Hotel Room Affair

By S M

Published on May 21, 2004

Transgender

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The following story contains graphic sexual scenes between two men. If material of this nature offends you then you should not read this story. Additionally, if you are under 18 years of age in most states you are not allowed to read this story by law.

This story is purely a work of fiction. Any resemblance to person's living or dead, or to events that may have occurred, is purely coincidental. Additionally, the actions of the characters in this story are in no way intended to show approval of, or give sanction to, their actions.

The author claims all copyrights to this story and no duplication or publication of this story is allowed, except by the web sites to which it has been posted, without the consent of the author.

Positive comments are always welcome and you may e-mail them to lacieman@yahoo.com

Hotel Room Affair

It was a normal Monday -- got to the office on time and for once, it was actually a slow day. Working on the internet, it's easy to be busy and for some reason, this day was a dull early fall day. Indian summer in the Midwest, must have been almost 70 and it was the first week of November.

I sat at my desk and decided to turn on the chat program I use to explore my lingerie fetish. I had my other chat going so I could talk to co-workers and friends but this other one has my alter ego. I'm a closeted lingerie wearer. I love all of the sexy things that women wear under their clothes. Panties, bras, teddies, hose, stockings, garters -- it's all been a fascination for me since I was a teen.

Being married and a dad, it's really tough to do much about this. I love my wife and daughter and will never leave them, but I also find time to get online to play a little of my secret fetish life when I can. I usually don't at work, but figured that everyone else swears and says x rated things in the normal working chat, how much harm could it do if it was once in a blue moon?

So I go on -- but I don't dare go into a chat room -- to me, that's crossing the line -- someone could see that and easily flag it in the IT room. I look at my list of friends I've had online affairs with but they're all either off or "invisible" so I figure "oh well". It's not like I expected to have much happen anyway, I'm in a cube, it would be hard to do much more than chat anyway.

Then, a chat window pops open -- it's a guy with a simple "hello" message. I was surprised, though it does happen, I'm in enough groups online that my IM name is around and he likely found me that way. I have some light chit chat with him, nothing special but he's pretty cool and has a lot of interests like me -- especially his love for lingerie. He's in his 50's and I'm in my early 30's but I'm cool with his age. He is a full time panty wearer, his wife knows he dresses but has no idea he is bi. He tells me that he has been with a few men and really likes to give head and thinks that from my pics that I have something he would like to see in person.

Then, he turns serious "want to meet?" he asks. Now, 100% of the time leading up to that, geography is the biggest barrier, but he's about 30 minutes away. I tell him I can't meet after hours, it would have to be during the business day, knowing that usually is the deal breaker...but it's the truth.

"Fine" he says. He's got a road business trip so he's free as of 12 noon. I look at the time, it's 11.

The final key question comes from him: "got a place?".

That's tough, I tell him. I say, only idea is a cheap motel for a quickie.

"That's fine" he says and after a short pause simply says: "Want to?"

I think for a long moment, my god, I do want to meet. I want to get into some panties and have this guy go down on me. I tell him I do and we quickly agree to meet...in a very short amount of time. The catch, I have to get something to wear...and he wants me to be wearing it when we meet so I can just take off my pants and he'll see me in some panties.

We decide on a motel and say "see you soon".

I grab my jacket, and tell the admin I have to go to a lunch meeting and will be back later, call me on my cell.

I go to the closest place, a big discount place. It's big and I can easily find a few things I think are my size. I grab 3 pairs of panties and a pair of thigh highs. Paying quickly I almost run to my car, I have to somehow get to a motel that is 5 miles away in 10 minutes and put on panties.

It must have been a sight, if anyone could have seen me. I literally changed into a pair of panties while driving, using every stop to take something off or slip something on.

I pulled into the lot, a pair of pink panties and white thigh highs on under my black slacks. It didn't take long, he showed up. I knew him by his description, holy shit, I was meeting a guy for a nooner.

He parked next to me and got out, opened the passenger door and entered. We spoke briefly and he said we should get a room right away. I got out and walked to the office to get the room. I paid cash and they didn't miss a beat, I would be surprised if they had hosted a few nooners in that place in the past.

I was so nervous, I had white hose on instead of socks, it wouldn't be hard to see that I was in something unusual but being alone, nobody caught me.

We entered the room, he locked the door and walked right up to me, his hand went right for my crotch and he felt me in my slacks. I groaned. He smiled and said he could tell how hard I was and that I must have panties since he could feel something smooth under my pants. I smiled and nodded yes. He unzipped me and slid his hand in, feeling me in my panties. I encouraged him by moaning "yessss" as he played.

He sat on the edge of the bed, undid my pants and they fell to reveal the panties and hose. He told me that I looked hot and buried his face in my cock filled panties. Kissing and feeling them. I was so turned on -- looking in the mirror to see this guy making out with my pantied cock, it had me so hard!

He frees my cock and it goes right into his mouth. I groan loudly. Oh god, I'm a married man and I'm in panties being sucked by a guy. It's so fucking hot I don't care. He stops sucking and looks up at me and says get out of your clothes except your lingerie. As I do, he takes off his clothes, only in a pair of black panties, he crawls on the bed and motions for me to join him. I climb on and lay on him, grinding my pantied cock into his. We hump cock to cock in panties and it's such a turn on. His hands hold my ass as I thrust into him.

Face to face we groan and he tells me how good I feel, how hot I am and how bad he wants me. Using his strong hands he pushes my hips down so that my cock rubs his balls and then down to his ass...he's hard as a rock just like me. I rub his panties with my hand as I continue to thrust.

After a minute of this, he rolls on his side and uses his hands to guide me behind him. We spoon as I thrust into his behind...our panties are both strained. His hands are on my thighs, feeling them in hose as I grind on his ass. I tell him I can't wait, I need to have him suck me again. Lying back, He moves over me and sucks me through my panties and then frees me to suck me deep. It's a hot blow job, he knows what he's doing as he takes me deep. My hips thrust up as I moan like a little sissy whore. His hands are holding my hips and behind.

I stand up and tell him that I've always wanted to be against a wall while being sucked. So I step to the wall and lean against it. Kneeling he resumes sucking. I start fucking his face and he is turned on by it, moaning in approval with a mouth full of my cock.

He pulls off and asks if I'll cum in his mouth. "Oh yes" I say. Then I say "get my other panties, put them on me." He looks over and grabs the little bag of panties and quickly strips me out of my pink ones and has me step into the blue ones. He kisses me through my new panties and then resumes sucking. His hand goes to my asscrack and he plays with my hole through the panties. I find my hips buck as he plays, he's sucking me and making me fuck his mouth at a pace he dictates. I barely last a minute before I scream out and cum down his throat.

He milks me dry, squeezing every drop from my cock.

I never go soft as he pulls the third pair of panties out and changes me into the sheer white nylon ones. He sucks me some more and we do some more cock to cock fucking on the bed. I jack his cock, it's smaller than mine with a fat head but I'm not ready to suck a guy just yet. We had discussed that before meeting so he was cool with it. Finally, he sucks me off in the white panties...drinking a second load of cum from me.

I am spent and it's barely been an hour.

We talk a bit...as we do I step up him and smile. I say I can't believe this just happened. We are both clean cut and normal looking, I'm sure nobody would ever guess that we had done such a kinky/gay thing. He smiles at me. I say..."Please, do a little more". He has a big smile and he unzips my slacks...opens them and pulls my cock free, stroking it and making it hard again. He tells me that he likes my cock because it's a good size, big enough to fill his mouth and throat but not so big he'll gag. With that he slowly licks and sucks me deep, holding me in when he reaches the base. I moan loudly.

He pulls off and says, he had to leave me with something to remember.

I head back to the office, knowing I'll never forget that afternoon.

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