Straight neighbor returns
I got a call from my neighbor Kevin who transferred for his job about 6 months ago. His company is having a sales convention so he's going to be heading to town and wants to catch up. I was excited to hear the news! Friday finally rolls around, and Kevin shows up and he brought Chinese takeout. We started talking about our wild weekend before he moved. He confessed that ever since our rendezvous he's been infatuated with crossdresser porn and even crossing a little into bi and gay videos. He's not interested in dressing, but having a partner that does is so hot, again remembering our time together and was looking forward to doing it again. That's exactly what I had in mind too, so I excused myself to "dress" for the occasion. I made him wait about half an hour, knowing he was getting more anxious, and just teasing him a bit. When I called him into the bedroom the only thing he had on was a smile. His rock-hard cock standing straight up and looking so delicious. He commented on my white teddy with the red hearts, liking how short it is and asked if I forgot the panties, I said no, this outfit didn't come with them. He began running his hands over my body and felt my sissy cock getting hard, then playing with my ass. Our eyes locked together for a moment then I reached down and took a hold of his gorgeous cock, stroking it while still fixed on his eyes. I lay him on his back and kiss my way down his chest to his throbbing cock, cupping his balls in my hand I start sucking his cock, I forgot how thick and long he is, it is a mouthful. After a few minutes of this, I felt him start to tug at me to move closer to him, I was shocked what came next, he actually lifted up my teddy and started playing with my cock! Next thing I knew he was telling me he's never done this before but has wanted to ever since we were first intimate, then he began sucking his first cock! He did a pretty good job, sucking and fingering my pussy. I need to have him inside me now! I lay on my side and beg him to fuck me, he starts poking at my pussy, once the head pass my ring, the rest glides in so smooth, and yet tight. His powerful thrust almost makes me cry, it's been so long since I've had someone take care of me like this. He pulls out, puts me face down ass up and goes back at it, my cock swinging back and forth to the pounding I'm receiving. Always the gentleman, he reaches around and strokes me. After a while he falls on his back as I straddle him, I love riding cock cowgurl style, bouncing up and down on his big cock, he can get it in so deep this way. He's back to stroking my cock as I'm riding him, and I can't hold on anymore and squirt a load over his chest, the next couple lands on his face and across his mouth. He licks his cum covered lips and I scoop more up from his cheeks, and he licks my fingers clean. That did it for him and I feel him release a river of hot steamy cum up my pussy. His cock pulsating with each squirt, he filled me up with so much cum! I can feel his cock begin to soften allowing the cum to drain from my pussy. He's in for a weekend he won't soon forget. Exhausted from his long drive and the fucking, he was tired, so we drifted off to sleep, him spooning me. It ended up being a rainy Saturday, so we decided to stay in. I got cleaned up inside and out, shaved all over, applied body lotion and slipped into my short pink with white stripes satin nightie. Kevin looked pretty hot too in his shorts and tank top. I joined him on the couch, and we decided to watch some crossdressing and shemale porn. After a while he was getting so excited since the front of his shorts was getting all wet from his pre cum. I couldn't keep my hands to myself any longer and released his cock from his shorts and placed my head in his lap. I kiss, lick and suck his beautiful hard shaft while he's fixated watching the video. He may not even remember taking a hold of my head and bobbing it up and down on his cock as he begins to fuck my face, I can feel him tighten up and he holds my head down on his cock as he unloads right in my mouth, so much more than I can take at once so it begins to run from my mouth down his shaft. I swallow what I can, then lick him clean playing with it with my tongue showing him how much I enjoy it. I take care of that like a good sissy is supposed to. The afternoon brings more taboo videos keeping us horny for each other but restraining to make it more exciting. He loves running his hands over my satin lingerie as I lay next to him on the couch, it makes me feel so warm and feminine. I'm really getting to where I need to cum, my sissy cock is aching so Kevin has me stand in front of him while he gently strokes me, I move closer and closer to him so I can feel his breath on my cock. I thought my heart was going to beat out of my chest anticipating his lips wrapped around my cock. Would he do it like he did last night or was that a once only event? A second later he leaned in, mouth open and started to suck me off. Oh, the feeling was intense! I can't believe last night was the first time he had done this! He's talented, but I've always said guys make the best cock suckers. I just stand there savoring every single second of this handsome man enjoying my cock while playing with my ass. I tell him how sexy he looks with my cock in his mouth. I can feel I'm getting close as I'm now fucking his face with my hands now on his head guiding my cock in and out, I finally let out go a load of cum, I keep his head in place, his eyes go shut and he strains to keep it in his mouth. (remember the first time you had a cock cum in your mouth?). I let him go, he gags and coughs a little but manages to keep most of the cum stored in his mouth. I lean down and give him a big sloppy kiss sucking some of my cum from him. I didn't notice he had pulled his cock from his underwear and had been beating off while sucking me off. He was hard but not ready to cum, I hate to waste his hard on, so I slip off his underwear and mix my saliva with his pre cum so he's nice and slick, turned around and sit down on his stiff rod. I'm grinding away at his cock and again his hands caress my satin covered body and find their way to my now soft cock. With all this attention, it won't stay soft for long, my cock now swinging back and forth as I bounce up and down, I'm gapping and he glides in effortlessly, it's as if we're one. We stay like that for a while then he has me lay on my back, he lifts my legs over my head and takes me again pounding harder and harder, my sissy cock hard again leaking strings of pre cum dripping into my mouth. He fucks me like that for a long long time until he finally has to cum, he pulls out aims his cock for my face and strokes off as his yummy cum starts to rain down on my face giving me a wonderful cum shower! He really knows how to treat a gurl! He asked if I wanted him to help me cum, I told him I'd save it for later, for now let's get dressed, order pizza and open a bottle of wine for dinner. One bottle of wine turned into two, then a third was opened and we were getting kind of drunk and silly. After dinner I changed into a different outfit, one that didn't have fresh cum stains on it. I asked if his offer to help me cum was still good, knowing the answer, he said of course it is. I helped him out of his clothes staring at his long thick cock which was staring at the floor. It's had a busy day I thought. Hope I can get it back up, I'm not done with it yet. He asked what I had in mind. What I was really thinking was I need to fuck his sweet ass, but didn't know how he'd take to that. I told him I'll work on getting him hard again if he works to keep me hard like we did last night. Big smile came over his face and we took to the bedroom where he would again show off his new cock sucking skills and I would do the same, with a twist. Getting him hard was easier than I thought it was going to be, so while he was enjoying one of my sloppy blow jobs, I also was licking my fingers, and when the time was right, I began to play with his ass cheeks and incircle his hole, beginning to probe it little by little. He didn't seem to mind, in fact this seemed to excite him, so I went in a little further and his cock responded. Next, two fingers and he let out a slight moan. I asked if he liked what I was doing, and without taking my cock out of his mount said mmmm mmmm. I keep a bottle of lube in the nightstand next to the bed, I was able to reach it and he knew what I was planning. I can't get into his head, but he probably thought I've gone this far, why not take it all the way? I have him get on top of a couple pillows and lay on his back while I stroke him and apply lube to his hole and then to my cock. I tell him to just relax, take deep breaths as I stroke his cock with one hand and penetrate his hole with two then three fingers with the other, working them in and out trying to loosen him up and getting him ready to receive. Just as soon as I think he's ready, with one smooth motion I pull out my fingers and replace with my cock, just the head at first to allow him to relax, then a little further, he gasps a time or two as I go in a little further, but it seemed to become easier for him, eventually I was all the way inside him and just held it there for a minute. He was so tight and warm, I never wanted to undo what we were doing. I started to thrust in and out, his hips rising up to meet me, we were getting into a rhythm, our eyes locked together. He looked and acted like he really enjoyed it, he began stroking his cock which was rock hard again. More precum leaking from his cock and he has me lick his fingers clean. I LOVE pre cum! I'm doing my best to stop just short of cumming to keep this going as long as I can. All of a sudden Kevin yells out "I gonna cum" and he unloads streams of cum all over his manly chest, I gather up what I can and suck it off my fingers and at the same time I fill him up with what cum I have left to give. He lifts his head looking for a cum kiss, I pull out, lick the cum from his chest then give him a deep long cum swapping kiss. Drunk and tired, we drift off to sleep. The next morning, I have breakfast ready for him when he wakes up. We talk about the crazy couple of days we've had, but sadly it has to come to an end, He has to get to the hotel for the conference to attend a meet and greet with the other managers across the country. But not before he had to clean up, so I casually suggested we take a shower. Good idea he said, once in the shower we were both ready to play, grabbing each other's lathered up cocks. I told him that he's fucked me more than I've fucked him this weekend, so he owed me this. He didn't argue, instead turned around and bent over, with the warm water and my lotion I was able to slide inside so easy and quick. I can reach around and grip his big hard cock and give him a hand job while I'm drilling that sweet ass. I'm quick to cum this morning, my cum running out of his ass over his balls and dripping to the shower floor then disappearing down the drain. Meanwhile, he has a cock that's begging for relief. Down on my knees I go, wrapping my lips around that beautiful member giving him a blow job to remember. Not long and he rewards me with another tasty helping of cum, I don't spill a drop. We get dressed, he packs and gets ready to leave. He tells me that's been the best sex he's ever had. But when he gets home, he's going to have to fuck Cindy, his girlfriend, over and over just to prove to himself he's not gay. I just told him to think of me as a girl with a permanent strap on. Getting back into his "straight" mode, we shake hands, but I demand at least a hug which he obliged. I feel sad not knowing when he'll be back, probably next year for the annual conference. As I watch him drive off, I smile a little as I still have the taste of his cum in my mouth.
4 months ago