Dear Diary,
It has been a long time since I have written but something special happened to me tonight… I lost my virginity… Wow!! I can’t believe I just said it, the thought still gives me goose bumps… and my vagina is still tingly…
Well, let me start from the beginning… I am 18 and I have still only had one boyfriend… I had never REALLY kissed a boy (you know, French kissed) and no boy has ever seen me naked before or touched me sexually. I had wanted a boyfriend and I even talked to my stepdad about it one time. He asked why I wanted one and I kinda told him that I was interested in sex stuff but never really said it. I think he knew though. Anyways, summer had just started and my friends and me started to hang out at the pool. There was a guy there that I started to like but, of course, like always we had to move. I kinda thought we were gonna be moving sometime because my mom kept hinting about it but never really said when. Anyways, we moved back in with my stepdad because him and my mom got back together plus she got a better job where he lived.
So here I was, all alone again with no friends and no chance of a boyfriend. After we got settled into the new house my mom came in to talk to me. She asked if I was ok with us moving and ok with being back in the same house with my stepdad. Before I didn’t really want to be around him, he was kinda weird. He was always checking me out and stuff. At first I didn’t really like it, I think more because he was always mean to me but now I kinda liked it. I didn’t tell my mom that because I didn’t want her to think I was weird but lately I had started to like it when he looked at me. Sometimes I would even bend over in front of him on purpose because I knew he would look at me if I did. He also has been really nice to me lately so that helps too. He is kinda cute, not like super hot, but definitely cute and he’d be even cuter if he’d get rid of all that hair, ugh.
Anyways, so yeah, mom came in and asked about that stuff and I told her I was fine and that I didn’t mind being back with my stepdad and that it might be nice having him around again because now I won’t have to wait for stuff like before. I hated when I asked for something and mom would say “I can’t do it, when your stepdad comes he will take care of it.” Anyways, mom could see that something was bothering me though and she asked again and so I kinda hinted around like I did that time with my stepdad but mom definitely got the hint.
Mom started asking me questions like; do you want to be touched? Do you want to have sex? Have you thought about having sex? Have you ever touched yourself? I was shocked, I had never heard mom talk like that but it was kinda nice. It made me feel like I wasn’t crazy. My mom and stepdad always told me that I could tell them anything but this was way different. My friends and I have kinda talked about this stuff and they never talk to their parents so I was shocked. I told her yes to all of that. She asked how I felt when I touched myself and I told her that it felt good, kinda funny but good. She asked if I got wet. My first reaction was to play dumb and ask what she meant but then she asked “you know, when you touch yourself does your vagina get wet, like it’s leaking?” I giggled a little and shook my head yes. Then she asked if I had ever put my fingers inside me and I was like NO!!! She asked why and I said I was scared. I had heard from other girls that sometimes you bleed and that sometimes it hurts and I was too afraid to do it.
So mom starts telling me about touching myself and how good it can be and how great sex is when it’s with the right person. You know, all the stuff moms are supposed to say. And I tell her that I’m never gonna find someone because we keep moving and that no one really likes me and all the boys I know are immature. All the stuff I’ve been telling her for forever and then she starts getting weird. Mom says to me, “what if I help you find someone to be your first” and I was like “WHAT, NO, that’s weird” and she says,
“Listen, your first time can be really awkward, especially if it’s with someone you really like or even love and you’re afraid to disappoint them. What if it were with someone you knew you couldn’t disappoint, someone who would be all about teaching you how to be a lover and what it feels like to be touched by a man? And what if I were there with you to help walk you through it?”
So by now my jaw is like on the ground and I don’t know what to think or say. Did my mom just say that she would help me lose my virginity and that she would be there to help? How weird is that. Anyways, I told her that I didn’t know and that I needed to think about it. She kissed me on the forehead, gave me a big hug, told me she loved me and went to bed.
That night I laid there thinking about what my mom said, then I reached into my pj’s and my undies and started to touch myself thinking about this mystery man that my mom would find to show me how to be a woman. I put my finger right outside my vagina and almost put it in but then I got scared again and didn’t but this time I noticed I was very wet, so wet that I first thought that I peed my pants and had to get up and change my underwear before going to sleep. The next day when I got up I went over to my mom and whispered in her ear that I wanted to do it. She looked at me with a smile and said, “Are you sure” and I nodded yes. She gave me a hug and said that we would do it tonight, when she said that my heart jumped into my throat. I couldn’t believe it was gonna happen that fast but I was kinda excited at the same time.
It was all I could think about all day, tonight I was gonna become a woman. Everything got me excited, and every guy I saw I wondered if that was the one. Even my stepdad got me excited, I caught him looking at me one time that day and my underwear got soaking wet and I had to go change them. For most of the rest of the day and into the evening I stayed in my room trying to find things to do to keep me busy. At about 9 o’clock mom came into my room and said that she was putting my brothers to bed and that once they were asleep she would be back and it would be time, almost right after she left my stepdad came in, kissed me on my forehead, gave me a hug, and said goodnight. Being pressed up against him made my undies wet AGAIN!!! I was kinda getting frustrated because it was the third time I had to change my underwear and two times because of him.
Mom came back in the room and I was lying on my bed thinking about what was about to happen. I was nervous, I didn’t know if I wanted to go through with it, if I wanted my mom to choose who I gave my virginity to, or if I wanted her there when it happened. It all seemed kinda weird to me, but then she blindfolded me and I got both excited and scared all at the same time… mom didn’t tell me that I wouldn’t know who it was, I felt like I was in a movie…
Mom sat on my bed and had me lay down with my head in her lap and began stroking my hair. The next thing I feel is someone touching my feet, taking off my socks, then he worked his way up to my waist and slid off my pj’s leaving me in my panties, my tee, and my bra… I started to breathe heavier and cling to my mom’s arm she continued to rub my hair and told me to relax. He started moving his fingers up my legs and over my undies. I felt myself pushing my thighs together not sure if I wanted him to touch me there but he didn’t anyways. He moved his hand under my shirt and began to touch my stomach and move his hands up towards my breasts, pulling my shirt off. This all felt funny but good, after all, no one has ever touched me like this before, heck, no one except my mom has ever seen me naked before and here I am, now in my bra and underwear, blind folded for a man that my mom chose to be my first.
I felt mom unclasp my bra and pull it down over my shoulders exposing my breasts to the air and I felt a cold chill come over my body and across my nipples. He started to kiss my neck and I gently arched my neck giving him more to kiss. He started moving towards my lips and I could feel my body tense with anticipation. There was a pause that seemed to last forever and then it happened… my first FRENCH kiss!!! First, he just kissed my lips… then I felt him touch my lips with his tongue, I was nervous a little but I opened my mouth a little and then it really happened… I felt his tongue go into my mouth and my body was on fire. He ran his fingers through my hair and pulled me into him. I couldn’t help but wrap my arms around him.
After what seemed like an eternity kissing, I felt his hand move down my body and start playing with my nipples as his tongue went in and out of my mouth and mom took my hand and moved it down to his penis. I pulled my hand away slightly but mom told me to relax and enjoy it. I had never touched a penis before so I was a little scared. But it felt really good. It was hard and kinda pulsed in my hand. It felt kinda like a banana before you peel it only really warm and wet at the end. I swirled my finger around the tip of it where it was wet and gooey. Mom helped my wrap my fingers around it and showed me how to move my hand back and forth on it and said that he really liked it.
While I was focusing on the man’s penis he stopped kissing me and began kissing my neck as he caressed my nipples. Then, I jumped!!! I felt his mouth on my nipples WOW!!!!! It felt SOOOO GOOD!!! He moved from one breast to the other and was sucking on them and licking them and biting them. I couldn’t believe how good it felt. Feeling this man that I didn’t know being the first person to suck on my breasts.
As I was lying back in mom’s lap and enjoying having my breasts sucked on and stroking this guy’s penis, mom said something to me that shocked me again. She said, “put his penis in your mouth” I held my breath and shook my head no. Then mom said, “go ahead, you will be surprised how much both of you will like it.”
The next thing I know his penis was pressing on my lips. I stuck my tongue out and licked it first. It tasted kinda funny. The tip had a bit of a salty taste but mom said that’s because of the gooey stuff I played with when I was touching it. I opened my mouth a bit more and slid the tip of his penis in my mouth and as I did I got more and more excited. I could feel my vagina start to tingle. I sat there with the tip of his penis in my mouth for a moment and then he started moving back and forth pushing more and more of it in my mouth. Mom was like “that’s it honey, take as much as you can in your mouth and suck on it like it’s a lollipop,” that made me giggle and cough cuz I still had his penis in my mouth.
I started sucking on his penis and pushing it in and out of my mouth. I could tell that he liked it cuz I heard him moan. It sounded very familiar but at the time I didn’t think much of it cuz I was trying to concentrate on what I was doing since I couldn’t see anything. I felt his fingers running through my hair and his hand settle on the back of my head. Before I knew it he was pushing more and more of his penis in my mouth and doing it faster and faster. It was very exciting and I was really liking it and then 2 crazy things happened. First, he touched my vagina. It was through my panties but WOW did it feel good. It felt so good that I jumped with his penis in my mouth kinda choking on it a little. He started to rub my vagina through them and I could feel my juices begin to flow. I was trying hard to focus but I didn’t know what to focus on. The next thing that happened was that he shot stuff into my mouth. That really surprised me. Mom said he was cumming and that when he did that it told me that he really liked what I was doing. He was moaning and he really filled my mouth with his cum. I didn’t know what to do with it and mom told me to just swallow it all so I tried but there was so much that it started coming out of my mouth and mom licked it off my mouth and my face with his penis still in my mouth. It tasted kinda salty but I didn’t mind. It made me feel really good that I made him do that. After he was done cumming and I pulled his penis out of my mouth, I kinda peaked under my blindfold to look at his penis. I got kinda scared, wondering if it was gonna fit in my vagina.
“Now it’s your turn,” mom said and I wondered what that meant, but only for a minute. He ran his fingers down my chest, around my nipples, down my belly, and slid off my panties. I clenched mom’s arm and gasped as my vagina was exposed to a man for the first time. Just the thought of that made me feel warm and made my vagina tingle even more. Before I knew it I was feeling his breath on my vagina, my body tightened, and OMG his tongue touched my vagina!! AHHHHHH, it was like electricity running through me!! My whole body started to shake. I felt his fingers spreading my vagina and his tongue licking up and down it. It was the most AMAZING thing I have EVER felt!!! His tongue kept going faster and faster and then, just when I thought it couldn’t get any better, his tongue touched my clit and I let out a whimper like squeal cuz it felt so good. Mom kinda laughed and said for me not to hold back and if I feel like screaming or moaning to do it. She said it would make it feel better, and it did!!
He continued to lick my clit and then he started to suck on it and running his tongue up and down my vagina. As he did I started really screaming and moaning. Saying things like “Don’t stop” and “Oh My God it feels SOOO GOOD!!!” I was digging my fingers into mom’s arm and then she took my hands and put them on his head. Soon I started pushing his head into my vagina and pushing my vagina into his mouth.
It felt so amazing that I couldn’t help but look down at this man that was giving me this much pleasure. Pleasure that I never knew existed. When I did look down I could see under the blindfold and I was shocked at what I saw. The man licking my vagina and making me feel SOOOOO GOOD, the man making me a woman, was my STEP DAD!!!!!!!!!!!!!! I couldn’t believe it!! I was in shock!! I couldn’t believe that mom would let my step dad do this stuff to me. As I stared at him licking my vagina, he looked up at me, our eyes met and he winked at me. I was amazed!!! I thought about saying something but it felt too good to make him stop. Then I started thinking; maybe we can do this all the time!!! I closed my eyes and started picturing my step dad licking my vagina and the next thing I know my juices begin flowing out of my vagina. I feel so wet and I start hoping that he puts his fingers inside me. I never thought that I would be enjoying my step dad licking my vagina but I was loving it!! I started wishing I had asked for this sooner!! Then I start thinking about his penis going inside me! That combined with him sucking on my clit sent me to another level. My body started to shake and I started pushing his head into my vagina harder, I started having trouble catching my breath, and then I let out a HUGE SCREAM!!!!!! I felt my entire body tighten, my toes curled, my fingers dug into my stepdad’s head, and I felt like I peed in his mouth!!!!! And I stayed like that for what seemed like forever!!! It was the most amazing thing I had EVER felt!!! Then, my body completely relaxed!
When it did I looked at my mom and said “WOW, what was that” and she said,
“Congratulations sweetheart, you just had your first orgasm! How did you like it?”
I told her that I LOVED IT!!! And that I can’t wait to have more!!!
Before I could say anything else, I felt his lips on mine and he was French kissing me again!! This time I could taste my love juices and it made me shiver again especially when I started thinking that it was my stepdad whose tongue that had my juices on it and was in MY MOUTH!!
As I focused more and more on him kissing me, thinking that I couldn’t be surprised any more than I already have, I WAS!!! The kiss was amazing and I was really getting into it and becoming more and more comfortable having his tongue in my mouth and then I felt it!!! HIS PENIS STARTED ENTERING MY VAGINA!!!! It was starting to happen; I was about to give my stepdad my virginity!!!!!!!
My entire body froze; it felt huge only to find out it was JUST THE TIP!!!! He started moving it back and forth, in and out. It felt REALLY good. I started moving back and forth too. I thought I was kinda in rhythm with him and all of a sudden OOOOWWW!!!!! His penis hit something inside me and I just stopped cuz it hurt!! I could feel my eyes open wide and he stopped. Mom told me to relax, that it was time; he was about to take my virginity. She warned me that it was really going to hurt as he breaks through my hymen and then it will start to really feel good. I grabbed on to her arm and then heard her tell him, “go ahead, make her a woman!”
AND BOY DID HE EVER!!! He pushed his penis inside me!! I felt my hymen tear and I SCREAMED!!! I could feel tears run down my cheeks as I buried my face in mom’s arm, digging my nails into her. He pushed all the way in and stopped. It felt like his penis was in my stomach. I could feel it pulsing inside me. While he was inside me he ran his fingers through my hair and kissed my tears. I wanted to just take my blindfold off but I didn’t want mom to know that I knew it was my stepdad who had his penis inside me.
After a few minutes the pain started to go away and my stepdad started moving his penis back and forth inside me again and mom was SOO RIGHT!! It felt AMAZING!!!! Every time he started to pull it out I couldn’t wait for him to push it back in. After a few strokes he leaned in and kissed me again, wrapped his arms around me and rolled me over so that I was on top of him!! It felt really good being on top of him. Mom told me to go ahead and sit up and make his penis go in and out however I wanted it. She said that being on top of him let me do it however it made me feel good.
IT DID!!! I found myself experimenting with his penis inside me. I went fast and then slow, did short strokes and then pushed him all the way inside me. My vagina was so wet. My love juices were going everywhere. I was really getting into it and then my stepdad started to rub my clit with his fingers and I moaned so loud (I was moaning the whole time but this one was REALLY LOUD)!! After a min or two he took my hand and put it on my clit and moved it in circles. Mom told me to rub it while I was bouncing up and down on his penis. It was the most amazing thing I have ever felt and it got even better when my stepdad started to play with my nipples. I started going faster and faster and I could feel my body tighten again. I knew what was coming, I was about to have another orgasm and I couldn’t wait!! My stepdad new it too!! He grabbed my butt and started pumping his penis in me faster and faster. He was going so fast that it made me lean over almost laying on him. I kept rubbing my clit and the next thing I felt was my stepdad’s finger push into my butt. That’s all it took. My WHOLE BODY SHOOK!! I started moaning and screaming “DON’T STOP DON’T STOP!!” I could feel my love juices flow right out of my vagina and my vagina started squeezing my stepdad’s penis as it pulsed inside me.
After my body started to relax he turned me over and laid my head back in mom’s lap and started pushing his penis deep inside me again. Mom asked me, “do you remember when he came in your mouth and you swallowed it all?”
“Yeah.” I muttered between moans as I was trying to catch my breath.
“Well, he’s about to come again. Would you like him to do it in your mouth again or in your vagina?”
I didn’t even have to think about it. “In my vagina,” I said. “I want to feel it shoot up inside me!!”
The moment I said that I felt his body begin to tighten. His started pushing his penis inside me in longer, deeper strokes and then I felt it. I felt his cum shoot in hot long spurts inside me. After his body relaxed he laid on my and kissed me softly. I felt like I was in Heaven. My body felt so relaxed, his kisses were soft and gentle. I couldn’t think of a better way to lose my virginity and I was so happy that I found out it was my stepdad. I was really nervous that it was some strange guy and I probably wouldn’t have let him cum inside me if it were so finding out it was my stepdad made it even better cuz the feeling of his cum shooting in me was, WOW!!!
After we kissed for a few minutes he slid his penis out of me and that made me moan too. I was kinda sad cuz I didn’t want it to end. Mom told me to go ahead to the bathroom and clean up. She said not to be alarmed when I saw that there was some blood. She said it was normal. I had heard that from my friends before but it was still a good thing she told me. Mom helped me up and walked me to the door before taking off my blindfold and sent me to the bathroom.
I hurried in the bathroom and headed back to my room. When I got to the door I heard my stepdad’s voice. I peaked in and mom had his penis in her mouth. She was taking it ALL THE WAY IN!!! My vagina started to tingle at the sight of his penis. After all, I didn’t get to see it while I was sucking on it or while it was inside me. As she was sucking on it I heard him ask, “Does it taste good? Do you like sucking your daughter’s juices off my cock? Did you like watching me fuck your daughter? Did you like watching her ride my cock?” Mom was attempting to shake her head as she sucked him and he was pushing her head down on his penis.
Wow, I had never heard anyone talk like that and it got me so excited. My vagina started to get wet again. I watched him cum in mom’s mouth and she swallowed it just like I did. Then he started to get up and I ran back to the bathroom. After he left my room I walked back in to talk to mom.
“So, how did you like it?” mom asked.
“I LOVED IT!!” I told her. “It was amazing!”
“How do you feel?” mom said.
“A bit sore,” I said. “And my vagina is tingling.”
“Don’t worry, it’ll get better and better. It won’t hurt going in and you’ll learn different positions.”
“Does that mean you’re gonna let me have sex with my stepdad again?” I said. Her eyes opened so wide I thought they would fall out!!
“How did you know?” she asked me.
“I saw through the blindfold when he was licking me. And then I saw you sucking on his penis afterwards. Don’t worry, I don’t mind. I’m glad it was him cuz I got to feel his cum inside me. He was really good. Are you gonna let me have sex with him again, PLEASE??”
Guess what diary, mom says I can have sex with my stepdad ANY TIME I WANT!!!!
Well diary, I’m glad I got to tell you about my first time. I hope you enjoyed it cuz I enjoyed telling you about it but I have to go now, my stepdad said once I’m ready he will teach me some new positions. I’m ready right now!!! It’s time for me to learn doggy style!!!
Source: reddit.com/r/eroticliterature/comments/6m9p7s/mf_truth_or_fiction_you_decide