I am not overly pretty, just sort of normal looking I guess. My body is short and a little pudgy. I do have DD cup boobs though and a decent enough body, with decent enough looking legs, ass and a mousy brown haired pussy. I got a new job, the boss’ assistant. It involved some travel which I was fine with. All going well, then I found out my boyfriend got me pregnant, his 5 inches of cock knocked me up, the moment I told him he made an excuse and left. Not just left the date, he left town, changed phone number and I never bothered to find him. I was useless at work, tearing up and crying in the toilet. The boss, Sam who is 32, gorgeous, with a firm tight body. He had me stay after work one day and asked me what was wrong. Bursting into tears I told him the whole story. He was there to help me, and help me in anyway. I told him my parents not only called me a whore, they kicked me out of their house, I was in a notel motel. He immediately got me out of there and into an apartment. I couldn’t afford it, and he was paying. I knew he’d probably want paid back in a way that a girl who had been fucked, could pay him back, I just waited.
Working late hours, I was growing. It was in my 4th month, that I asked him to come up to the apartment after a late meeting followed by dinner. I let him fuck me, he was rubbing all over my belly, and my ass, he couldn’t get enough. I sucked him off on the couch, stripped, and got him excited again and we went to bed. He fucked me twice, then left. The next few weeks were pretty much the same except that he kept poking his finger into my ass. I finally told him I didn’t do that. He mentioned that I needed to loosen up and do more things, be more adventurous. I told him I would, but it didn’t include having his long and very thick cock up my backdoor. I only then realized that my previous boyfriends 5 incher that was as thin as a mans middle finger was small. Sam was 8 inches and about 2 inches thick, he really filled me up. He asked and I told him that my ex was my first and he told me I was as tight as a virgin. He loved my pregnant belly, and I’d do anything for him but didn’t want to have pain from my butt included. I did anything else he wanted. I exhibited myself nude to other men, women, even boys and girls. I’d wear only a coat and at times let it open up on the street. I let him fuck me in front of hotel windows with the office building across the street watching. I even went to an adult bookstore in the video booths and with condoms he had me suck guys cocks through the gloryholes, even get fucked with condoms. He was begging and I finally got one of my high school girlfriends to come with us and at a resort weekend, we made love while he watched and he fucked us both.
Then at 8 months, we were in a big city at a hotel. We’d just done adult bookstores, I sucked a few, even paraded around the back hallway, and a bigger theater room they had totally nude. Several of the men watched him fuck me making sure to announce loudly how much he likes fucking my pussy with another mans baby in my belly. Then he pulled out and stuck it in my mouth to cum. He had my clothes and wouldn’t give them back. He told me and I knew he meant it. I can walk back to the hotel naked, or put on my dress and shoes, no panties or bra, BUT we were going to stop on the way. Then go to the room and get my butt fucked. I agreed, took my dress and shoes, the stop was at the pharmacy where he made me go ask the old woman behind the counter if the tube of KY was the best for anal sex, “especially for a first time”. She didn’t know but I bought it, and every one in the place was snickering and smiling as Sam took me out, reaching under my dress and showing my soon to be fucked ass. I stripped immediately after getting in the room, he told me to open all the drapes to the floor to ceiling windows, he turned on the lights, so the occupants in the hotel across the street could see. I laid on my side and he spooned behind me and I got my butt fucked. He fucked my pussy in the theater, now it took him at least 45 minutes to cum up my ass. I had it now, I’d been buttfucked, I had my lovers sperm up my asshole. I got up to go to the toilet. When I came out he ordered room service, I had to take the order naked. The waitress who brought it up as staring at my pregnant, naked body. He told me that by the end of a few days, getting it as he said “up the ass” several times I’d get used to it.
He was right, I did get used to it, I’m now his three hole, pregnant hole. Soon with a baby, he told me after the baby is weaned, he wants me to keep my tits milking so he can drain me a couple times everyday. Since we work together he plans one of those times to be during office hours, locked in his office with the door locked and the blinds down . . . I hope.
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