Tim and Abbie 27 Abbie s matchmaking works
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Tim And Abbie 02: Saturday free porn video
The next day can’t pass quickly enough for Tim. He goes through his closet, trying to decide on what to wear. In the end, he puts on khakis and a light blue button-down shirt. He leaves a couple open at the neck. He grabs a navy-blue blazer to finish the look.
Abbie spends a good deal of time preparing for their date also. Deciding on a nice flower print sleeveless dress, low-neck like all the dresses Abbie wears. Cinching at the waist with a flowing bottom half.
Abbie spends time spreading lotion all over. Abbie has professional laser hair removal of all body hair. It cost a bit, but only is needed about once every six months and is so worth it considering how soft and smooth it leaves Abbie’s body.
Hair curled and styled, then makeup. It has to look perfect tonight, Abbie thinks. A spray of perfume and Abbie is ready by a quarter to six.
Tim had texted he would walk over to pick her up at six, he has a cab scheduled to pick them up from Abbie’s flat at six-fifteen.
Abbie busies herself as she waits. Meanwhile, Tim is getting nervous about what could be ahead as he waits until that same time to begin heading to Abbie’s flat. He knows it won’t take long to get there, so he strolls the few blocks slowly.
His stomach is flipping on him and all aflutter. This is the first date he has been on in years. Tim stops at the little shop on the corner of Abbie’s block and purchases a bouquet of pink daisies and violet lilacs. He feels a bit silly carrying them, but it is only a half a block to Abbie’s building.
Arriving moments before six, Tim rings the buzzer, and Abbie tells him to come in. Abbie’s flat is on the third floor to the right off the elevator. When Tim gets to Abbie’s door and knocks, Abbie opens the door right away.
Abbie leans up to greet him with a kiss on Tim’s cheek as he fumbles to present her with the flowers. Abbie invited him in, thanking him for the lovely bouquet. Abbie tells him to have a seat and goes out of the room with the flowers.
Tim sits on the couch. Abbie returns in a few minutes with the flowers in a vase and sets it on the table. Tim is a little disappointed as Abbie takes a seat in the chair across from him. He had hoped she would sit next to him on the couch, close. But seeing her cross her shapely legs in front of him and her leaning forward when she talked gave him a nice view of her boobs.
It is only minutes before Tim receives a text that the cab is waiting outside. He and Abbie go down, and he holds the cab door for her to slide in. Him behind her. They are sitting close now, Abbie’s thigh is right next to his, and as she settles herself in the cab, Tim is thrilled feeling her rub against him.
He tells the driver the name of a very nice restaurant as their destination. Abbie is impressed. Tim is an excellent date.
They have a nice dinner talking and laughing like the night before. As they walk out of the restaurant after, Tim tries to take Abbie’s hand to hold. Instead, Abbie hooks her hand on his arm. Well, it was something.
Back at Abbie’s flat, Tim sees her up and after the door is opened steps in behind Abbie. Abbie thanks him for the wonderful evening and the flowers. Tim, in return, reaches to lean in and kiss Abbie for the first time. As he approaches close, Abbie turns, and all he kisses is a cheek. A bit disappointed, to say the least, Tim looks quizzically at Abbie.
“Tim, I need to make something clear to you before this goes any farther, some sit down,” Abbie says, and they both go to the couch now.
Tim is totally confused and scared. ‘Is Abbie going to tell him she’s not interested and doesn’t want to see him again?’
Abbie starts, “Tim, I really like you, and I hope we can see each other more and more. Well, more than just see each other. But I can’t start anything with you until you fully know about me. This is me, this is how I always dress and live. But, you see, we both have the same equipment, you could say.”
Now Tim is totally confused and doesn’t comprehend what Abbie is saying.
“Tim,” Abbie explains, “I am a trans, a man in that department, but I have had breast surgery and view myself as a woman. I dress like this all the time. One of the things the organization I work for does is helps trans transition how they want, with counseling and arranging surgeries. I have a penis and balls, which I will never change, but I do have a love hole, just a little different for a man to enjoy. The prick being there too can, at times, add to the fun.”
Tim goes pale, realizing what Abbie is telling him. He barely hears Abbie go on as there is a ringing in his ears, and his stomach is churning. Strangely though, through all this, he feels himself beginning to be aroused.
“Tim, are you alright? Do you need time to think about this?” Abbie asks, placing a hand on his arm.
Tim stands and tells Abbie he needs to go and hurries from her flat. Tears form in Abbie’s eyes at Tim’s reaction.
~~
In his rush to leave, Tim takes the stairs instead of the elevator. By the time he reaches the second-floor landing, his eyes are blurred from tears. He sits on the stairs and thinks about all that just happened. How?
With tears in his eyes, Tim looks at their text conversation from the night before. Then at the picture Abbie sent. Even knowing Abbie is trans, he finds his cock hardening as she still excites him.
Bewildered by this, he calls his neighbor Leslie, asking her advice. Actually, Leslie is more than just a neighbor. She is more of a second mother to him. Especially since his mother died years ago. When things get too much for him to handle and he needs help to straighten them out so he can understand and react appropriately, Tim often finds himself turning to Leslie.
After telling her what he just learned, she suggests he thinks about why he is attracted to Abbie. Through all of his confusion, he still thinks of Abbie as a beautiful woman. Despite her having a cock and balls. Explaining this to Leslie, she suggests he go back and talk with Abbie, explain why he is perplexed.
So, about twenty minutes later, Tim returns to Abbie’s door. He hesitates before knocking. Fearing rejection because he ran away, Tim half turns after he knocks. Before he runs again, the door opens. Tim sees that Abbie's makeup is smudged from crying; Tim can't help but start to cry himself again.
As he does, he says, "I'm so sorry, Abbie. I didn't know how to react to what you told me, and I panicked. I don't want to hurt you. I hate that I caused you to cry. You are too beautiful to cry. Please, please forgive me. Please can I come in, and can we talk more?"
~~
As Tim apologizes, he pulls Abbie into his arms and kisses her. The feel of her soft lips on his rougher ones thrills him. Abbie is and will be ‘she’ to him. They will figure out the other things. Which does seem to excite him every time he considers that.
He pulls back before they open their mouths to each other and takes his thumb and wipes the smeared mascara from under Abbie’s eyes.
“Abbie, we might have to take things slow to start as this is all new to me. Shit, even if you were a woman, it would probably be the same. I haven’t even dated that much, let alone had sex with a woman. And about your added features, I realize I don’t care about really, but need time to absorb,” Tim tells her.
Abbie is so overjoyed that Tim came back and so soon and is willing, it seems, to try to see where this could lead. She takes his face between her hands and kisses him again, with closed lips, long and hard.
Pressing her body against his, Abbie feels his hard-on growing. And truth be told, so is hers. Abbie takes his hand and leads him back to the couch. This time they do sit with their thighs touching. Both feeling shivers run through their bodies.
Abbie puts her hand on Tim’s thigh and rubs it lightly, up to where his prick is bulging a bit and just softly runs her hand over it.
‘Oh goodness, he is so nice sized,’ Abbie realizes. And as electric shockwaves run through her, Abbie realizes that with Tim, she will be feeling like a woman always. She would be ‘she’ to him. And with that, more tears come to her eyes. Tim worries, seeing this, takes Abbie in his arms and strokes her back, asking what is wrong.
“Tim, we can take it as slow as you need to. I am just so happy that you do see me as a woman you can care about and be with,” Abbie tells him.
As she goes on, she lifts Tim’s hand and moves it to her growing cock, saying, “Please don’t be afraid. This is me, so you know. Sometimes in relationships like this, it is thought of more as my ‘big clit.’ You would pleasure it similar to how you would any woman’s clit. And my vag is just a little farther back for you to enjoy any way you want also.”
This is a lot for Tim to comprehend. Feeling Abbie’s soft hand over his running it back and forth across over her dress and panties, yes, it will be her big clit to him. He is not scared or repulsed. He can feel that Abbie isn’t that largely endowed, but then perhaps she is not fully aroused now. But compared to his eight-inch cock, which has a wide girth, Abbie is probably only six inches and not as thick at all.
So yes, it will be her clit that does seem to swell when aroused.
Tim has indulged in watching some porn over the years. Especially since so much is now out there on the internet. He has seen women whose clits supposedly got rather large when stimulated, Tim was never sure if that was really true how large they looked, but now he could just imagine that Abbie was one of those types of women.
Somehow more and more, he is coming to imagine a wonderful future with Abbie being just what he needs. As he strokes Abbie’s clit, her hand returns to stroking his cock, both fully clothed, still but it feels so good, Tim’s mind wanders a bit for a minute.
Is perhaps Abbie what he has always been looking for? The care she takes with her appearance. Always whenever he has seen her, she is dressed so nice and sexy, and her makeup and hair done to perfection. Does it matter to him that Abbie has a cock and balls? Would that add to what develops between them? And in what way?
Tim kisses Abbie over and over. Each time, their mouths open just a little more, until he finally sticks his tongue into her mouth and deeply French kisses her. It does pass fleetingly through Tim’s mind that he was kissing a man this way. No, it is his Abbie. And he is a little shocked that just with that passing thought his cock gets even harder.
Tim takes Abbie’s hand from his crotch and moves back a little. He blushes and says, “Abbie, that is feeling so good, and I don’t want it to stop, but I am going to cum if we don’t, and I don’t want to be embarrassed or make a mess.”
Abbie hugs him tight, “Oh Tim, sweetie, I don’t want you to feel that way at all. We can stop before you do, though I am getting close with your touch too; or I can undo your pants and take them down to help you finish, I can get a towel.” Abbie jumps up and is soon back with a towel.
“But what about you?” Tim asks.
“Don’t worry, I can cum in my panties, it will catch most so not to spill on my dress. It is actually rather enjoyable when I cum that way. But I don’t want you to stain your pants,” Abbie giggles.
And with her laughter, Tim feels so much better and lifts his hands to unbuckle his belt to start. Abbie moves his hands away and undoes it for him, saying, “Let me get your big guy out, it feels wonderful from what I can tell.”
So Tim, who would have never imagined yesterday afternoon what was now happening. That by the next night, he would be in a gorgeous woman’s (to him) flat like this. Her unzipping and lowering his pants, so his hard-on is on full display.
Abbie gasps as it pops out at her as Tim lifts his ass so she can pull his pants and underwear down. She lets out a deep sigh as she feels precum drips from her. She shuddered at how magnificent it looks to her.
Abbie can’t help herself and lowers her head and just gently kisses Tim’s glans. Licking the precum that is there also from it. Tim is now the one to tremble. ‘Oh, please, control myself, so I don’t cum too soon like last night. I am so close to the brink,’ Tim thinks.
Abbie puts the towel over Tim’s thighs and under his testes. She begins to caress his balls with one hand while the other squeezes around the bottom of his shaft and begins to jerk him. Very slowly, at first, as she can see, Tim is in a high state of arousal. His neck and face are flushed a deep rose, and his breathing is labored.
Tim can’t speak at the moment. This is the greatest feeling ever, he thinks. Abbie’s soft hands on his cock and balls, looking down at her intensely staring at his prick, he can see down her dress and worship her breasts.
He knows he said he needed to take it slow, but he so wants to kiss, knead, and suck those tits. But he will pace himself, not yet.
Too soon, he erupts. His cum spreads all over Abbie’s hands and the towel. He begins apologizing for making the mess, and to himself curses his cumming so soon.
In response, Abbie just smiles at him and lifts her fingers to her lips and licks his cum from them. She moves her hand back to scoop up some more, saying, “Tim, you taste very good. Have you ever tasted your own cum? Would you like to?” As she holds her fingers in front of his face.
Mesmerized, not believing he is doing so, never had he before, Tim allows Abbie to stick her dripping cum covered fingers in his mouth, and he licks them clean. The taste of his own cum is amazing.
To be truthful, he had never tasted anyone’s cum before, male or female, as it just wasn’t considered with the girls he had been with. No oral sex with them at all, and only once did one in college go down on him for a couple of minutes.
To finish this astounding night off, Abbie takes her hand and sticks it up her dress. Tim sees her fingers wiggling at her crotch. When her hand comes back out, it is again covered in sticky cum.
“I came when you did Tim, over the excitement of the moment. Would you like to taste mine too?” Abbie asks, again holding her fingers in front of him, but this time a bit away in case it was going too far for him.
Like a bird, Tim opens his mouth and leans to Abbie’s fingers and lick them clean. As much as he enjoyed his own cum, the slightly different taste of Abbie is like an elixir to him. He wants to ask for more, but that will come in time.
“Sweetie,” Abbie begins, “I would love for you to spend the night with me. Don’t worry, not anything, just cuddling together. But, I think perhaps tonight you need to go home and contemplate what we together would mean. In the light of day tomorrow, you might feel very differently. I will understand and will remember this night with affection. But, after really, really, thinking about things, if you do want us to go forward, let me know. Though please do text me that you got home okay tonight, it is so late.”
Saying this, Abbie kisses Tim deeply and long, showing the passion that was in her. Tim responded in kind. Regretfully, they stand as Tim knows what Abbie is saying makes sense. He does really have to be sure about this, talk with Leslie more, but it does feel so right.
As they stand, Abbie pulls Tim’s pants up for him. Gently adjusting his ball and prick in his underwear. Squeezing them gently as if say, ‘until the next time.’ And zipping and buckling him in.
They walk to the door arm in arm. There they cling to each other kissing more. Finally, Abbie pulls back and again thanks him for the flowers and dinner. Finishing saying, “And thank you for coming back as you did, and all that followed. Please know I will understand if you change your mind, but I really hope you don’t.”
Tim responds, “I don’t want to either, but you are right that I do need to think this through totally and what it means, from all perspectives. I will tomorrow truly think about it all with a clear head. And whatever I decide, I will let you know. And understand, and believe me, this has been the best night of my life.”
One more long, deep kiss and Tim leaves. He begins thinking about all this that has unfolded tonight as he walks home. He doesn’t care about Abbie being a man, which does amaze him realizing it. Abbie is the woman he wants and has dreamed of. And he realizes that those dreams might have included that added feature which Abbie has.
But, the question is, how far will he be comfortable and willing to go? Could he fuck Abbie as how it would happen? Would he ever feel comfortable sucking her ‘big clit’? Or, for that matter, even stroking and pleasuring it? He knows that for Abbie to get the same satisfaction from things between them, he will have to do those things. It is only fair. And if nothing else, Tim always has and is, a fair and honorable man.
And for that matter. Would he at some time want Abbie to fuck him? Oh, he knows he wants to feel her lovely lips on his cock. When she leaned and kisses his tip, it was a wonderful prelude to what could come.
And his friends, acquaintances, colleagues, could he introduce Abbie to them as his girlfriend? Would any of them suspect? Tim realizes now that he was rather blind to that fact, mesmerized by the beauty Abbie created. Would others only see it that way? Or would the truth be realized by them? And would he care if they did know the truth?
By the time Tim gets home, his mind is whirling with all the considerations to be thought about. He does remember to text Abbie that he is home. After sending it, he is a bit embarrassed again by how he started the message, but it is how he feels right now.
Tim: Darling, I am safely home. Again, thank you for everything. And I will think about this all very carefully. Talk to you soon.
Abbie: Thank you too. I am glad you are home for the night. Sweet dreams, my sweetie.
Tim gets undressed and climbs into bed. As sleep begins to overtake him, he still is thinking about what others would think or know, and a wonderful thought comes to him; besides talking with Leslie about this tomorrow, I will have her meet Abbie first, and she can tell me if we would be exposed or not.
Happy now, Tim falls asleep dreaming about Abbie’s kisses and hand on his cock. He will wake up to a wet spot on his bed.
Vicky
- 30.11.2020
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