Bobbi's Wonderful Difference

I had been single for too long and, even though I'm good looking and personable enough to get women to go out with me, and even have sex with me - including some kinky stuff like light bondage and anal - I was left wanting more. Something - different.

I found myself looking at more and more porn online, most of it too vanilla or too violent, but then I stumbled on some transgender porn pics and videos and to my surprise, I got more aroused by these images of hot female-looking bodies with cocks. I loved the scenes of them on their knees with their nice big tits exposed as they sucked men's cocks, with their own nice stiff dicks sticking out of tiny panties.

And I also found myself deeply aroused by images of men sucking girlcock and taking these nice hard cocks up their ass. I tried to put these thought out my mind but when I was alone, I couldn't stop looking at transgender porn and the tantalizing images of their beautiful hard cocks.

Finally I gave in to temptation and worked up the courage to put my profile on a site that connects men with trans women. I was pleasantly surprised that I got responses fairly quickly. Unfortunately, many of the respondents looked either too masculine or too bimbo-ish; I thought, as long as I'm doing this, I may as well wait till I feel a real attraction.

Just then there was a ping and another respondent's image was on screen.

I was surprised to find that I was immediately attracted to her. Her name was Bobbi, and her first pic was a head shot. She had big hazel eyes, accentuated by smoky eyeshadow which turned me on - I associated it with the "loose" girls in high school I'd always lusted after - high cheekbones, a long narrow nose with flared nostrils, which I also thought was sexy, and a wide mouth with full red lips and the hint of a grin. Her second pic was a full body shot; I liked her shoulder length, sun streaked hair and her shapely tits. The light sundress she wore didn't show any cleavage but the fabric was thin enough to let her stiff nipples poke through slightly. And thankfully the dress was short enough to show off her long, toned legs. Last but not least, she wore open toed sandals so I could admire her beautiful feet. She had painted her toenails pale pink, which set off her lovely tanned toes. As I gazed, I realized I was breathing faster and my cock had grown rock hard.

The last photo was her from the waist up, like a standard Instagram selfie. She had no makeup on at all but she was smiling broadly as she leaned forward in a low cut blouse, showing off her beautiful firm tits and just a glimpse of dark nipple.

Her bio was short but direct. "I'm a 35 year old trans woman who likes to spend time with people who aren't afraid of a little adventure. If I hit you up and you like what you see, let's chat and see where it goes!"

I decided to hold off for at least a few minutes so I wouldn't seem too needy, even though my mind was running wild (and my poor cock was aching!)

But after a cold beer, I sat back down and responded, "Bobbi, I'm so happy you reached out to me. I wouldn't call myself the most adventurous guy in the world, but you look like a great person to go an adventure with!" Oh god that was lame I thought, but Id already hit Send....

The screen pinged again and Bobbi messaged, "Oh, I get plenty shy sometimes too, but something about your sexy profile pic got me hard so I thought what the hell. Are you busy this afternoon? Let's grab a drink downtown!"

Did - did she just say "got me hard"?? My heart was going a mile a minute as I typed, "Sounds great! How about 4 PM at the Jackson Grill?"

Bobbi: "See you then, big boy!!"

I couldn't hold off any longer - I pulled my cock out of my jeans and as I looked at the pic of her grinning as she showed off her sweet titties, I stroked myself till I shot a big cumload all over the image of Bobbi's face...

Thankfully, I had pulled myself together by the next afternoon, and after I showered, shaved, and dressed in black linen trousers and a white silk shirt, I headed downtown to meet Bobbi in person.

When I walked into the already bustling bar, I saw her at a table toward the back. She smiled as she watched me approach and I hope she approved of my look. As I reached the table, she rose gracefully and leaned in to me to give a soft brush of her lips against my cheek and murmured, "so nice to finally meet you, Ronnie!" She was almost as tall as I was, in open toed high heels that again showed off her sexy painted toenails. Her skirt was short so I got to enjoy the sight of her firm tan thighs, and her sleeveless blouse not only had a plunging neckline, but it also displayed her arms, which showed some nice defined muscles. Something about seeing her smooth strong bare arms was very arousing. When she had kissed my cheek, I'd gotten a nice whiff of her perfume and it made me smile. She smiled back at me with her beautiful wide smile and said, "you look very handsme! I love a man in a nice silk shirt!" And as she turned to take her seat, she brushed her fingertips across my chest and I felt her touch my nipples beneath the fabric.

"Your profile said you like single malt scotch, so I took the liberty of ordering one for each of us," Bobbi said, and she raised her glass. "To new friends and adventures!!"

We clinked glasses and sipped our drinks as we made small talk about where we went to school, our favorite local restaurants, and so on. Bobbi was talking about a new movie she wanted to see when I felt her bare foot grazing my crotch. She had slipped on her shoes off and her toes were very warm. As those long sexy toes brushed against my balls, my cock began to rapidly stiffen! She smiled at me wickedly and asked, "are you OK, Ronnie? You seem a bit - distracted..." and she pulled her foot away and back into her shoe.

I gulped, "um, Bobbi, you shouldn't go teasing a guy like that...I could get the wrong idea..."

Again she showed her wicked grin. This time she even licked her lips. "Oh, I think you know what my idea is, Ronnie..." She leaned in closer and lowered her voice. "My idea is to get your cock nice and hard..."

I swallowed hard and tried to speak but it came out as a whisper. "And then what?"

"Oh, I don't know, darlin', maybe I'll suck your nice hard dick till you cum in my mouth," and she licked her full lips again.

"Or maybe I'll get on all fours and beg you to fuck my asspussy as hard as you can - how does THAT sound??" Then she laughed, not unkindly. "Oh, you should see the look on your face - like a deer in the headlights! C'mon, let's get a cab back to my place before you have a stroke!" She giggled and I laughed a little too.

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In the taxi, we kissed for the first time and the taste of her mouth and the feeling of her smooth warm body in my arms was exquisite. At one point I began to run my hand up her thighs under her skirt; she shivered in apparent pleasure but slid my hand back down, saying, "not so fast, stud; let's pace ourselves!"

"This from the lady who gave me a foot job in the bar!" I laughed.

Bobbi kissed me again and placed her hand firmly on my crotch as she whispered, "It'll be worth the wait, darlin'... trust me!"

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Bobbi's apartment felt open and spacious but still cozy. She made us both drinks then said, "Come sit next to me on the couch," as she kicked off her heels. I sat down and again put my hand on her smooth tan thigh. This time Bobbi did not push back, so as I leaned in to kiss her luscious mouth some more, I slid my hand up to the edge of her panties then ran my fingers gently over the bulge there. Bobbi then unzipped her skirt and slid it off, so she there with just her skimpy lace panties that barely covered her balls and cock. And all I could think was how perfect and erotic her balls and cock were! Bobbi was watching me closely. "What do you think, darlin'? See anything ya like?"

I put my face in her lap and nuzzled her, then I licked the head of her nice long hard cock. At this, Bobbi raised her bottom up and slipped the panties all the way off. Now I could run my tongue over her smooth balls as I squeezed the shaft of her cock. Bobbi moaned and stroked the back of my head, saying, "that feels SO nice, sweetie....mmmmm..."

As I took her whole cock in my mouth, I thought, wow, I'm sucking this beautiful woman's big hard cock, and I LOVE IT!!!

As if she read my mind, Bobbi murmured, "Is it as good as you'd hoped, baby?" And I answered. "even better!!" As Bobbi began to fuck my mouth deeper and faster, I suddenly decided to play with her tight little asshole. I grazed my fingertips around her hole and she gasped; then I slid one finger in and worked it in and out. Bobbi began to cry out, "oh god oh god oh god" then arched her back and spurted load after load of hot cum in my mouth and down my throat. I swallowed every last drop, and as her now semi hard cock slipped out from between my lips, I whispered, "thank you for feeding me your amazing cock and cum...it was wonderful!"