A couple of years ago I was secretly dating this really great guy named Josh. He was a couple of years older than me but still insanely cute and very much into me even though he told me he was only bisexual, as I was at the time (I now lean more towards the gay side). He was a barista in a coffee shop I frequented with friends and I had obviously noticed him several times but never thought he noticed me other than when I ordered my coffee.
Late one evening during the week I stopped by the coffee shop by myself to get some coffee to-go. The place wasn't busy and Josh appeared to be working alone but I didn't think anything of it. I ordered my coffee, paid and left without taking a drink. When I got out to my truck I took the first sip and it was the wrong drink. Thinking Josh had made a mistake I went back inside to get what I ordered. When I walked up to the counter and told him it was the wrong drink, he smiled and said "I know it's corny, but it was the only way I could think of to get to see you again." My mouth must've dropped open wide because he just laughed and said "uhhhhh, I'm really sorry if I'm way wrong about this." Needless to say we exchanged numbers and over the next week we texted back and forth several times and agreed to meet up for dinner the next Friday night.
On our date, Josh was obviously nervous but I couldn't help but notice that he kept reaching down under the table. I would be talking and all the sudden he'd slowly move his hand down where I couldn't see it. I finally asked if he was groping himself and he quickly turned red and whispered to me that he thought I was "so effing cute" and that he was curious if I wanted to go back to his place and fuck. We ended up at his apartment and were on his bed within 30 seconds of walking through the door. Normally I'm a total bottom that prefers to get fucked rather than do the fucking, but after taking off his jeans down to his white and red 2xist briefs and getting me down to my Fruit of the Loom tighty whities, Josh climbed on top of me and started grinding his bottom into my dick/crotch so hard through our underwear. I grabbed his hips and pushed into him to really let him feel my erection grind into his bottom. Josh then told me that he wanted me to fuck him. So even though I had planned to bottom for him as I normally do with other guys, I asked if he had a condom. While Josh told me that he did have condoms, he really wanted to take my cock inside his ass bareback, if I was okay with it. He plainly told be that he preferred that I NOT wear a condom and instead fuck him raw. I laid there for a minute with Josh on top of me, kissing my neck and rubbing my chest and crotch until I finally agreed. He swore that he was clean and could show me his test results from the previous week, but I told him I believed him. I slowly pulled down the back of his briefs as he reached inside mine and pulled my cock out and started sucking on it. He got my dick wet and slobbery as I massaged his hole with my fingers and spit on them to lube him up. Pretty soon he climbed back on top of me to take my dick in his ass. At the time, I hadn't topped a guy in over a year since I almost always prefer to bottom and take other guys' cocks, so I was instantly turned on by how awesome Josh's hole felt around my dick. He was so tight and smooth all over except for a small patch of peach fuzz pubes and under his arms. As I held his hips and rubbed my hands all over his legs and stomach, Josh slowly began to fuck himself with my dick. At first I didn't have to move or thrust into him at all since he seemed content with riding me and massaging my dick with his butthole. I don't have a very big dick, and I fact it's rather small compared to most guys, but for some reason that night Josh was in total ecstasy and kept telling me how much he loved my big cock and how awesome it felt inside him. After a few minutes of letting Josh ride and fuck himself with my dick, he told me to start pounding his ass and that he wanted me to "REALLY make him feel my full cock", so I started plowing his hole and slamming into him balls deep as he used his arms to balance himself as he straddled me and took my dick. Several minutes passed when I decided to flip him over on his back and fuck him missionary style with his legs over my shoulders. I deep-dicked him for a while in several different positions until I could feel my cock start to throb uncontrollably in Josh's hole. Knowing I was about to cum, I flipped him over on his back again so I could look into his eyes. I had planned on pulling out of him before I came, but when I told Josh I was about to blow my load, he grabbed my bottom with both hands, brought his legs down and wrapped them around my waist locking me I'm so I couldn't pull out of him. He smiled and kissed me deeply then said "Don't pull out...I want your load...FILL ME UP BABY!!!" By then I was so into fucking Josh hard in his ass that I had no problem with totally cum fucking him and breeding his hole. With a couple more thrusts I pushed my cock into him hard and suddenly felt my jizz begin to shoot out of my throbbing cock and flow heavily into Josh's waiting butthole. As I came, I wrapped my arm underneath his lower back to pull him in closer to me so that Josh could really feel my cum fill him up and flood his bottom. Since I hadn't jacked off in several days, my cum load was pretty big and every drop of it ended up deep inside Josh. I spurted several big streams of jizz into his ass and really did fill Josh up with a lot of cum. When I started to slowly pull my cock out of Josh's bottom, some of my load squirted back out of his hole onto my cock and started running down his taint and the back of his leg before I even pulled all the way out...at which point I knew I had dumped a really big load in him. As I fell back onto the bed next to him, Josh reached down and started playing with his hole and my cum that had started to leak out of him. Josh had such a wet cum sloppy butthole that as I thought about what I'd just done to him I started getting hard again thinking about the fact that he had taken my load and in fact begged for it. I laid there rubbing myself while thinking about it when Josh looked at me and said "That was awesome dude...you're friggin amazing...do you even realize how much cum you just shot inside my ass?" I just laughed when Josh added "You totally FERTILIZED my hole bro...I'll bet I'm KNOCKED UP for sure now!!" Josh then brought his legs up close to him and sort of raised his bottom to allow my cum to flow back into his butthole. He took his middle finger and began pushing whatever cum had dripped out back into his hole and fingering it into himself.
When Josh said that, I was confused at first and didn't think much of it, but within a few seconds my confused mind and my own stupidity began to wonder if Josh was somehow transsexual. When I finally asked Josh what he meant when he said he was "knocked up for sure"...he explained that while he couldn't really get pregnant by another guy, he's always been turned on by the thought of a guy ejaculating inside him and pretending to get him pregnant. Later that evening (I stayed the night), Josh showed me several Tumblr feeds/blogs dealing with guys who are alpha/beta and whatnot. He explained that alphas fuck their bottom boys regularly, sometimes several times a day, in order to "knock them up" and get them pregnant. Josh said that while he's not obsessed with it or anything, he considers himself to be an alpha or beta BOTTOM (I can't remember which of the two) and prefers to be fucked and loaded up with enough cum to possibly impregnate himself one day. When I asked Josh if he always told guys to cum inside him, he said that while he very much prefers that a guy never wear a condom and always cum inside him, some guys don't agree to it and prefer to use protection. He said I was the first guy in over a month that had been willing to fuck and breed him with a big load of cum and "knock him up".
We never became an actual couple, but Josh and I did have a lot of fun over the next 3-4 months or so. After our first time having sex, every time after that I still never used protection or wore a condom to fuck Josh. Whenever I'd get ready to cum, Josh would flip over onto his stomach, spread his legs and pull open his butthole letting me know where he wanted my load...which was always deep inside his butthole. I'd estimate that me and Josh had sex hundreds of times (two horny mid 20-something bisexual boys...what do you expect, haha!!) and not a single time did I pull out of him to shoot my load. He wanted every last drop of my cum shot deep in his hole so he could pretend that I was knocking him up and getting him pregnant. After the first couple of weeks of bottoming for me, Josh said he wanted to "knock ME up"...so I'll admit, I eagerly bottomed for Josh and let him cum in my ass multiple times. Obviously I was more turned on by the fact that Josh was pushing his big raw dick into me...and while feeling him load me up with cum definitely felt good, I didn't put much into pretending he was "impregnating" me.