Erotic Email Relationship Gets Real

He and I had corresponded online for long enough to build the trust that I needed to finally agree to meet him. That was unusual for me because I had been used to just teasing men with photos and emails. This man was different. He was both aggressive and patient. This man had been letting me know how much he wants to fuck me in a way that others had not and somehow, it got to me.

He was physically larger than me and slightly older, the perfect combo to overtake me mentally and physically. We had exchanged numerous photos and videos of each other which were all very sexual. He sent several videos of him shooting his load on my nude photos many times over the course of months. This really flattered me. But other men had done that. What was different about this man is he tapped into that part of me that goes back years, to the first time I wanted to dress as a woman.

As all of this transpired, I realized that a business trip was scheduled right in his home town. It would be the right thing to let him know I was traveling there. So I wrote him an email and told him when and where I would be staying. When he wrote back, he asked if he could visit my hotel room to see how I looked as a woman in person. The natural thing for me to do was agree. No harm in saying yes and then changing my mind later.

The email exchange that we had the prior months was very sexually charged. I had basically told him I would let him fuck me if we ever met, and I also told him that for blowing his load as he thought of me that I would give him a blow job to completion. It was all talk. At least I thought it was.

When the week arrived that I was traveling, I prepared myself as a woman by making sure I was smooth all over, perfectly painted hot pink nail polish, silver open toed high heels, and a very short tight dress. My wig was wavy brunette hair that covered my face naturally. That was all I was wearing as I started to engage in the regular chat and tease with men online.

A message from this man pops up asking me if I had arrived in town and I answered affirmatively. He then asked what my room number was. I am not sure what came over me but I told him my number. He said he would be there in an hour to see me.

Now it is going to happen and there is nothing I can do but wait nervously and be sure my makeup is perfect, legs with lotion, mind completely in woman mode, and get some wine in me. When he arrives, I open the door to let him in. He greeted me with some merlot and a light hug. He looks me up and down and says I am smoking hot as he opens the first bottle of wine.

We sit at the room table and talk as we share the drink. As we talk, he asks me to occasionally pose for him, so I move my body like a woman show off my legs and nervously do as he asks.

This continues for about an hour. As I am getting more intoxicated, my inhibitions are lower and do not notice that he is advancing closer to me each time I would pose.

He starts to touch and grab me. This is something that I resisted some at first but eventually let me touch me more. The touching led to closer hugs and neck kisses. He then pulled me close and started to kiss my mouth. As I opened up to let him, I felt naturally submissive and let him hold me closer. This led to a hot make out session, like a girl on a first date. He had managed to get to first base.

We are standing facing each other making out and embracing as he moves to the chair and sits me down on his lap, still kissing. In my mind I am thinking that I am not letting him get to second base yet. We are just kissing for now and that is fine. I am hoping he will forget about all the nasty emails with my promises of letting him fuck me. If anything, I will break down and give him a well-deserved blow job if things get too hot, but maybe he will just be satisfied making out with me. That was all I was prepared to do. But he had other ideas and it seemed like my being a tease was just making him more aggressive.

As I get more used to the kissing on his lap he is now kissing me from behind with my head turned. He starts to move his hips and I feel uncomfortable and resist a little. The resisting causes him to become horny and kisses more intensely and with force. His massive body was just too big for me to push try pushing him away and he was pulling me down onto him. I felt his hardness through his jeans and think maybe there is time to stop. He had my head turned and his tongue deep in my mouth fucking it.

My dress is now shoved up by his passion and he has pulled one leg apart from the other so it is dangling over his lap. I felt helpless and unable to stop it. I removed my mouth from his long enough to say "Can't I just suck you real good instead?" He says, "That will be later. First I need to get some of what I have wanted for so long I want a piece of that ass. I am going to fuck you baby." As he says this he bites my neck and nibbles on my ear long enough to distract me from his jeans being removed.

My legs were still pulled apart as he held me on him. I knew my ass is very tight and it would hurt taking him. Still trying to resist he reminds me of play being forced fantasy. My virgin ass had been pre-lubed with just a little bit of olive oil in case this was to happen. I still try and start to push his hands away even though I am still kissing back. He was just too fast and strong for that.

He held me firm and started enter me with his huge cock. Everything was happening so fast I did not know what to do. He had mentioned earlier not cumming for a week just to have a good build up for me. I relaxed for maybe like a second or two and he took his opportunity fast and the head of his cock and entered me. I still tried to stop but that just seemed to make it worse because I lost my balance and end up completely supported by him.

I tried to close my legs but that also made it worse because he entered smoothly at that point. It felt good and it hurt just a little because a real cock is not like a toy. I let out a moan of slight pain and pleasure and relaxed again out of being tired and he immediately pulled my legs apart hard.

He goes in deeper and pulls me down firmly. I say please stop but he turned my head again and force kissed me. He knew I liked it. I was moaning in pleasure which he reads as sign that I want it harder so he ended up thrusting me from underneath me still on the chair. He started pulling my hips down hard in between keeping my legs open and on him and his strong upward thrusts. He moved his hands up and pinches my nipples and then to my shoulders to pull me down hard again.

This seems to last about two minutes as I was alternating resisting and relaxing the whole time. The naive part of me continued to kiss back. One heel is falling off as he suddenly pushes me forward so I land on the floor with one heel on and the other foot on the floor, balancing as he bent me over. I had both feet on the ground and forward bent as far as I can go, so far it hurt but felt good as he started to thrust me really hard like that.

This lasts for another minute before he does one fucking thrust really hard and deep and started to cum. I felt the juices going deep in me. I have never had anything in me this deep before or in either of these positions. I moaned in pleasure as he orgasms. I actually felt the hot fluid in me. He pulled out as soon as he is finished and I collapsed to the floor. He came so fast out of passion and desire. That flattered me.

All his seed was in me and even though he did not have my permission, I still loved it. I choose to keep it in me as he got dressed. I laid there on my side resting. Now that he has made me his own girl, I felt super-hot and was OK with more. I kind of want more but don't say until he mentions leaving for a few minutes and when he gets back wants that blow job I have promised him.

Once he arrived back with some ice. He takes a piece and started to rub it on my newly fucked hole that made me feel like a slut getting ready for more. I move from my side to my knees and started rub his crotch area. It has only been about 5 minutes since he shot his load in me. He told me he has more loads and the next round is going to last much longer but first he must get that blow job I promised.

He was growing harder as I rub his cock under his pants and I rise up from my side to my knees. I looked up at him with innocent eyes and slowly undid his pants. .He pulls out his cock which is still hard. He has it near my face and I look up and smile. I feel wanted. I feel appreciative that he did what it took to get inside me. I think of the times he has cum thinking of me. His cum is still deep inside me.

He gets closer with his cock to my mouth. I turn my head to the side as if I am going to resist, and then look up at him and suddenly take his cock in my mouth full in and start sucking to make him feel the best that I can at a perfect speed of up and down, my eyes are closed and I am lightly moaning. I feel him instantly get hard as a rock in my mouth. I can taste myself on his cock and think about what it will be like later to give ass to mouth. I can also taste some of his cum and I wonder how that will be like in large quantities.

And that is when I stop and start to tease. But first I tell him that I want him to make love to my mouth. After saying that, I kiss the tip of his cock gently and I lick down the shaft, and back up keeping eye contact with him the whole time. My tight hole still hurts from his earlier pounding. I gently grab the bottom of his shaft and start to stroke him.

I can feel his hot load dripping out of me. His cock looks huge, even when partially hard. I can't believe I just took him all the way in me. I close my eyes slightly, lick his cock just a little more, and then take the head in my mouth. Only my lips are around the head of his cock. I keep it like that a few seconds and then slowly go down deeper to about half way and then back up.

His cock does not fully leave my mouth and he is rock hard all over again. I do this again this time with my tongue to the bottom of his cock. Slowly going down a little more and then back up. I look up at him with wider eyes. Now my eyes close completely, my hands down at my side, and completely get lost in the act of giving this man who has just had his way with me head. There is very little transition from the innocent timid unsure mouth on his cock to a willing slutty girl who wants to have his cock in my mouth for eternity.

As I am lost in this action, it feels like nothing else matters but this cock in my mouth. I am going up and down in a slow motion, lips hugging around his cock, tongue moving all around, and occasionally hitting my throat. Every now and then I will moan some. It is like a girl giving head for the first time realizing she loves it. After what seemed like about 5 minutes of this, I finally remove my mouth from his cock, and looked up at him, grabbing gently his balls and cock. My hand gently strokes and I say, "This is for all the times you have cum thinking of me."

From there, I immediately put my mouth back around his cock and start going up and down on it faster. It is gently hitting the back of my throat each time. The sound is a classic sloppy blow job sound. Every now and then I will lick the sides and then back to cock in mouth. The speed is simulating how fast I want to get fucked; good and fast. It is like I am a whore in a hurry who wants the man to cum.

As I am doing this I stop with his cock in my mouth and just start to suck, and I suck it soft but intense. The sucking action creates a different feeling around my mouth and his cock. This is when I notice I can taste myself and remember that his load is still inside me. I stop to look down and realize some has dripped out onto my ass. Looking up at him like a bad little girl, I swoop some up with my fingers, and put it in my mouth. I sincerely tell him, "thank you for making me do this" and then I get a little more, taste it and immediately start sucking real nice again.

I continued to suck hard I slowly transition to the gentle getting lost in giving head phase. I know he has just shot a load so it might be awhile before he cums, but I have lost track of time. He suddenly gets aggressive again and grabs the back of my head forcing his cock deep in my mouth hitting the back of my throat and keeping it there. He holds it there and I gag, come back up out of reflex and before I can do anything else he does it again, this time holding it there longer.

Looking down I see he has shoved his cock all the way down my throat. I try not to gag but I do. He says come on slut suck my cock and forces again holding it. Now I am able to not gag and this feeling of joy over takes me. He starts to pump my throat. My lips are around the base of his cock and my tongue is in action. I am able to stay in this position for about 5 seconds each time and come back up. This is alternated with him fucking my mouth.

This continues for what seemed like a long time and I loved it because I was finally deep throating a man! He is talking dirty to me and I am saying things back when his cock is not in my mouth. We continue this in various positions for a good 30 minutes it seemed.

In between him forcing his cock in my throat every few times I will suck fast like a whore again, stroking the base as I do. He stops making me deep throat and I go back to girl lost in blow job mode. This is so enjoyable. I start to recognize a familiar feeling. His body starts to give me signs he is close. I want it to last longer but I continue sweet sucking real good. I moan real innocent as I suck and he feels the vibration as I do.

Suddenly he grabs my head but lightly and starts to pump ever so lightly. I open my eyes and look up at him as he starts to cum. His body goes from light pumping to more orgasmic type movements. He pushes in deeper as his hot load starts to spurt out, my mouth is perfectly around him. My tongue is relaxed to receive his load. As the first stream cums out, it hits the back of my throat and I don't even have a chance to taste it. He shot so hard it is already swallowed. He is cumming more in several pulses each time delivering what seemed like a lot of cum. I keep it all in my mouth still receiving like a good girl does.

The cum is hot and forms a cum filled area between my mouth and his cock. He is still cumming and it seemed like about a 60 second orgasm. He finally slows down and I look up and show him the cum in my mouth. As I move my tongue around my lips some drips out. I swallow the rest and then start to gently lick his cock looking for anymore cum that has dripped out.

He thanks me and as he starts to get dressed, I look at the clock and realized I just gave this man a one hour blow job! Even though he is spent, he says he is going to leave to recharge and come back in an hour with some snacks and more drinks and then he is going to fuck me harder than I have ever been fucked in my life. To be continued...