Summer 2011
I moved to Austin Texas on a whim after how much I hated the last Minnesota winter. I didn’t know too many people at first, so I was very active on dating apps, leading to my mansluttiest day ever. This is the day that I hiked, had dinner with a lesbian couple, then got one of pair pregnant, drove back to Austin, hooked up with a beautiful Transwoman, and then ended the night with my fuckbuddy. Names edited for anonymity.
Brief preamble:
Beautiful day in early summer. Driving out past Bastrop, hiking through the woods, seeing little lizards, and enjoying my own company, but all to get me close to one little town. My solo fun done, I navigate into town, arriving at a nice little house. There, I hung out with a lesbian couple, and their two kids. We have chicken fried steak and watch part of Despicable Me. The conversation feels a bit awkward because it’s all leading to the bedroom (as we arranged previously on line), and my foolhardy choice to knock up a stranger so that she and her partner can raise another child.
Sexiness Starts here:
“You should probably come with me to the bedroom now,” She says, and I follow with my eyes as she rises from the table. She’s shorter, with dark hair, bright eyes, and a thick figure. We walk down the hall a short way, and close the door. There’s an awkward pause before we start making out.
“Are you sure your partner doesn’t want to join us,” I asked, trying to scam my way into a bareback threesome.
“No, she’s really not bi at all and wouldn’t have much fun,” I got in return, dashing my hopes.
At this point, I started feeling her up, rubbing my hands over the top of her ample breasts. She moaned and took off her gray t-shirt, revealing a sexy black bra over thick heavy breasts, and a bit of belly to go along with her curves. I like curvy women, so this turns me on, and I started to go to town kissing up and down her body, angling to get that bra off. I unhooked the clasp, and was in heaven, huge, soft, full breasts, puffy nipples – needless to say I started licking and sucking.
She redirected me though, and started firmly guiding me lower and lower. I love eating pussy, so I was excited for where this would lead, and was getting harder and harder (note – at this point I was still mostly clothed, so my erection was really straining against my jeans. She had me pull off her pants and panties and I go to town. I start near her pussy, and then move to fingering her while focusing on the clit with my tongue.
She was getting excited by this, moaning and getting really wet, and I was working with my free hand to undo my pants. She catches on to what I’m doing, and tells me that she’s feeling ready, so I got up for a moment, finished taking off my pants and revealed my dick. It’s super hard at this point, and she comes up to suck it a little bit, just as a treat (all the while, fingering her clit), before getting on her back in position for missionary.
She asked me to enter her, and was pretty insistent on guiding me in with her hand. I washappy for the help, and while it felt a bit strange going in bare, she felt amazing. Bareback missionary with the intent of getting someone pregnant felt incredibly intimate, but also a little weird. We made out as I was thrusting, and after a short time, she asked me to go faster, obviously wanting me to come.
At that point, I did seriously pick up the pace, trying for something of a jackhammer vibe, and angling myself in an ideal way to get myself off. I couldn’t hold off for long here, and came hard inside her. I laid with her after that, making damn sure that I helped her stay elevated for pregnancy purposes. And then, she bid me adieu, and I started driving back to Austin, and tryst #2 of the night.
Preamble #2:
I met Vanessa, a beautiful young trans woman on Adultfrienfinder some weeks prior. We had gone back and forth about meeting, but eventually she had a free night. As I stopped for gas outside of Bastrop on the way home, I responded to a couple texts from her, and received a topless selfie back, showing big tits and small dark nipples. The image of her tits filled my head as I drove back, eventually parking at my Hyde Park rental house as the sun went down. She and I exchanged a couple calls, and a shower, she arrived in a nice new Mazda, wearing a hoodie and workout pants.
Sexiness Begins #2
We waste little time with any kind of talk and are already making out, feeling eachother up as we make our way past the fence and to the back entrance I typically use. Vanessa’s a latina, with a thin waist, long dark hair, and nice big fake tits. I led her into my little room, making out with her, and leading to my sad-floor-ikea bed. Vanessa’s a really good sport about it though, and the moment the door is closed, her top was off and we were making out hard. She looked great, even better than her selfie-game.
Vanessa was probably the most aggressive partner I’d had in some time. She was not terribly interested in foreplay, and seemed to want making out/talking to be a brief interlude before the main attraction. Between her speed, and frankly being a bit intimidated by her body (I had not really been with anyone with a tiny waist and huge fake tits before), I was not getting hard as quickly as she would have wanted.
She asked me to work on her, and laid back on my bed. I started by kissing her neck, then focusing on her magnificent tits, kissing all over them and sucking her nipples hard. I then moved down her body, while keeping one hand on breast fondling and nipple tweaking duty. I eventually made my way down to her panties. I asked her if she was OK with me taking them off, and her reply was enthusiastic, so I pulled her panties down.
There was her little cock. Hard and ready. I took it in my mouth and started bobbing. I had mostly had cis-woman partners before, but had sucked a number of cocks in my day, so I kind of knew what to do. Also – I have to say that a tiny cock is so much easier to suck. I could take her all in my mouth without much getting in my throat or any kind of gag reflex.
I bobbed up and down for some time, swirling my tongue over the head of her cock and teasing her asshole with my wet finger. She tasted good. Salty, and I loved looking up as I bobbed, seeing her ample bosom heave with pleasure. This was all the encouragement I needed to keep going until she started moaning, reaching down to put her hand on my head. I went to town then, and was rewarded with a load of cum that I then swallowed.
We then made out for a little bit, and she started sucking my cock. Just like when we started, she was really efficient and down to business here, taking me with her thick lips and then bobbing up and down really quickly. She was taking me really deep and applying pressure to my balls, and before long she had me rock hard.
Vanessa then abruptly stopped sucking, looking up at me an asking me to fuck her. I grabbed a condom, rolled it on, and she got on all fours for doggy style. I didn’t have lube though, and after some awkward fumbling, we just aren’t making it happen (WHY IN GOD’s NAME DID I NOT BUY LUBE????). So, I get the best consolation prize ever – a blowjob, and this time she was intent on extracting my load.
She wrapped those thick lips around my cock, and circles another hand tightly around the base, and between the slow tugging of her hand and her lips – she had me cumming in minutes. She knew what she was doing, and stopped me right before I came(apparently less eager to swallow). Instead, she directed me to come on her – mostly on her stomach, but a little on her tits, as a treat. She wiped off with a towel and headed out pretty shortly thereafter ( we meet a couple more times and I develop a giant unrequited crush, but that’s another story). Then, I jump in the shower.
Preamble 3: I get out of the shower at 1 am to a text from Brittnee, asking me to pick her up from a party. I consider just going to bed, but I really like her, and am still horny, so I sleepily get dressed, brush my teeth and hop in the car. We meet at her friends place, grab late night breakfast and then reach her place and her bed.
Sexiness starts here for #3: Britnee is plump, and a few years younger than me. She was a college senior at the time, and wore her blonde hair in pigtails. We started with some cuddling and light making out in bed, which normally leads to blowjob-city, but tonight her mind is in a different place, and before long, she has turned on her side, and is grinding her ass into my dick. I get my favorite kind of boner – the sleepy weird boner, and she can tell. She eagerly got undressed at that point, and grabbed a condom from her nightstand.
I was feeling tired, but the spirit was willing, so I took off my clothes and put on a condom. She then lied down on her back, giving me quite a view of her curvy body. Huge pillowy breasts, with puffy nipples, a cute tummy, and big thick hips. She got in position, and after a little bit of fingering, she was ready to go.
This was actually our first time having any kind of penetrative sex. We had previously had a lot of oral exchanges while chilling, so the missionary felt really intimate. We were softly making out as I slowly ground against her. Britnee had told me previously that she’s not really one to cum from regular sex, but she was having fun, moaning etc. After some time though, she whispered to me, asking me to fuck her harder.
So I obliged, and sped up my pace quite a bit. She “split the reed,” at this point, and I started jackhammer fucking her while she rubbed her clit. I came pretty quickly after that point – I think the angle was just too good, and pulled out, and immediately withdrew to my place lower on the bed, moving to pussy eating position
I could taste the condom as I started eating her out, but that wasn’t enough to stop me from one of my favorite things in the world, with a good friend and lover. I held onto her hips with my hands, and started by licking the surface while fingering her at an angle. Her breathing quickened at this point, and I spread her pussy lips, getting a good view of her clit. I started licking around her clit, listening for her breath, and then started alternating between directly licking her clit and sucking it.
While I’m working on her clit with my tongue, I took two fingers and began feeling up at an angle within her pussy, looking for a g-spot. Between the fingering and eating her out, I eventually get to watch as she shudders, crying out in pleasure. With that, we sleepily make out for a little bit before drifting off.
Thus ends my biggest day of man-sluttery ever.
Source: reddit.com/r/gonewildstories/comments/ghayyq/my_mansluttiest_day_ever_mf_mt