This is 100% true story and a very fond memory. 28 yrs have passed so I am ok with talking about it now and sharing this amazing experience with y'all.
Sierra is this amazing trans woman that I met in the mid 90's and had a wild relationship with. At first it was just lust and it turned out to be an incredible love in my life.
In my early 20's I was doing a lot of exploring of my sexuality and in turn had a wide variety of experiences. I had numerous partners; I tried just about every sex toy you could imagine at the time. But, I was also much skinnier then, i was 6'3 about 200 pounds. Looking back on this, I believe being that size allowed for me to be much more risque' about my encounters. To look at me you would never know I was bi sexual and could be a complete cumslut when the tide rose. I always knew that men would dress as girls did but I never knew that they could be so beautiful. (I was young).
I was about 24 when I met her, Sierra. A petite ebony colored skin shemale, about 5'6 and maybe 130 pounds. Sierra had breast implants and several other cosmetic surgeries done to include laser hair removal, she had her adams apple shaven down and she was on estrogen shots. Although, very slender Sierra had curves like a female gymnast. I was truly taken back by her. I would randomly see her in different places. I lived in Cocoa Beach at the time, in the mid 90's. I eventually introduced myself to her after about 3 weeks of running into her in public. At the time I didn't know she was a shemale, I thought she was a real woman, a very beautiful one. Anyway, I ran into her at the grocery store and we just happen to be in the same isle. She was wearing this yellow and white flower spring dress that just made her skin look so much darker, and at the same time showing her curves so much more.
She smiled back at me and said hello and asked me how I was doing, we started up an innocent conversation about something and I finally told her that I kept seeing her around town and found her to be very beautiful. She smiled and tilted her head down like she was shy and said thank you. Her voice was sweet and soft, not deep or manly sounding at all. I asked her if I could take her out to dinner over the weekend and she shyly agreed and we exchanged numbers.
On Saturday night, as I prepared for our date I was showering and made sure that I shaved everywhere and being in my early 20's I was horny as hell. I always kept a suction cup dildo with balls in my shower to ride, an 8 inch realistic one. I applied some lube to it and slid it into my ass and rode it for a few minutes doggy style until I stood up a little bit and it rubbed on my prostate making me explode all over the tub without me touching my cock. I finished my shower and applied feminine lotion to my body( I forgot to use non-scented) and put on a man’s bikini underwear and my dress shorts and a polo shirt. After blowing a huge load in the shower I was much more relaxed leaving the house but still a little nervous.
When I arrived at her apartment, I knocked on the door and when she opened it she had this red and white checkered spring sundress on. It was low cut in front and back exposing the top of her C cup breasts and the back was cut so low that it was right above her panty line. Her hair and makeup looked amazing and I just stood there in awe of her. The words beautiful and stunning just kind of fumbled out of my mouth. On the way to the restaurant conversation was easy, she told me she just moved here from Orlando and just needed a change of pace while staying close to her family. We enjoyed dinner at a seafood restaurant and had some drinks and just talked. I eventually suggested we go down to the beach and walk the boardwalk for a bit.
As we walked the boardwalk we came to an area that didn't have as many lights and we sat on the bench and watched the waves roll in and the mesmerizing sound of it. We sat for a while and I put my arm around her waist and she put her hand on my chest and cuddled up. A few minutes later while we were talking she looked up at me and I couldn't help but lean down to kiss her. Her kiss was soft and sweet, our tongues danced as we sank closer to each other. She turned and put both legs across mine and we continued to make out for what seemed like forever.
As we kissed our hands explored each other’s chests and backs. Her breasts were amazing. I could tell she had some work done but they were still soft and firm with about quarter size nipples and as thick as the tip of my pinky finger. I moved my hand from her breasts to her thigh and they were like silk. I began to run my hand from her calves to her thigh and then to the top of her thigh for a while and then she just stopped me. It took me back just a little because she had this worried look on her face. My cock was rock hard and she stopped me like I had done something wrong. She just looked at me for a moment and then she told me she needed to tell me something and that she hoped it didn't scare me away. I sat up a little on the bench and looked around and still saw no one, and she began to look like she was going to cry and I told her that she was safe with me. She kissed me deeply again and that is when she told me that she wasn't a full woman, that she still had her penis. I looked at her in a confused way and I could see the fear in her eyes. She put her hand on my cheek and she told me that she really liked me and didn't want me to leave her like other guys have. I sat up just a little more while I processed what she had told me. Then my freaky perverted mind kicked in. I looked at her and leaned down and kissed her like there was no tomorrow. I could feel her tears on my face as I kissed her. I slid down a little on the bench to both relieve some pressure on my raging hard on but to also to invite her to straddle me.
I gently pulled her on top of me and she slid over me I ran my hands up her thighs to her ass cheeks. So firm but also so soft and her skin felt like silk. This is also when I could feel her cock press against my leg and OMG she was hung and thick. She had it tucked up and under and behind her thighs. As she straddled me I run my hands up her thighs and up to her tight ass, I gave it hard squeeze and she let out a little squeal and giggled. I slowly massaged her ass and gently ran my fingertips over the head of her massive cock. When I did she let out a slight gasp and squeezed my neck a little harder. I continued to tease the head of her cock for a few more minutes before I reached under her and ran my fingers the entire length of her cock. About half way down I felt something that felt like silk around her cock and running up behind her. I followed it up her ass cheek and felt it tied to her lace thong; I untied it with one hand and let her cock free. Her breathing started to get even heavier and she became even more affectionate. With her straddling me her cock began to hang between our legs now and I could feel it rubbing the inside of my thigh. I reached underneath us and slid her cock into the leg of my shorts in case anyone walked by.
We made out on that bench for over 2 hours, impervious to the world. Both of us were as hard as rocks and ready to burst. I could see about 50 or so feet away a couple standing in the shadow playing with each other and watching us. Sierra giggled a little bit and whispered in my ear if they really knew what would they do. I chuckled and kissed her again. He lips and perfume was intoxicating. Her body memorized me and that cock had my filthy mind going wild. Just then she looked at me with this crazy look in her eyes and whispered to me that if they wanted a show we should give them one. A little confused as to what she meant I went with it.
Still straddling me she reached down and opened my belt and shorts and told me to lift my ass up. I did as I was told and then she saw my bikini bottoms and got a look in her eye like she was trying to figure out why I was wearing a bikini bottom. But she didn't miss a beat. She pulled my shorts down to my ankles and ran her hands up my thighs. I glanced over and the woman had her husband’s cock out stroking it while he had his arm around her playing with her pussy. I looked down at Sierra as she reached up to my cock and she lifted the side of my underwear and pulled my rock hard cock out and then she realized that I was completely hairless and I got another inquisitive look as she came closer and licked the bottom of my cockhead. I let a moan and placed my hand on the side of her head. She began to start licking and kissing up and down my shaft and swirling my balls around with her tongue. Her lips and mouth felt so amazing that all I could do is put my head back and enjoy. A few minutes later she took my cock in her mouth and cupped my balls with her other hand. Her lust, at that point, went into overdrive and she began sucking my cock wildly. After about 30 seconds of that I felt her push my thighs further apart and the hand massaging my balls started to slide down to my ass. I was so close to blowing a massive load as soon as she began playing with my asshole I tensed up and blew my load in her mouth, she swallowed a few times but couldn't keep up. I couldn't stay quiet anymore when I blew and let out some crazy guttural noises. As I started to calm down I looked over to the couple watching us and he had his cock buried in her pussy doggy style fucking her wildly.
Sierra looked over as she cleaned up my cock and watched him unload into her pussy as well. Sierra took her time cleaning my cock and balls up with her tongue. When she was done she leaned up to me and I met her half way and gave her a deep sensual kiss. I could taste my own cum on her lips and all we could hear was the female say "OH Fuck that is hot." We giggled at each other and decided to get out of there. As I get ready to pull my shorts up she pulls my underwear off me and tells me to go commando. As she stands up her cock is still swinging between her legs and reach up under dress and slowly massage it. She wraps her arms around my neck and starts kissing me again as I stroke her massive cock. The couple was still watching us and I could only guess that from that far away it looked like I was fingering her pussy. But I kept stroking her and as she moaned into my mouth and begged me to make her cum. I reached around under her dress and with one hand massaged her ass and with the other stroked her cock with long strokes. I decided to return the favor she gave me and I licked my middle finger slathering with saliva and I reached back around her and slid my finger into her tiny little asshole. She gasped and kept saying "oh baby oh baby, yes baby" and I slid my finger into her ass she collapsed into me blowing a massive load all over the ground beneath us. I kept gently stroking her cock and swirling the head of her cock in my palm making her jerk involuntarily, making it look like she was having multiple orgasms to the other couple.
The other couple quickly pulled themselves together and left. We stayed a few more minutes and she continued to straddle me giving me gentle kisses. This is when she leaned back and looked at me with the same inquisitive eyes as before. She asked me why I was completely shaved and why didn't I run away when she told me about her situation. I looked in her eyes and kissed her again and asked her to follow me back to my apartment and I would explain everything.
Past 2 will cum soon........
Sierra Pt 2
On the way back to my apartment the conversation was just small talk, and a lot of heavy petting. I lived on the 2nd floor of my apartment building and allowed her to walk up the stairs first. As I followed her I couldn't help but watch her fat cock swing between her legs under her dress. I looked around before we hit the second flight of stairs and saw no one. As she stepped up to the second stair I grabbed her hips and stopped her. I pressed her lower back making her bend slightly forward. That beautiful dark chocolate ass popped out nicely right in front of my face. I slid both hands up her silky smooth legs and pushed her dress up revealing her sexy ass and cock. I bit her on her cheek and she responded with a gasp and giggle. She wiggled her ass at me and I just dove in tongue first. That tight little ring tightened up at first the relaxed for me after a few seconds. I took both cheeks in my hands and spread them as far as I could get them, tongue lashing her ring. Her moaning only increased as she reached back and grabbed the back of my head and pulled me even deeper into her ass. I could feel her legs begin to shake and begin to get weak. I reached under her for her fat cock and as I hoped it was hard as a rock, I stroked it a few times and she began to beg me to go into my apartment. I bit the other cheek one last time and we ran up the last few stairs to my apartment.
We couldn't get into my apartment fast enough. As we entered my apartment I playfully reached out for her and she pushed me away and started backing up, playfully but sensually. She told me to relax and asked about a shower and getting ready for the rest of the night (I took that to mean a cleanse). I helped her get undressed as she did me; both of us were rock hard and wanted to take each other right at that moment. On our way to the shower, she looked at my cock and balls again with that inquisitive look, wondering why I was completely shaven. I told her that I started shaving while in the Army before we were deployed to the Middle East for better hygiene, and then I just kept it that was because I liked it. As we entered the bathroom, I completely blanked on the fact that I had an 8 inch dildo with balls suction cupped to the wall of the shower. Sierra wasn't the first person that I was with but she was the first person that I felt comfortable with, seeing that I am bi and not out of the closet.
When she turned the light on in the bathroom, there it was an 8 inch dildo hanging off the wall. Sierra blurted out "oh wow, that answers some questions, and raises a few more." I could feel the blood flowing to my face and was speechless. She turned to me and giggled and just said that's nice but we can save it for later. I really couldn't say much and I just showed her where I kept my cleansing items, and to call me when she was ready to get in the shower. I stepped out of the bathroom and tried to catch my breath and calm my nerves. After about 10 minutes or so I heard the shower start and Sierra called me in. Still naked I stepped into the shower and again was completely speechless with how sexy she was. Her dark skin and curves just had me mesmerized. I leaned down to kiss her and wrapped my arms around her waist and we just kissed so deeply and passionately under the hot water. Both of our cocks were rubbing on each other as her breasts rubbed on my stomach. The anticipation of the night ahead was incredible.
Our hands explored each other’s bodies as we kissed. I grabbed the soap and washcloth and began to wash both of us, not missing an inch of her body or mine. The soap made it slippery between us, it was just so erotic. I turned her around to face away from me, and pulled her to me. I slid my cock between her cheeks and ran my hands up her stomach to her beautiful breasts, cupping them and pinching her nipples between my fingers. She let out a moan and backed her ass even closer to me, and I heard her whisper between moans an "oh yes." I leaned down and kissed her neck and she reached up and held my head as I kissed her neck and with the other hand she reached back and grabbed my ass cheek pulling me even closer to her. The tip of my cock was rubbing on her ring as it slid between her thick cheeks.
Thank God for whiskey dick and having already cum once at the beach or I would have been done right there.
A couple minutes later the water started to get cold and we got out of the shower. As we entered my bedroom she asked for some music. I threw on some Stevie Ray Vaughn and turned it up, she gave me this look like she was expecting Marvin Gaye or similar. After a couple seconds of Voodoo Child I could see her starting to get the groove of the song. She was sitting on the edge of the bed and she pulled me closer taking the tip of my cock in her mouth. She had expert level oral skills. Licking and sucking me from the taint to the head of my cock. After a few minutes I pulled her off my cock and stood her up and then told her to get on her hands and knees on the edge of the bed. She complied and arched that back just right to fully expose her tight little rosebud and she pushed her cock and balls back between her thighs. I smacked both cheeks making her whimper as I did it a second time she let a "oh fuck yes" whimper. I spanked her a few more times as I stroked her big cock making her breathing much more rapid as wells as the little yelps and moans. I then sunk my tongue deep into her rosebud with no warning and she let out this long deep moan. I licked my way down from her ass to her small balls and then pulled her big cock back a little licking it all the way down to that hard but spongy head. I took her big cock as far as could into my mouth and began swirling my tongue around and around, feeling every vein and muscle in her cock. I could feel her began to tighten up and I backed off; I wanted to prolong her orgasm as long as possible.
So close to cumming she was begging me to fuck her, but I wasn't quite ready yet. I kneeled behind her and placed my cock along hers finally being able to judge the length and girth of it. I am 7 inches and decent thickness and she was atleast 2 inches longer and twice my thickness, she was about 9 inches long and very thick. I rubbed our cocks together for a moment while pushed a finger into her tight hole with my other hand. By now she was pleading with me to put my cock in her.
I gently placed the tip of my cock on her rosebud and began to rub it on her hole with a little pressure. She kept bucking her hips trying to get me into her; I enjoyed teasing her a little bit. I started to push into her with a little force now, opening her hole, and then I would back off. I did this over and over until the head of my cock slipped into her and she let out a loud moan. I popped my cock head in and out of her a few times making her beg some more, well she must have timed my rhythm just right because as I popped the head of my cock in she pushed back hard burying my cock deep into her ass. It was overwhelming for both of us for a minute. She was so tight, wet and hot wrapped around my cock. We just paused for a moment and adjusted to the feeling. After a moment of this I began sliding in and out of her tight hole. I didn't want to blow my load to fast so I maintained a moderate pace. With one hand I had her hip and the other I had her breast. She kept her back arched as much as she could and came up to her knees so she was kneeling in front of me. I cupped both of her breasts and pinched her nipples as she leaned back to kiss me. I pushed her back to bed and grabbed her wrists and pulled her upper body off the bed while I fucked her juicy tight ass as hard as I could. Both of us were making loud animalistic noises as we fucked. I laid her back down on her stomach and mounted her from the back with my legs on either side of her gorgeous ass. She arched her hips up to get maximum penetration. The feeling was amazing, her silky skin, the tightness and juiciness of her ass wrapped around my cock, and how much we were sweating. I was hooked on her only after a few hours of being together.
I continued to ride her from the back for a short while longer but I wanted to see her beautiful face. I pulled out and rolled her over, she instinctively wrapped her legs around my waist and I slid my cock back into her. When I did I cupped both of her breasts in my hands and began to pinch her nipples making her pleasure increase even more. I sucked each nipple and lightly ran my teeth overt them, over and over. My cock buried deep inside of her and her cock squeezed between our bellies we kissed, our tongues dancing between one another. At this point it didn't feel like "fucking" anymore, it was romantic and erotic. As I was kissing her neck she whispered into my ear that she was close to cumming. I still wasn't ready but I wanted to please her as much as possible.
I got on my knees between her legs and pushed her legs up and back giving me the most access to her, I pumped my cock as a hard and as fast as I could into her. She was writhing in pleasure and after a few minutes without even touching her cock she blew stream after stream of cum between her breasts and on her neck. Not letting up, I continued to pump into her as hard as I could. Her body just kept convulsing under me, and after a few minutes I felt that feeling of an imminent orgasm. I grabbed the back of her neck for leverage and pushed as far as I could into her, making her yelp and moan some more, and I unleashed deep into her ass until I couldn't move. It was probably one of the most intense orgasms of my young life. Both of us were out of breath, sweating and completely exhausted I have no idea how long we had sex but thankfully neither of us had to work the next day.
I couldn't move, my cock still inside of her as I kneeled before her. She was running her fingers through the cum on her chest. She took some of the cum onto her finger tips and held it up for me to taste. I sucked the cum off her fingers getting that slight saltiness but then a sweetness as well. She reached up to pull me down to her and my cock slid out of her ass. A moment later my own cum began to ooze out of her. I took a little on my fingers and returned the favor and fed it to her. I don’t know what came over me at that moment but I leaned down began to lick the cum off her chest and neck before I pushed her legs back up to her chest and I began to lick my own cum from her ass. The ring of her ass was so sensitive that as I licked her she jerked involuntarily and begging me to stop.
I stopped and lay down next to her and we just lay in each other’s arms until we passed out. Both of us covered in sweat and her covered in cum, we just passed out. A few hours later, daylight was peeking over the horizon and I had to pee. I snuck out of bed looking at this amazing person next to me and reminiscing our lustful activities only a few hours before. I wanted more of her. I went into the bathroom and relieved myself and brushed my teeth. I then took a quick cleanse, I needed her in me this morning.
I thought I was going to make it back into the bed without being noticed but I guess not. She peeked at me with one eye and said good morning. I told her that there was a new toothbrush in the drawer and she got up to use the toilet and brush her teeth. While she was in there I reached into the night stand and grabbed my KY and lubed myself up. A few minutes later she crawled back into the bed and lay in my arms and we kissed and fondled each other’s bodies. I rolled slightly into her as she ran her hand down my back and over my ass cheek. I could feel her cock start to grow as she realized what I wanted. I reached between us and began massaging her balls and cock. I love to feel a cock grow in my hand or in my mouth. As I massaged her now hard cock she began to play with my ass cheeks and when she slid her fingers into my crack she felt me already lubed. She giggled and whispered into my ear that I was a bad boy already lubed up for her. I told her that I had to have her in me before she left. She began circling my hole with one finger and then two fingers and then she slowly pushed both of them into my tight ass. It didn't take long before I was relaxed enough to fully enjoy it and then a third finger entered me and I was moaning almost uncontrollably. I needed her cock in me now. She kissed me and then slid her body over onto my back and her cock and breasts sliding over me felt amazing. She told me to lift my hips up and she slid a pillow under me, laying my cock backwards. With my hips elevated, she pressed her body back against mine. Her breasts pressed to my back and her massive cock sliding between my cheeks, teasing my tight hole. I could feel the soft kisses on my back and neck as she teased me, it was erotic and sensual. After few minutes of teasing me I felt her reach between us and guide the massive head of her cock onto my hole. She hadn't even begun to enter me yet and I could feel her size. I whispered almost begged for her to go slow at first. Even with her having 3 fingers in my ass moments before, the initial push from her stung. I gasped and held my breath for a moment and let the burning feeling subside and when she felt me relax she pushed again and this time she pushed all the way into me. All I could say was "oh shit" and gasped and moaned. She moved her legs from laying on me to straddling my ass and it felt like she pushed another inch into me.
She stayed in that position for a moment before she started sliding in and out of my tight hole an inch at a time until I was comfortable. I didn't realize I was doing it but I was moaning like crazy and she took this a sign to pick up the pace. She leaned up still straddling my legs while pushing my lower back down making my ass come up even more. I felt so incredibly full and each time she pulled back it was like emptiness inside of me. She starting pumping me at a moderate pace making me moan and gasp for more. Every once in a while she would smack my ass cheek hard making it sting. She continued this pace and position for what seemed like forever but I was in heaven. I could feel her veiny cock as it found its way deep into my depths over and over and her balls slap mine each time she bottomed out inside of me. We weren't keeping track of time but we started as the sun came up and now the sun was streaming into my windows without remorse now, and it felt like I was in for the long run, she had stamina. Just as I was thinking that, I felt her tighten her grip on my ass cheeks and felt her get just a little harder and her pace picked up and she buried he huge cock as far as it could go inside of me unleashing a huge load of cum in me. The noises coming from both of us were animalistic. As she started to cum inside of me I could feel my own load begin to build. She slowly slid in and out of my ass for a few more minutes as her cock softened. As she slid out of me, I quickly rolled around underneath her to take her cock in my mouth and taste us. She took the hint and leaned down to suck my cock. Our juices tasted amazing, her cum and my juices mixed together on her cock had me so close to blowing a massive load, but it was her amazing mouth, soft lips and skillful tongue that brought me over the edge. My hips were bucking uncontrollably as I unloaded stream after stream of cum into her mouth. She pulled her cock out of my mouth and turned around to lie back in my arms. We kissed again sharing each other's juices and within a few minutes both of us passed out again completely exhausted.
A few hours later, I was awoken by some noise in my room. I didn't feel Sierra in the bed with me so I figured it was her going to the bathroom or something. When I lifted my head she had her back to me and she was poking around my dresser and closet. I asked her what she was doing and that startled her. She giggled and said that she was looking for any other toys I may have. That made me chuckle and I pointed her to the black box in the back of the closet. She was about to find out how many toys I actually had, lol. She picked up the box and brought it to the bed and opened it. When she opened it, her eyes got really big and the only thing she could say was wow. She just looked at me and pulled out my double ended dildo and told me that we were gonna have fun together. I told her I couldn’t handle anything else this morning and we both laughed. I got up from the bed and pulled her to me and kissed her. I pulled her into the shower and we washed each other. I put on another bikini bottom as she put on one of my t-shirts for breakfast. I can't really call it breakfast because it was almost noon time, but it was breakfast for us. We talked over breakfast and discussed what was next. She just said she obviously liked me but let’s take it day by day. When we finished breakfast she said she had to go home and run some errands. She came over to me and straddled me in my chair, her cock hanging down and rubbing on mine as we kissed some more. I loved kissing her. Her lips were so soft and moist it was amazing. A few minutes later she was dressed and out the door.
Stay tuned for more....
Part 3 - Sierra - sorry for the delay
Sunday disappeared as fast as it came. All I could think of was her. Such an intense 12 hours. We had just met, but she felt so right. I called her before bed that Sunday night and we talked for a few minutes and decided to meet again mid-week. Returning to work on Monday was futile; I had no focus and didn't get much done. I needed to feel her again but I didn't want to seem desperate. But I was. Tuesday and Wednesday came and went with no contact; I figured Thursday she would reach out but still nothing. Honestly I was starting to get worried. Finally mid-afternoon on Friday she called and left a message on my voicemail. " Hey baby, sorry for not calling this week but had to go back to Orlando to handle some business, be ready at 9 tonight to go out."
When I got home from work around 530-545 I played the message and my heart felt like it was gonna jump out of my chest. I poured myself a Jack Daniels and slugged it and then another. I needed to get ready. I grabbed my razor and jumped in the shower and shaved all of the necessary areas. I even slid my dildo into my ass for a few minutes to relieve some built up pressure, lol. While waiting for her I had a few more shots of Jack and was finally relaxed by the time she arrived.
The knock on the door was soft and when I opened it, before me stood this exquisite woman wearing a long violet dress with a long slit up to the high thigh, low cut down the center of her chest showing just enough cleavage to make anyone stare. I just stood there in aww. I don't know if I even took a breath until she reached out and put her hand on my stomach and said hello with a huge smile on her face. I leaned down to kiss her and she stopped me, told me I would mess up her lipstick and giggled and turned away from me. I grabbed my keys and locked the door and quickly caught up to her. We went to dinner and then to a nightclub in the next city. When we arrived it looked like a normal nightclub, loud music, people dancing, and drinking. It wasn't until after midnight and a few drinks did things get interesting. What looked like a normal club was actually gay club and it was tranny night (I know not politically correct). As we danced our body contact continued to be very sensual and all I wanted to do was take her right there on the dance floor.
We decided to sit down for a little bit and have a drink. Instead of sitting next to me she sat on my thigh and cuddled up to me. This wasn't just an affectionate display, this was her way of showing me that she was hard as a rock under her dress. I could feel her huge cock on my thigh. I looked around and the crowd was jumping and everyone was bumping and grinding each other with no care in the world. I kissed her deeply and placed my hand under her dress in the slit that went up to her upper thigh. As I ran my hand up her thigh I could feel her breathing get deeper and her grip on me get tighter. I gently ran my fingers up and down her tied up cock teasing it. It was tied up again, tucked up under her. I took the palm of my hand and ran it up and down the length of her causing her to moan into my mouth as we kissed. Her balls were swollen and tight, I knew I was in for another great night. She started leaking pre-cum and begged me to stop. I took some of her pre-cum and tasted it and then kissed her deeply again. We danced a few more songs and decided to leave. It was around 130am when we left and she invited me to her place this time.
In the car, I reached up under her dress and untied that huge cock and gently played with it all the way to her place. I grabbed her arm before she even got into the door and gave her a deep passionate kiss, holding her face and pulling her tight to me. She pulled me into her apartment and turned the lights on. Her apartment is what I expected a very girly apartment. I wasn't waiting anymore, I pulled her to me and put my hands under her dress and hooked it at the waist and slid it over her head. As I did those beautiful chocolate breasts covered in a silk bra that matched her dress just stood up begging for attention. I reached around her and with one hand unclipped her bra and it fell to the floor. She wrapped her hands around the back of my head as I leaned down to kiss each nipple. I grabbed each of her ass cheeks and squeezed as I sucked on each nipple. She pushed me back and said shower first and giggled. She shook her ass all the way down the hallway to the bathroom. I dropped my clothes where I stood and my rock hard cock just swayed in front of me as I followed her. As I approached the bathroom, she told me to be patient and just wait that she would call me when she was ready, and smacked my cock with the palm of her hand making it bounce up and down. A few minutes later she called me in and I climbed into the walk in shower with her. We washed each other sensually, kissing and fondling each other. My cock was like a rock and the pressure was intense, glad I enough to drink to have a bit of whiskey dick. As we washed each other she kept swinging her breasts into my cock and it felt amazing. I asked her to let me titty fuck her and she smiled and wrapped those sexy tits around my cock and began to slide up and down around my cock. It was almost unbearable; my grip began to tighten on her shoulder when she pulled away from me. She grinned and said not yet baby. She stepped out of the shower and dried off and put on some incredibly smelling lotion. I stayed in the shower for a few minutes until she left before I got out. I shut the door behind her and quickly looked for her cleansing kit, when I found it I quickly did a thorough cleansing and left the bathroom.
By the time I got to the bedroom there was romantic r&b music playing and candles lit around the room. This incredible ebony beauty lying on the bed completely nude. She stopped me in my tracks and I just stared at her. She giggled and said come here baby. I climbed onto the bed kissing her from her ankles all the way to her neck purposely missing the vital areas. I stayed kissing and licking her neck until I felt her back arch and a moan come from her mouth. I reached up behind her head and gently grabbed a handful of hair pulling her head back and then I kissed her deeply, our tongues danced and her hands wandered all over my back and arms. I wanted tonight to be romantic and special. The first time was pure lust; I wanted this night to special. As we kissed and rubbed against each other, I could feel her hips buck toward me every once and a while. We were both breathing hard and ready to explode. I kissed my way back down to her nipples and sucked them hard as I squeezed her breasts, her fingernails dug into my shoulders and scalp as I sucked on them. All I could hear say was fuck baby, yes baby, fuck fuck fuck. I continued down her stomach and kissed all around her huge cock teasing her. She leaked precum like someone turned on a faucet. I kissed the underside of her cock head and gave it a gentle lick before I kept kissing her stomach and thighs.
I pushed the back of her knees up to her chest exposing her tight little hole. I kissed all the way down the back of her thighs before I got to that little tight hole. She was moaning and begging me to lick it. I teased for another minute before I dove face first into her. I pressed my tongue against her as hard as I could and she bucked her hips up letting a deep moan and just saying please baby, please baby. I ate her ass for a few minutes before she started begging me to fuck her. Thankfully, I spent the last 15-20 minutes without her touching my cock which allowed it to lose some of its sensitivity. I kept her left leg hooked in the bend of my arm and let her right leg go. I placed my right hand on the back of her neck and pulled her to me. The head of my cock danced around her tight hole. As I pulled her to me I kissed her deeply and pressed my cock against her opening. All she could do was gasp. We stared at each other with our lips barely touching and she whispers please baby. I began to press the head of my cock onto her tight hole using only my saliva as lube. As I pressed she is just gasping for air, the look in her eyes was that of desperation. As I pushed some more I felt her hand reach under me and pull my cock trying to get more inside of her. I just pushed all the way into her, tight warm and juicy hole. It fit my cock perfectly. I could feel her all around my shaft. My balls were resting on her ass and her head and eyes were tilted back like she was in pure ecstasy. I held there for a moment and pulled her face back to mine and kissed her again as I began sliding in and out of her.
She pulled her right leg back to her chest allowing me deeper access into her and both of us moaned loudly. We stayed like that for who knows how long, this was making love, not fucking. Her cock and balls were between us and each time I slid into her our stomach's would rub both sides of her cock bringing her closer and closer to orgasm each time we moved. Our sweat made us glide over each other with ease and my cock continued to slide in and out of her for what seemed liked hours, but more like 30-40 minutes before I started feeling the urge to cum. For the first time I separated our bodies and I pushed her legs further up into her chest as I kneeled in front of her. As I picked up the pace she began to jerk her own cock and she begged me to fuck her harder so she could cum. I did as I was asked to and began pistoning in and out of her. A few moments later her hips began to buck again and I could feel her ass tighten down on my cock when she started spewing hot cum all over her belly and chest. The first shot hit her in the neck and then on her breasts, 7 shots in all. Her body shook involuntarily at the magnitude of her orgasm. This pushed me over the edge and I squeezed the back of her thighs and pushed all the way into her, causing her to gasp, and I unleashed everything I had into her. After a few moments, I looked down at her and she had her eyes closed trying to catch her breath. I looked down and saw how much she came and ran my fingers through it; this made her look up at me and smile. I took some of her cum and tasted it and put some on her lips as well. As I leaned down to kiss her and share her cum, my cock slid out of her and she let out a light gasp before I kissed her and shared her juices. Our cocks limp and cover in juices rubbed together between us as we kissed gently. She pulled me down to the bed next to her and she just laid her head on my chest as we tried to recover. Both our legs were involuntarily quivering as we lay there, neither of us able to get up yet. Not a word was said for ten minutes or so, when both of us laughed and said we had to pee. I sat up on the edge of the bed and helped her get up, and as she tried to walk her legs looked like jello, mine weren't much better as I got up. We both went to the bathroom and did what we had to do. She jumped in the shower to wash the sweat and cum off her. I joined in a few moments later and helped her wash and she washed me. We just stood there holding each other letting the hot water run over us.
As we stood there holding each other she reached down and grabbed my ass with both hands and giggled saying that I would have my turn later. We both went back to the bedroom and blew out the few remaining candles that were still lit and went to bed. I woke up around 7 am and couldn't go back to sleep, so I got up and went into the living room and turned the tv on quietly and started looking around the kitchen for some coffee. I finally found some and started a brew. I didn't bother putting any clothes on yet as I sat on the couch watching the news. I guess the smell of fresh brew woke her up. I laughed lightly as she came out of the bedroom with a sheet wrapped around her and her hair all messy. She still looked amazing and she glowed in the morning sun. She came over to the couch and sat next to me and slid her legs across mine. She gave me a small kiss and laid her head on my shoulder as we watched tv for a few minutes. Her soft skin felt amazing on my legs and her soft but large cock laid across my thigh as we cuddled on the couch. Eventually she looked up at me and asked if I was ever going to get our coffee, I just laughed at her and picked her up in my arms and put her back on the couch. As I set her down, she reached up and cupped my cock and balls and said good morning to them, which made both of us laugh. I asked her what she wanted for breakfast and she said there were some eggs in the fridge, so I scrambled up some eggs for us and we sat naked on the couch wrapped up in her sheet sharing scrambled eggs and talking and laughing. This woman with a cock made me feel so amazing and comfortable, I didn't know how to feel, I never had felt this way before with other than with a real woman.
After breakfast, we sat and talked on the couch for a while about nothing in particular but it was nice. Eventually, she sat up and straddled me. She wrapped her arms around my neck and we kissed deeply. She thanked me for making her feel so safe and wanted, she started to say that was part of the reason she wasn't living in Orlando anymore but she stopped and kissed me again. I asked her to finish and I could see her eyes get a little watery so I put my hands on her cheeks and kissed her again and left it alone. I figured she would tell me when she was ready. As we kissed I could feel her cock start to harden up and the kissing and petting got a more intense. The morning sun coming in from her patio window and door shined on us illuminating her ebony skin, man she looked so amazing. She began kissing down my neck to my chest, stopping to suck and nibble on my nipples. My cock instantly responded. She sucked and nibbled on both of them for a few minutes before she kissed her way down to my cock. She kissed the head of my cock and then down the shaft to my balls. She then licked her way back up to the head, flicking her tongue on the underside of my cockhead making me gasp in ecstasy. She took my cock to the base in one try, licking and sucking all the way back up to the helmet. I was in pure ecstasy. Her hands wandered all over my thighs up when she reached under my legs and pulled me to the edge of the couch. Her hands began to massage my balls and the crack of my ass. She took my cock out of her mouth and started to suck on my balls and lick them as she made her way down to my ass. She put her hands on the back of my thighs and pushed my legs up exposing my tight hole.
She dove right in and buried her tongue in my ass. I couldn't help but to lay back on the couch and moan. I had my head on the arm rest and my legs were up in the air with her face buried in my ass. I felt amazing. I reached down and held her head as she stroked my cock and tongue lashed my tight hole. Her head come up and she spit on my hole and she rubbed it into me. First one finger, then two and then three fingers buried deep into my ass. I was moaning like crazy and was ready for what was coming next. I felt her stand up and place her knee next to my ass on the back of the couch and then her fingers came out and immediately I felt the hard spongy head of her huge cock push past my tight ring. All I could do was grunt and moan. She didn't take any prisoners this time, she pushed in at a slow but steady pace until all 9 inches of her were buried in me and her balls were resting on my cheeks. She stayed there for a moment before she started pistoning in and out of me. She pulled me down off the arm rest and put my legs on her shoulders giving her what felt like 2 more inches of depth into me. All that came out of my mouth were animalistic sounds as she bottomed out inside of me. I reached up and played with her breasts and nipples as she fucked my ass with long deep strokes. After about 10 minutes she pulled out and told me to get on my knees facing the wall. I placed my knees at the edge of the couch, arched my back and put my arms and chest on the back of the couch. There was nothing gentle about her pushing her cock back into me. One hard downward stroke and she was balls deep again. This allowed her to stand behind me and really get some force and speed as she stretched me out. Next thing I knew I felt a foot on the couch next to me and then again on the other side with her hands in the small of my back. As she pushed my lower back down she stood over me pummeling my ass so deep and hard that my cock was just draining precum all over the sheet. But it wasn't until she pressed down on my lower back that her huge cock started stroking my prostate and within minutes I was blowing a massive load all over the sheets uncontrollably, and again a few minutes later. I had three prostate orgasms within a few minutes of each other. I honestly don't remember much after that for a few minutes. I just remember her not letting up on my ass for a while. Finally, she put one leg down and grabbed my shoulders and pulled them back arching my back even more before I felt her push all the way into me and hold and then she did it again when I felt the tip of her cock twitching deep inside of me. She slid it out about half way and then back in again but this time gently. She continued these short soft in and out strokes for a few minutes before pulling out of me. I turned around and grabbed her ass and took that big juicy cock into my mouth tasting both of us and sucking out the last little bit of cum from her cock. Her body jerked and she tried to push my head off of her cock as she giggled and tried to get away. I pulled her down onto me and we laid there kissing and holding each other for a little while before we got in the shower.
After lunch she took me back to my apartment and I changed and we went down to the beach. The afternoon storms were coming in and the skies started cover in clouds as we walked. Thankfully it took the heat down a little bit and made our walk enjoyable. We spent the rest of the weekend together. But, there was a few things still bothering me that I wanted to talk to her about on Sunday.
Next part cumming soon.
Pt 4
After spending the weekend together and having some amazing sex, I had to go back to work on Monday and Sierra went home. Monday came and went without any word from her, I felt a little lonely that night thinking that we were going to go another week without talking. Surprisingly, Sierra showed up at my job on Tuesday afternoon dressed to the nines. Her hair and nails were done, make up was spot on, and she was wearing this beautiful green flowered dress that accentuated her dark ebony skin and curves. I was shocked and completely mesmerized when she came in and prayed that no one would question if she was a trans or not.
Sierra surprised me even more when she came in and gave me a kiss in front of all my co-workers and asked me for my apartment keys. I looked questionably at her and gave them to her. She just kissed me and said "trust me baby." Just that fast she gave me one more kiss and shook her thick ass all the way out the door. I kinda just stood there in amazement, when I heard my coworkers whispering. When I turned around one of the black guys looked at me and said, "You’re a lucky mother fucker, she sexy as fuck, and that ass!" In my head I was chuckling knowing that he had no idea she was a trans and had a 9 inch fat cock to. I just looked back at him and grinned. All afternoon, my heart was racing not knowing what to expect when I got home.
Before I left work I called her and told her I was going to the gym and would be home by 630. She just told me to hurry up for my surprise. I did the best I could to get my workout in and get out of the gym in a reasonable amount of time.
When I got home I could smell the food outside the door of my apartment. The funny part is that I had to knock on my own door to get in. When she answered the door she was still wearing the green dress from earlier and had an old fashion apron on over it. It was really cute, but the smell of food overtook me. I leaned down to kiss her and she put her hand in my face and giggled that I stunk and was sweaty, lol. So I walked into the kitchen to see what she was cooking and she grabbed my arm and pulled me out and told me to shower. All I could tell is that it was some kind of beef meal.
I jumped in the shower and made sure I was still clean shaven and ready for the evening ahead. I put some shorts and a shirt on with no underwear and went back out to the living room where she greeted me with a deep passionate kiss. I sat in the dining room chair and she straddled me and kissed me some more. Her cock wasn't tied up any more and it was rubbing my leg, making me excited. She stopped kissing me and asked if I liked my surprise today. I told her that I loved it and that no one expected anything about her. She smiled and kissed me again, but I did tell her she needed to be careful doing that because no one knew that I was bi. She gave me a peck on the lips and said everything will be ok and she got up and went back into the kitchen.
A moment later she brought me a Jack on the rocks and told me that dinner would be ready in a moment. It was really surreal what was happening. It felt really comfortable and it felt good to have this kind of relationship again. A few moments later she brought me a bowl of ox tail stew with potatoes and carrots over a bed of rice. I was shocked and it was amazing. We sat and talked for a while and had a few more drinks. After dinner we moved out to the patio which overlooked the intercostal and cuddled up on the my lounging chair and had a few more drinks. We talked and kissed and lightly fondled each other for over an hour, before she said she needed a shower. I sat there and finished my Jack Daniels. Twenty minutes later she returned wearing a sexy nighty that was dark red in color and hid nothing. She smelt amazing and her skin just looked radiant.
About this time the sun was just starting to touch the horizon and the skies turned orange and blue and some black. I took my shirt off and pulled Sierra down on top of me and cupped her ass cheeks in my hands as her cock slid between my legs and we kissed deeply and passionately. If anyone could see from the opposite side there would be no hiding her huge cock. Her nighty didn't cover much. Her firm c-cup breasts pressed against my chest and her cock laying on mine as we kissed passionately. While we kissed she reached down between us and unzipped my shorts and slid them off me. Now both of us were bare to the world for anyone to see, but it was kind of exciting knowing anyone could see if they decided to. I spread my legs just a little and let her cock slide downward over my balls and into the crack of my ass, while my cock lay between us. We just stayed there grinding on each other while we kissed and I played with her breasts. Both of our cocks were leaking precum and sliding freely between us. As we continued to grind on each other, she whispered in my ear and told me to lay the lounger down all the way and to lay on my back. I did what I was told and she kneeled in front of me and started stroking my cock before she took it in her mouth. To see her bent down with her thick ass sticking straight up in the air and her head bobbing up and down was incredibly sexy. She sucked and licked from front to back with expert skills and brought me to the edge multiple times.
I finally had to push her off me or I was going to blow and we still had a long way to go that night. I pulled her back to me and kissed her again. Then I told her to put her hands on the rail and spread her legs. This put her in a very clear view of anyone walking by or anyone from another apartment. I open her nighty and let her beautiful breasts out and pinched her nipples making her moan. My cock was sliding between her cheeks and rubbing her tight hole as we both stood there in plain view on the balcony. She pushed her ass back into me a couple times begging for my cock. I sat back down on the lounger and grabbed her cheeks and spread them wide open. I bit her ass cheek on the way in and she let out a little squeal and then a long moan the second my tongue hit her hole. She reached around behind her and grabbed my head pulling my face deeper into her. All I could hear from her was “Yes baby, just like that baby, deeper baby!" and a lot of moaning. While I ate her hole I stroked that huge cock. Every few minutes I would pull that big cock back and lick it from balls to crown and suck on it the best I could. Then I would make my way back to her balls and hole.
After 10 minutes or so, she grabbed my ear and tried to pull me up and was begging for me to fuck her. I stood up and her ass immediately arched back to me. I reached around and cupped her breast and pinched her nipples as I kissed her back and neck. She kept begging me to put my cock in her, I took my left hand off her breast and put it on her shoulder pulling back making her back arch even more and I told her if she wanted it to put it in. She reached back and grabbed my shaft and guided my head to her tight hole and pushed her ass back. Just as my cock started to enter her I pushed as hard as I could and buried my cock, balls deep into her. She let out a very loud moan and a "Yes Baby!" Her hole was so hot and juicy and tight it felt incredible. I pistoned in and out of her at a moderate pace with her bent over the rail of my balcony.
It didn't take long after the edging she gave me. I began to pick up the intensity and our bodies impacting each other could be heard by anyone coming by. She reached around and grabbed my hip and told me to cum inside of her. I grabbed both of her arms at the elbows and pulled her back to me, making a deep arch in her back and pushing my cock as far as it would go inside of her and fucked as hard as I could before I pushed all the way in and unleashing a massive load into her. Both of us were incoherent of our surroundings and making animalistic sounds as I finished. My orgasm was so intense I became light headed and almost fell on her. I let go of her arms and reached for the rail in front of her and collapsed on her. We stayed this way for a few moments until I regained my composure. She had pulled my cock out of her and spun around holding me, both of us stood there shaking and holding each other. Her hands roamed all over my back and chest as we caught our breath. I was amazed with this woman. She whispered " let's go in baby" and we went back in and I turned some music on and we got in the bed.
As we lay there, her cock was as a rock and begged for release. Completely exhausted I rolled onto my stomach and pulled her on top of me, inviting her to mount me and take me. My cock had begun to stir again and I laid it backwards between my legs. She straddled me and dropped some lube into my crack and rubbed it into my hole. My back responded and arched allowing open access to my ass. She placed the firm but spongy head of her cock against my hole and pushed. I moaned and told her to go deeper. She slid her cock all the way in with one slow and sensual push. I was moaning uncontrollably as she slid slowly in and out of me. She was being gentle, she then laid down on my back and I could feel her breasts on my back and she kept this slow and deep pace up for a while. She made love to me, it wasn't fucking anymore. After about 10 minutes I could feel her cock starting to get a little harder and her breath a little more shallow. She reached her arms around me and held me tight as she pushed into me deeply and filled me with her cum. She just laid there with her cock inside me for a few more minutes as she held me. After a few minutes she pulled her cock out of me and slid down onto the bed where we both passed out.
I woke up at 4am in a panic thinking I overslept for work. When I looked at the clock I took a deep breath and set the alarm for 630. I looked over and she hadn't budged. I pushed her hair back over her ear and kissed her cheek and lay back down. At 630 when the alarm went off, I was alone in the bed. Sierra wasn't in the bathroom either, I put my head back down and was upset thinking she snuck out and went home. I rubbed my eyes and looked around again when I saw her clothes still on the floor and my t-shirt drawer slightly open. I grinned and got up to use the bathroom before I went out to living room. There she was in my t-shirt making breakfast and lunch for me like a real girlfriend would. At that moment I knew there was more than lust going on, I was getting strong feelings for her and her for me.
After breakfast she joined me in the shower and we washed each other and I got ready for work. I told her to stay as long as she liked and if she went home to drop my keys off to me. Before I left that Wednesday morning I kissed her and told her we needed to talk when I got home from the gym. She gave me this inquisitive look and I reassured her that everything was ok that I just wanted to have a talk at dinner.