going out to bars. Even though he kept to himself most nights, the first sight of Bridget struck him like a bolt of lightning. The next day he flew home to Austin, and spent at least two hours a night the next two weeks talking to Bridget on the phone. She made it clear after the first two calls that she had been born male and was transitioning.

Over the next two months, they saw each other at least once whenever he was in Dallas. Roger had prepared himself for their first sexual encounter by watching porn featuring "shemales," but the porn didn't really prepare for what sex would be like with Bridget. Though he had always been straight, the idea of playing with Bridget's cock appealed to him. The first night they were together, she explained that the hormones left her unable to sustain an erection or ejaculate. That was a month ago.

When Roger opened his hotel room door tonight, Bridget greeted him with a kiss and asked if it would be OK if she slipped into the bathroom to change. Roger thought that was a bit odd because as far as he could tell, she looked fine to go out to dinner. After about ten minutes, Bridget emerged from the bathroom wearing tight denim shorts, a white blouse tied in a knot, white knee-high socks, and white leather shoes. The hot pink lipstick she wore matched her fingernails, and presented a stark contrast to her olive skin. She had moved to the US from South America a few years ago, and her thickly-accented English was good. She told Roger she wanted room service, and he obliged. After a dinner of Caesar salads--- shrimp on hers and chicken on his--- and champagne, they settled down on the little couch in the room.

They spent about thirty minutes talking about how the day had gone. Bridget had laid down with her head in Roger's lap. They were holding hands as they talked, and Roger occasionally brought her hand up to his mouth to kiss it. Bridget felt Roger's cock getting hard inside his pants, and she sat up. She kissed him on the mouth as her right hand grabbed his cock, which by now was straining against his slacks. She unzipped his pants and moved her mouth down to his hard cock, which she kissed and licked. She stood up and grabbed his hand. She gave his arm a tug as she backed up toward the bed. Roger undressed and started kissing Bridget, and pushed her back onto the bed. He undid her blouse, and she immediately took off her lacey white bra to reveal her perky B cups and dark, tiny nipples.

Bridget was five feet two inches and just over a hundred pounds with smooth olive skin, shoulder-length black hair, and dark brown eyes. It was a stark contrast to Roger, who was just over six feet tall, two-hundred and forty pounds short light-brown hair and brown eyes with a hairy chest and skin that while white was not pale. Roger hovered over Bridget, kissing her on the mouth and on her neck, working his way down to her breasts and sucking on her hard little nipples. He kissed his way down to her stomach, undid her shorts and slid them off along with her white panties. He started to kiss down her right thigh and calf. He took her shoes off and rolled her right sock down and off. Her pink toenails matched her lips and fingernails. He rolled her left sock down and off and started kissing her foot, and working his way back up her left leg. As he reached the inner thigh of her left leg, she arched her back so he could get a good look at her tight pussy, which he licked as he held her thighs up.

Roger then reached onto the nightstand to grab the little bottle of rose-scented lotion that had been on the bathroom sink next to the soaps and shampoo. He squeezed some lotion onto his fingers, and rubbed it on and into Bridget's pussy before squeezing a generous portion onto his own cock. As the tip of his cock entered her, he realized that she had kept up her end of the deal they had made a month earlier to refrain from all<b> sexual activity </font></b>until they next saw each other, which was only supposed to be two weeks, but was extended by Roger's trip being cancelled due to poor weather in Dallas. She was so tight. Roger asked if she wanted him to push in further, and she said yes as she pushed down on her sphincter muscle to take him in deeper. He looked down and saw her pussy swallow his cock as he started to slowly rock back and forth inside of her. He bent down and kissed her on the lips, and as their tongues met, he felt her clit rubbing against his stomach. It was four inches long and thin, and was hairless just as her coin purse was underneath, but it was rock-hard.

Bridget knew Roger wanted her to squirt for him, and eased off on the hormones to make that happen. Roger started to thrust slowly and deeply into Bridget's pussy. He wanted to take his time, but the sight of her clitty sticking up in the air after rubbing against his stomach was too much and he dumped a month's worth of pent up sperm into her pussy. He slid his cock out and wrapped his mouth around Bridget's clit. Roger had spent months practicing sucking a dick with a dildo he bought online, but he gave it up after his first encounter with Bridget. Now the only thought running through his mind was how much he wanted to taste her orgasm. He ran his lips up and down her clit before he settled on working his mouth and tongue on it while fondling her little coin purse. It didn't take long until her squeals changed to moans and her clitty started to spasm up and down in his mouth. Her clit juice was thin and watery, with a very slight salty taste. He swallowed most of it and kept licking the tip of her clit. She squirted a bit more and he kept that juice in his mouth as he moved up and kissed Bridget on her mouth. Her pink lipstick smeared against his lips along with her juice. He started to kiss and lick down her neck as she said, "I really wanted to squirt for you, Baby." Roger told her she had made him so happy by doing that. They started to spoon, and as she felt his hard cock against her thigh, she asked if they could fall asleep with him inside of her, and Roger obliged. He entered her pussy as his own cum and the lotion coated his cock, and they drifted off to sleep.

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