Getting sucked by a “straight” crossdresser [MT] [M30, T26]

I’d been talking to Stefi on Kik for a few weeks. Lots of pictures had been exchanged, my favourite being her doggystyle on a single bed looking back cheekily at the camera, albeit with most of her face blurred. Stefi is 27, with a postdoctoral role at a London university. She’s staying in dorms over the summer and was glad to find out the floor she’s living on is empty. She invited me over to be “serviced”. The rules were very clear – I wasn’t to touch her, nor was I to try to initiate anal sex. She was going to suck me to completion and I was to leave. A classic suck and go.

Stefi assured me at least twice that she is straight. Personally, I think there’s only so straight someone can be if they’re meeting up with a man to suck his cock, but I wasn’t going to complain. This girl is hot. Smooth all over, dark almost Mediterranean tanned skin, a bright blue wig, and in every picture wearing an assortment of invariably black lingerie. She told me she’s been meeting up with men for nearly 10 years and is only interested in fulfilling her fantasy of swallowing a load. I, for all intents and purposes, am just to be an enabler for her fetish, a role I was happy to undertake.

I arrived at her building at 8pm last Sunday night as instructed and messaged her on Kik. Stefi soon came to the door in male mode, wearing shorts and a t-shirt. As we walked to her room I could see she was clearly wearing nude nylon under her shorts. I began to harden at the thought. Once in her room Stefi told me to take a seat on the single bed. The room was simple – block walls painted in a slightly unpleasant shade of beige, with a desk and an en suite. Not unusual student accommodation.

We had a bit of small talk, but it seemed like she only wanted one thing. She took off her trainers, giving me a first glimpse of her stockinged feet. I could see clearly now the obviously shaved legs as she peeled down the shorts. Underneath I could see she was wearing nude hold ups with a lace top, and after she removed her t shirt I could see this was paired with a black bra and black bikini type panties. In the panties I could see the silhouette of her brown cock, soft behind the sheer material.

Stefi slipped her feet into black patent stilettos sitting by the desk and walked expertly into the en suite. When she emerged, she had on the bright blue wig I had seen in her pictures and had coated her lips in bright red lipstick. She climbed on top of me on the bed and kissed me on the lips, breaking her own rule. She shimmied down my body and cupped her hand around my cock, throbbing inside my trousers. “You are a big one!” She gently stroked my cock as I took in her breath-taking look. Just as I like it there was a slight hint of masculinity behind the outward appearance. She wouldn’t pass in public, but I thought she was stunning. She slipped one hand under my trousers and gripped the top of my cock with two fingers. I could feel my foreskin sliding gently over the top of my head.

“Take them off,” she said. I instantly removed my shoes, socks, trousers and boxer shorts, almost in one motion. I was left exposed on the bed, still gazing at this tanned beauty, who in turn was gazing at my cock. She lowered her head and gently began licking my length up and down. So subtle was the feeling I could almost miss it until each time her tongue came up to the top of my frenulum. Suddenly and without warning Stefi gripped the base of my cock and guided about half the length into her wanting mouth. Looking down I could see her red lips sliding over my shaft.

I asked, “how many cocks have you sucked?” “About 15, maybe 20.” “When did you start doing this?” “I was 18.” “Have you ever wanted to go further?” “I’ve thought about it, but the thought doesn’t really turn me on.” “I’d love to fuck you. “I’m sure you would.” She was cheeky. After our short interaction I gripped the back of her head and guided her down the entire length of my cock. She could get down a good 6 inches. I started thrusting myself into her mouth, pumping my dick towards her throat.

I stood her up and put her on her knees. I had her sucking me, while I looked down from above. What a beautiful sight. I pulled right back and had her swirl her tongue around my tip. I had her lick the underside of my dick while I stroked myself in her mouth. I pulled her in deep and made her gag on my cock. All the while I enjoyed the view of those red lips gliding up and down my shaft.

After another few minutes I returned to the bed lying on my back. Stefi lay almost in a 69 position off to the side on the small single bed. Her cock was almost level with my head, still soft in the panties. I could feel her stocking rubbing on my arm and I began to rub my hand on the back of her legs while she sucked my cock. I love the back of the knees where the nylon isn’t so taught. I lost myself in the moment, feeling her legs, looking ahead and seeing this slut who has taken so many cocks giving me a good time. I looked at the clock on the wall and could see that Stefi had been working my cock for a good 25 minutes. I could feel I couldn’t last much longer, and I told her I’m about to cum. I took my cock in my hand and stroked it to my own rhythm while she sucked up and down the shaft in harmony with my stroking.

I tensed and held my cum in for a few seconds before I released, groaning as I shot my load into Stefi’s mouth. I watched as she took about 4 good shots of cum into her throat, before a few smaller strings of cum were taken into her mouth. Stefi looked at me as she pulled up from my cock, smiled, swallowed and returned to cleaning off my cock until it became too sensitive.

When I’d had too much she kissed me on the cheek, got up and walked to the bathroom. When she came out the clothes were gone and she was wearing a dressing gown. Wig gone, and lipstick off. “Did you enjoy that?” I replied, “fantastic, thank you.” “You’re welcome. Sorry I’m not into anal, I don’t even know why I love sucking cock so much.” “Not a problem, I thoroughly enjoyed that. You’re great at giving blowjobs.” Stefi laughed slightly, clearly now uncomfortable the experience was over. I took the cue to go to the bathroom, cleaned off my cock and came out and put my clothes on.

With that I said a quick and awkward goodbye and was out the door on my way to my car. We’ve had no contact since. I think she’d satisfied the urge and has probably gone back to her life as a straight man.

Source: reddit.com/r/gonewildstories/comments/8wnbuc/getting_sucked_by_a_straight_crossdresser_mt_m30