Highschool Sweetheart - Pt. 02

My apologies for any typos - as I am writing this from my phone while my husband and kids are sleeping.

In part 1, my husband wrote about a break we had when we were 19. He asked me to share the story from my perspective. My husband, Mark, and I have a caring, loving relationship. I share details with him about past sexual experiences, but I also try to be mindful about his feelings. I have had a limited number of partners, but that doesn't mean that I haven't had fun. I have a high sex drive and always have. For whatever reason, if I kiss someone, I want more and usually end up partially undressed or nude. The first time I kissed a guy, I ended up taking off my top and let him suck my tits, while giving him a hand job. I've always loved exploring a male's body and having then explore mine.

Here's the full account the first time I took a break with my husband at 19 and hooked up with a hot older guy Adam.

My friend Sarah called to go the beach with 2 older guys I'd never met. She had been talking to a 27 year old entrepreneur Greg, who she said was hot. He also made really good money and liked to have fun. Girls love to talk. She said Greg was great in bed, with a big fat cock. Sarah wasn't like me, she was always single and hooking up wirh new guys and giving me the details.

Mark and I had dated 2 years but took a break after we started bickering over trivial stuff. He also enjoyed hanging out with his buddies too much. I felt that we needed a break so he could better appreciate me. Our sex life was good and we were both loyal. It was just a matter if getting him to grow up a little.

Once I broke up with Mark, Sarah joked that she was going to make me a slut like her. She said I needed to make up for lost time and experience more penises. I told her I wasn't interested - and Marks penis was plenty fine. She'd tell me how there are lots of guys waiting for this opportunity to hook up with me. It was flattering but I didn't really care. Guys have always shown interest in me, but I always wanted to be in a relationship before I got sexual.

On Saturday, Sarah convinced me to go with her, Greg, and Gregs friend Adam to the beach. I was looking forward to it and had never hung out with older guys. I picked out a cute little white bikini that showed off my ass. That morning I shaved my kitty bare as I always did. As all girls do, I checked out myself in the mirror to make sure I looked good. The bikini didn't hide much and was always Marks favorite. The bottom tied at the side and had just a small piece of fabric covering my slit and and a little fabric between my firm asscheeks. Ive always stayed in shape and take pride in my body. I was gifted with long legs, a flat stomach and full perky B cups. On good days, they were a small C. My fit frame made my boobs look even bigger.

They picked me up in Gregs jeep. My first impression were that the guys were hot and mature. Greg was more my type, dark haired, probably 6 feet tall, with a calm demeanor. Adam was hot. but had too much self assurance. He was funny, but over the top. I could tell he got a lot of girls - but had that fuck boy aura to him.

We went to the beach and were having a lot of fun. I ended up talking to Greg more as he asked a lot of questions about me, which any girl loves. I also caught him checking me out a lot. He has a really nice body with full chest hair. Adam was hot too. He was more of the gym body with the big arms and sculpted chest. The beach was a good vibe. Nothing overly sexual, but some splashing and light wrestling in the water. Both guys has definitely gotten cheap feels of both me and Sarah.

On the way back, I sat in the backseat with Adam. Greg suggested we go back to his house for a couple drinks. With a little convincing from Sarah, I agreed. The house was beautiful with a nice pool and a poolside bar/kitchen.

Me and Sarah went to the bathroom together. She immediately asked if i was going to hook up with Adam. i said no, because I still liked Mark. She reminded me I was on a break and now was a great opportunity to fool around with a hot, more mature guy. She joked that he probably had a big dick like Greg. She also joked that I could have Greg and she would take Adam for a test drive. She clearly wanted me to hook up so we could laugh about it later. I was reluctant since I'd never come close to a one night stand or hooked up with someone the first time I meet them. This was new territory for me. I had only been with Mark and my boyfriend before him.

When we got back, Greg had made margaritas. After 2 drinks, I was feeling relaxed and stopped worrying about Mark. I was single and hadn't had a opportunity like this in years. I had also spent the day with 2 older attractive guys, who seemed to be mature and respectful. My mind started to wonder what it would be like to kiss another guy. Even though Adam wasn't my type, he was seemed to get more attractive the more I drank. Greg was more my type, but the dynamics were that he and Sarah were hooking up. I convinced myself it would be okay to flirt a little and maybe tease Adam.

As we swam and drank, the flirting and body contact picked up. Greg flipped me off a float and I retaliated by jumping on his back. That led into a wrestling match were he had plenty of handfuls my ass and boobs. This lead to the guys demanding a chicken fights. Sarah and I switched partners, which was kind of hot. There's something sexual knowing my kitty was rubbing on the back of the guys heads through a thin fabric.

The night got more sexually charged when I tore Sarahs bikini top off. She laughed and both the guys cheered. She's always had nice, small Bs with big nipples. My are slightly bigger and probably more proportionate. She urged me to take my top off. I said no at first and then told them all to turn around. I undid my top and did the hand bra thing for a few minutes. At first I tried to stay submerged in the water. My shyness went away and I ended up just openly flaunting myself to them. Both guys and Sarah complimented my breast, which made me feel good.

Greg got out to go pee and make another round. After he gave is our drinks in the pool, he went to jump off the diving board. He dropped his shorts and did some crazy jump making sure we got a good laugh and saw his penis. Even half flaccid, it was impressive. It was thicker than any penis I had seen. He was well manscaped with a nice shape.

It didnt take long for Adam to copy Greg. He did the same thing. His cock looked big too. Not as fat, but a little longer. Adam also seemed to be more aroused. Sarah whispered in my ear: "damn, that looks nice. Have fun with that tonight.". Sarah and I were having fun and my mind was starting to race. I kept thinking: "how did I end up topless, swimming with 2 naked hot guys.". I was thinking less and less about Mark, and more about being young and having fun.

The flirting and banter continued as the guys dared us to skinny dip. I wanted to but also knew that my bikini bottom was my last layer of protection. There was a lot of physical contact with both guys in the pool where I had felt there cocks brush again my legs or butt. The guys were begging for us to go nude and said it was so relaxing. I wanted them to see me, but was also worried about where it would lead. At one point, Greg asked if I wanted to go inside with him as he poked his cock into my ass and held me by the stomach. I was debating it, but knew he was Sarahs first choice. I hesitated answering him and one hand grabbed my bare breast and the other hand rubbed my pussy through my bikini. I felt his finger in between my lips. I whispered back that "I cant, Sarah likes you too much."

I slowly swam to Adam who was talking with Sarah. Adam really started focusing his attention on me. He began isolating me in the shallow end and would wrap his arms around me and compliment me. Greg watched me intently, so for some reason, I leaned in and gave Adam a kiss. I had never acted this slutty before, but it felt empowering.

At some point Greg took notice and starting making out with Sarah. Adam and I watched and I could feel Adams cock getting aroused as it rubbed against my back. Greg led Sarah out if the pool towards the house. As he left the pool, I saw his fully erect cock and remember thinking "wow." On his way out, Greg definitely made sure to make eye contact with and make sure I got a good look at his package.

Once we were alone, Adam said lets get and grab another drink. He got out nude and handed me a towel like a gentleman. He also put a towel around himself as he mixed a drink for us. I appreciated that and naively thought maybe this wasn't heading towards a hook up.

After making a drink, we went into a cabana by the pool that had futon with nice hanging lights. We were talking, when he looked at me said I was beautiful. He asked if would be okay to kiss me again. I liked his respectful approach and said yes. We embrased in a long kiss. He was rubbing my tits through the towel so I undid it for him. He took that as invitation to pull his towel off. Thats when I first saw his erect cock, standing at least 7.5 inches with a huge mushroom tip. I hadnt seen a lot of cocks and this was the biggest. It was gorgeous standing at full mast. I was excited and kind of intimidated at the same time. I was topless with a naked older guy who I met 6 hours ago. I remember thinking how I can have fun, but not go too far. He began sucking my tits as i looked at his beautiful cock, thinking about how its at least an inch bigger than Marks.

My hand went to it and slowly starting jerking him off. He laid back and watched me. He tried untying my bikini bottom but I brought his hand back to my tit. We went back to kissing as he pulled my leg over his so that I straddled him while he was on his back. His cock was wedged under my pussy and ass. It was arousing to feel his large shaft rubbing against my bikini covered pussy. I thought that maybe I could get him off this way. I was really getting into when I noticed he had untied one side of my bikini bottoms. He was trying to move my bikini to the side, when I came to my senses and realized I was playing with fire. I had been rubbing my pussy so hard, that didnt even realize how close I had been to having unprotected sex.

I got off him and went back to my original plan of jerking him off. At this time, my bikini bottom was half and he fingers found my wet pussy. As i was jerking off, he was fingering me and caressing my ass a tits. He told me: "your so fucking hot. Your pussy is so wet." My body was reacting to him, watching my hand work his huge dick and knowing that he was exploring my whole body.

He then whispered to ride his cock. I whispered in a sexy voice that I dont do that on first dates. He told my pussy would love his cock. I told him his big cock should feel my mouth.

I kissed down his chest until I took him in my mouth. Over the years, Mark had instructed me on how to give good head. I try to make love to a cock with my mouth - make it wet and feel loved. With Adam, I had to use one hand at the base of his shaft while I worked my magic with my mouth. Meanwhile, he kept fingering me and alternated watching my mouth on his cock and my bare pussy being pentrated by his large fingers. It wasnt long before he came in my mouth without warning. I let him fill my mouth with about 5 streams, and looked at him, showed him his seed and swallowed most of it. The rest was trickling out my mouth. I wanted to put on a show. I then cleaned his cock with my mouth before running off to the bathroom.

When I returned, he said lets go skinny dipping. My modesty was gone at that point, so I ran out and jumped in with him. In the pool, I wrapped myself around him and enjoyed feeling his half hard cock against me. He told me I'm the hottest girl he has ever been with. I was feeling sexy and naughty and asked what his favorite part was. He said that was the best blowjob he's ever got. I wispered "my pussy feels even better my mouth." He immediately got hard and rubbed his cockhead agaist my lips. I swam off.

Sarah and Greg came and were suprised to us naked. I quickly got out, but not before giving Greg a good look at my naked body and making eye contact with him.

We wrapped up shortly and took a taxi back to Sarahs house. Before I left, Adam got my number.

I told Sarah everything - even part about swallowing his cum and cleaning him up. She loved it and joked "I knew you were a little slut." She asked why I didn't fuck him and I told her that I would have felt guilty. She said Greg found me very attractive and asked if I'd hook up with him. I asked how that came up and she said during sex. I don't know if she was joking.

Adam texted me the next day saying he wanted to hang out again. Three days later he texted that he had just gotten back from the gym and was cooking and watching a movie. Iagreed to watch a movie with him. I wore a cute little summer dress that was mid-thigh. One that was sexy, but didn't scream slut. I also wore matching sexy bra and panties. The thought of bringing a condom crossed my mind, but I convinced myself sex was off the table.

When I arrived, he was in gym shorts and a white tee. He greeted me and said I looked great. As soon as he shut the door, he went in for the kiss. He said he missed me had been thinking about this all week. He walked me straight to his room, passing his roommate, which was kind of embarrassing.

He shut the door and immediately took off my dress. He wasted no time getting my bra off and then laying me on my back on his bed. He then slid my panties down my legs leaving me fully naked. He said "your even hotter then I remembered." He took off his clothes and was fully erect. He asked if I missed his cock. I said yes and immediately began blowing him.

For about 5 minutes, we gave each other oral and even 69d. I couldn't believe how quickly this escalated. He obviously had me over with the only intention of getting in my pants.

Because his roommate was home, I asked him to put the TV on for noise purposes. It also gave me a few minutes to regroup. When he got back to the bed, we started kissing again. This time, I took contol and put him on his back. I got on him with his big cock nestled against my stomach and pubic muscle. It was so erotic being naked with a new guy and knowing he was just using me for my body. I repositioned myself so that my pussy lips could feel his shaft. My pussy was leaking juices all over his cock. I straightened up to the cowgirl position and increased the tempo. On one thrust, I felt his bare tip enter my tunnel. I frooze, paused and looked at him for a second. His hands were on my tits and ass. I leaned over to kiss him and tell him "I can't.". He said its okay and and slowly pushed up a little more and. watched my reaction. He then backed a lot out and put it in more. I moaned a little while enjoying probably 4 inches of his cock inside me. He did a couple slow thrusts getting another inch or two. He whispered in my ear: "your pussy is so amazing and tight." My pussy orgasmed a little and was adjusting to his size. I came to my senses and realized the unprotected large cock of a guy I met 4 days was in my wet pussy.

I disengaged and rolled over. He said he could grab a condim. I said not this time, and added that I would make it worth his while. I looked at his huge cock, half covered with my pussy juices and took him into my mouth. I fully tasted myself as I blew him furiously. I paused and told him to cum in my mouth.

After he came in my mouth, I swallowed it whole. I put on my panties and bra as I was having a little sense of guilt. I was also on cloud 9 and still wondering if I should just give myself completely to him. One side said: "you've already blew him twice, put his bare cock in you and acted like a slut, just fuck him and have fun." The other side remembered that I usually wasn't easy and its better to make guys work for it.

We watched TV for about a half hour before I could see him getting hard again. I left, but not before he begged for another round. I definitely had a walk of shame passing by his roommate.

Adam texted that night: "wanna hang tomorrow? I can't stop thinking about today."

The next day, Sarah texted: "OMG, you fucked Adam? Go girl!"

I called Sarah who knew everything that happened at Adams. According to Sarah, Adam told Greg and his buddies all the details, including how he immediately had me naked and that I swallow. They even knew the color of my panties and that my pussy was shaved. He bragged that he started raw dogging me but my pussy was too tight. He bragged I was coming over today and he was going to fuck me.

I was taken back and a little hurt, but I also knew that was a risk I took. I never wrote back to Adam and blocked him.

One day I got a text from Greg. He was kind and apologizing for Adam. Our texts stayed platonic.

Mark and I got back together a week later. I was nervous, even more so after learning he hadn't fooled around. When he asked if I hooked up with anyone, I would tell him I didn't want to talk about it. One night, we were in good spirits and fooling around and I told him the background about the beach and Adam. This got him worked up, I began riding him.

Mark: Did Adam see you naked?

Me: Yeah

Mark: Did you see his cock:

Me: Yeah

Mark: Was he big

Me: yes honey, he had a big cock

Mark: Did you fuck him

Me: Kind of, but not really

Mark: Did you blow him

Me: Yeah, twice

Mark: Did you swallow

Me: yes, both times

Mark: Did he eat your pussy

Me: Not the first time, but yes

Mark: Did he put his cock in you

Me: a little, maybe more than a little

Mark: did he wear a condom

Me: no, sorry honey, his cock just slipped in me.

Mark: did you enjoy it?

Me: yes, it was different

Mark came so hard.

After, he wanted all the details on it, which I shared with him. The idea that my juices were on Adams cock drove him nuts - good and bad. He had never been bareback in me. To ease the pain, I went on birth control and started to let Mark creampie. One night before he came in me, he asked if I wish Adam had cummed in my pussy. I whispered: "yeah, my pussy would have love having hig big cock fill me with his cum. I could hardly swallow all his cum, but my pussy would have loved it. I probably would've fucked him again and again." I don't think Mark has ever came so hard.

The idea of me and Adam both hurt and aroused Mark. Eventually he learned about Greg, which led to him to being insecure. This led to another breakup.

We will share this in part 3. Thank you readers.