[MT] My girlfriend became my boyfriend, who became my biggest fetish

Three years ago I started dating my best (for all I knew at the time) female friend. We are a good match, so the relationship was pretty good. Our only problem was our sex life.

At the time I knew my partner had some deep trauma regarding sex, so we took our time. A year into the relationship we had a talk about our non existant sex life, which ended with my partner coming out as a trans man. After the initial shock, we continued stronger than before. My boyfriend is in a pretty shitty medical condition, so transitioning will probably never be an option. His family is religious, hence he is closeted and presenting himself as female for the time being.

So now I have a biologically female boyfriend, who to the unsuspecting eye is a hot pawg. It’s kind of an awkward situation sometimes, but I do my best to make him feel manly. Turns out we could never have penis-in-vagina sex because he hates his vagina. The next logical conclusion was “Dude if we are gay, shouldn’t we just do anal?”. Which was a great idea. Half a dozen of tries and two buttplugs later we were fluent in anal, and turns out anal is the best. It’s tighter, ribbed, and I can go way deeper. Doing it made him feel manly, which made him horny, and him being horny made me even more horny.

We’ve never gotten around to buying him a packer (basically a prosthetic penis) since shipping to our country is really expensive. Fast forward to two months ago. I went on a 45 day roadtrip to the US with my friends, during which I barely fapped. Our last stop was NYC, so I decided to surprise my boyfriend with a reelmagik packer I knew he wanted, which I ordered to my hotel. When I got back home my already lubed and plugged boyfriend dragged me back to my room and we started to take each other’s cloths off. Once we were naked I told him to sit on the bed, close his eyes, and wait for his present. He opened his mouth, ready to suck cock, but he had gotten a different dick than he expected.

The look on his eyes was of complete shock. He wanted a packer for so long, and he didn’t expect to get one any time soon. He was completely ecstatic. I also bought a special adhesive so he could wear it while naked. After we got it securely on, he looked at himself in the mirror, played with it a bit and leaped on me. He started kissing my face and progressed downward. He started by licking my balls, going up and down my shaft, and deepthroated my cock while keeping eye contact with his huge eyes. As I said before, I didn’t cum for a month by the time I got back home, so I almost burst in his mouth not long after he put it in. I told him that I wanted to cum in his ass, so he crawled into position, with his face down and his ass up.

I never told my boyfriend, but I have a soft spot for shemale porn. It started small, but became pretty hardcore very fast. It’s my biggest porn fetish to date. I know my boyfriend is the opposite of a shemale, but he is still feminine looking and with a realistic cock glued were his vagina is. Bent over with his white butt lifted and his packer dangling between his thighs he looked exactly like oldschool Sarina Valentina. I slowly took the plug out and ate his ass. I missed eating ass so much during my trip, and my tounge went deeper and deeper as my fingers sunk into the white flesh of his ass. My cock just slid in smoothly. I fucked him hard and fast until he came, which to my luck was very fast, since a month full of sperm filled his tight little asshole not seconds later. It was my best orgasm to date.

Now my boyfriend never sucks my cock after anal, but this time he did. He drained every drop into his mouth and swallowed it. Soon after he started playing with my balls, than sucking my cock. It was the first time all over again, but it lasted way longer. After he got my dick hard, I turned him so that his back was against the bed and I was on top of him. He threw his legs behind my shoulders and my cock slid in smoothly again. Thus a sweaty and filthy round 2 has begun.

I might add some of his pictures if he’ll be into it.

Source: reddit.com/r/gonewildstories/comments/ddizsd/mt_my_girlfriend_became_my_boyfriend_who_became