Derwood_lolly

Derwood_lolly Avatar
Gender: Straight Male
Age: 40
Relationship Status : With someone
Profile Visits : 331
Number of Comments : 55
Number of Confessions : 0

Derwood_lolly's Favorite Confessions:

I Think I’m Addicted To Masturbating.

I, 20 year old female, am a virgin.. and I think I’m addicted to using a vibrator. I’m scared of penetration.. like.. so much so that I don’t even enjoy using tampons.. yet I love clit stimulation. It’s embarrassing even thinking about how much my mind truly drifts into thoughts about when I can touch myself next. I have bought multiple sex toys to please myself with and I love them. Every single day if I’m not using my toys then I’m using my fingers. Either way, I am truly content with being single and I don’t really feel like I’m missing out on anything. Though, the situation lies in the fact that there were many moments where I could’ve lost my virginity.. yet I chickened out last minute… every single time. I’m not sure if penetration truly scares me or what the situation is but I have not lost my virginity despite my relentless “sex drive”. Am I broken or is it normal to want to avoid penetration sex while absolutely loving external pleasure? And do u guys think my need to touch myself will decrease if I get the real thing?

Leaving Him Soon

Before I even confess this I know certain people will judge me, or even not believe my version of what happened. However this IS what took place.
Out with my husband he overheard a young guy stating his mate sat next to him has a ten inch cock.
I'm still not sure why my husband suggested I experience taking a huge cock, but half an hour later after sucking on the young man's enormous penis in our home, I slowly impaled myself on his huge cock.
My husband was drunk and Id had quite a few myself.
Even so I went on to have some of the best sex and the most powerful orgasms I've ever experienced.
Throughout my husband until he fell asleep, was encouraging me to take his cock this way, then a different position and so on.
When he did fall asleep on the couch, I covered him up and took my young lover to bed.
He stayed the night and we had sex over and over again.
Luckily my husband was still fast asleep when the young man left, but not before I gave him a blow job on the bottom of our stairs.
It's been nearly five months since that night and my husband doesn't really have that much of a recollection of it, apart from the pub part.
I've told him HE invited the young man back, which he did, but I lied and said I only briefly sucked on his cock.
In fact since then I've had sex with M who's twenty four, as many times as we can find time and the opportunity to.
M has recently told me he loves me and I know for sure he's utterly infatuated with me. So much so he wants us to live together.
I'm seriously considering leaving my husband and starting a new life with my younger lover, and it's down to my husbands decision that night.

Unwilling Wife

I am a wife who did not want to be shared. I grew up in a very traditional environment. A wife slept only with her husband. I also admit to a submissive side. My husband and I married while we were still in college. To save money, we rented a three bedroom house with another guy and a woman and we all shared the bills.

My husband began talking to me about being shared when we were making love. I said I wasn't interested. But, he kept on and on. One night he told me our housemate was going to fuck me and I would let him. I didn't say anything. The next morning I was alone in the house with our housemate. He came up to me and took me by the hand to his bedroom. He undressed me, kissed me, and had his fingers in me, but I really did not feel responsive. Regardless, he fucked me twice. My husband asked that evening if I had done it. I nodded, but didn't say much which I could tell disappointed him.

My husband was always in morning classes during the week. The next morning the housemate had me again. It was the same for two weeks. But, I noticed a change. I was starting to get off when he fucked me and enjoyed it. Finally, after a couple of more weeks, I went to our housemate's bed as soon as my husband left. I wanted the housemate to fuck me.

My husband eventually discovered I was fucking our housemate every day and that I wanted him. It was hard for my husband to handle, but he was the one that started it. To partially mollify him, I asked my husband to do a threesome and take turns with me. He's done that a few times and things are better. He knows I wanted he and our housemate to fuck me a lot.

Away From Home For The First Time

I grew up in a pretty straight family and while I had a boyfriend, we did not have sex in high school. When I went off to college, things changed. Being away from home was freedom in many ways. My first college boyfriend taught me about sex and he fucked me hundreds of times over a couple of years. I learned how to give blow jobs and I liked swallowing his cum. My second boyfriend took it further.

He was a bit older than me and more experienced. After several months together, he arranged my first threesome with a friend of his and both guys took turns. with me. It was very erotic and my boyfriend loved watching me being fucked. I enjoyed being fucked by my boyfriend's friend. The next surprise was when my boyfriend told me he wanted me to spend the weekend with his friend. He told me to be a slut for his friend. By the time I returned to our apartment on Sunday, I had done whatever the friend had wanted. I told my boyfriend all about my slutty weekend. He took me to bed.

It was now clear that my boyfriend was really turned on by sharing me. And, I was enjoying being shared with his permission because it carried no guilty feelings for me. By the time I graduated, his friend had cum in me for a year and a half. Usually, he would just come over to fuck me. Sometimes we would have a threesome, sometimes my boyfriend would watch, and often we would fuck in private.

We all drifted apart after graduation when we found jobs in different cities. Sometimes the guys will visit me and we carry on as we always had. What I have learned about myself is, I will not have a boyfriend or husband in the future who will not share me.

At A Conference For Work This Week

You can likely guess where this confession is going. It was the third evening of the conference. My company, but not my direct org is well represented here along with our vendors. I am in the minority as a woman in an engineering field, add to that I am a director of operations. I say that because a lot of people know me or of me in and around my industry, but I may not know them.
After dinner I Ubered back to the hotel earlier than most. I went to my room and got comfortable which meant completely naked. I had some real work to knock out that this conference is getting me behind on. Shit, I meant to grab some wine from the bar, but I remembered the store in the lobby had some small bottles. I have a robe I travel with that can pass as a dress, I’ve actually worn it to a few hotel bars when I’m on the prowl, yep, I fuck around on my hubby. but I still wear a bra under it. Not that my fake tits need the support, it’s just that thin.
I said fuck it, threw it on with the heels I wore to dinner and went into public. I reconsidered in the hall, as I turned to go back to my room, the elevator door opened. I took it as a sign. I go down to the lobby, no one in line at the front desk, I don’t see anyone I know. I hurry to the store and get two mini bottles of wine, paused after a couple steps, thought to myself, fuck it. Turned and picked up three more. Damn, people at the desk checking in. I get in line I’m holding the bottles close to my body, trying not to fall out of my robe. It only ties in the middle, it’s small, kinda tight. My big ass fills the back out and my big boobs do the same for the front. Come on holy fuck, why do you need two fucking keys I think to myself, watching the slowest old man in the world checking in and holding me up.
Then it happened. Tami? I hear a man’s voice behind me. I didn’t move. Please no, please no. Might be a different Tami. Nope, it was a guy from the conference, but not my company. Oh, hey, hi…. I paused because I didn’t remember his name. Eric he reminded me and stuck out his hand for a handshake. I held the bottles of wine close to my chest and used hand motions like “ got my hands full here” he laughed a little but then I saw his eyes lock onto my tits, so I thought. He said, oh dang her let me help you and while grabbing two of the wine bottles he felt up my left tit. So much that he pinched my nipple, which I could feel getting hard as we both went into some sort of a dance and I’m sorry back and forth thing. I basically just went… yep, not much material on the thing I’m wearing. Honestly I was looking down, because I could not imagine what eye contact would do to me at this point, my face was red from blushing and then I saw it. His cock was hard in his dress slacks. I don’t know all the reasons but I pointed and went, “and there’s that” my smile went into a laugh. Now we are looking at each others eyes. My turn to pay, the front desk guy said “can I help you” and as help you came out he saw my tits, nipples poking out to the world. He did recover quickly and I said , yep, these, holding up my three bottles and what every Eric is packing there behind me.
The guy said, hi Eric, can you show me what you have there. I said, yeah Eric, can you show us what you’re packing there. Put it on my room he said, all of it. I said thanks, but it didn’t really matter, my cost center was picking it up, so still free to me. We laughed as we got in the elevator. Eric said how sorry he was for that. Damn, Eric, you just said you are sorry for touching my tits? Uh, no, I’m not, oh I cut him off, you meant to touch my tits? Before I made him suffer much longer I said, do you want to touch them some more? “ yes” that’s all he said. I touched the key card to the door and we went in, I hadn’t thought it through but it just hit me, guess I’m going to have sex with this guy…. Eric.
We put the wine down and I let my robe open, it was like he couldn’t believe I wasn’t wearing anything under it. I didn’t expect to see anyone on my super quick trip to get some wine, it felt like I was apologizing for being naked. I took his hand and placed it on my chest, he squeezed me and I leaned in and he kissed me. I’m 5’10” so over 6 with the heels. I kicked my shoes off so we matched up better. I rubbed his cock over his pants. I’m good with having fun tonight if you are but be discreet and this isn’t a sleepover, I’m married so if he calls, I’m going to need to answer, unless we are in the middle of something. He repeats “middle of something “ yes, you know I said, if I’m sucking your cock. I’m going to answer, you be quiet and I’ll stroke you until we finish talking. If you are making me cum, bent over, I paused, then pointed to the chair, fucking me bent over that., I just have to call him back….

Honeymoon Surprise

My new wife, Beth, and I were married at Beth's home in Houston. It was a small wedding with some family and 20 or so of our good friends. My best man, Greg, flew in from Colorado which was also where Beth and I lived. We all had a great party after the wedding ceremony. It was a wonderful day. A couple of days later we loaded up the car. To save airfare for him, we told Greg he could ride with us back to Colorado. It was our honeymoon road trip home.

We decided to camp up in the Pecos Wilderness on the way to Boulder. Beth and I set up our tent. Greg decided to sleep under the stars. It was a beautiful night and we enjoyed a campfire before going to sleep. Several hours later, a thunderstorm hit and the rain came down hard. We got Greg in the tent with us out of the rain. Beth and I were in two sleeping bags that had been zipped together. Greg was sleeping under his blankets. I began quietly playing with Beth until she was wet and pushed into her and fucked her slowly from behind. I came in her before she was able to get off. I still don't know why I suggested it, but I told Beth to climb over and get under the covers with Greg and let him finish her. Beth had never shared herself before.

She moved next to Greg surprising him by stroking his dick. I watched as she took Greg in her mouth. In the dark I whispered to Greg that it was okay and he should enjoy Beth. Beth got on top of Greg and guided him into her. It did not take long for Beth to have an orgasm with him. She asked Greg to cum in her and he unloaded. When Beth came back to me, we fucked while Greg watched. We then all went to sleep.

The next morning Greg told Beth how good it had been to make love to her. Beth looked at me and I nodded yes. She took Greg in her mouth again and sucked him until he came. She swallowed his cum and told him she had liked him making love to her as well. We made breakfast, packed up and drove to Boulder.

When we have friends over, it is clear to all that Beth and Greg share a special secret. Beth is not prudish and she had fucked five guys before we got together, but until Greg she had been monogamous with me. When Beth and I got back to the house we rented, we talked about our night in New Mexico. She told me it was only because I asked her to go to Greg that she fucked him, but quickly added that she was also pretty horny. She said he was sweet with her and she enjoyed having him give her an orgasm and cum in her.

Of course, there is the obvious question. I asked Beth if she would like to have Greg again. She said it would depend completely on how I felt. I took that as a yes. So, we set up an agreement that she would ask me when she wanted Greg, or she would wait for me to tell her to sleep with Greg. She would keep it as casual sex. Afterward, she would give me the details. And, she agreed to stop completely if I asked her. Yesterday, I told Beth to ask Greg over to sleep with her and that I would stay away for a few hours so they could have some privacy. I told her to be direct with Greg that she would be fucking him. I discovered I am aroused when I think of Greg fucking Beth and Beth moaning as she comes. So, Greg will be over this evening. This is sort of a test run. I may feel differently knowing my friend is fucking my wife in what may be an ongoing thing. But, I do trust Beth to just be a friend with benefits for Greg.

I Feel Like I Took Our Kink Too Far

My wife has on occasion, mainly a vacation thing, picked up other men when we go out. It’s usually a bar, hotel area or concert and dancing type of place.
We had friends over for a pool and cookout, most of our friends left before the sun went down, two other couples that live within walking distance. We know them because they’re our neighbors, stayed late. I had been drinking to, but when both wives were ready to go but the husbands were not, I walked them both home.

When I returned home, guess what I found. They were all naked, my wife was riding one of the guys. When she saw me, she looked at me then back at him. “Fill me up, fill me up”. She thrust her hips faster and then she played the “cum in my married pussy” card. He grunted and filled her up. When she threw her leg over to climb off, her pussy let go of his cum. Both the guys said multiple times, “she said you were okay with this”. I really didn’t know what to say.The other guy looked at the cum hanging around on my wife’s pussy and legs and was like “that’s it for me,” “oh, come on, fuck me some more” fuck, some more I thought. He went on something about sloppy seconds and my drunk wife said it was sloppy sends before you guys started. She took his cock in her mouth and that got him going again and he didn’t seem to mind when she sat down on his cock. “Am I sloppy or what?” He filled her up and they left.

My wife had no reason to be mad at me, but she was so drunk she was mad and didn’t even know why. The guys were kinda hanging around until her crazy came out. I hadn’t said a thing and she looked at me and said “ don’t be fucking mad at me you let other men fuck me all the time”. I said her name and followed it up with you’re drunk. So the other guys could hear, as they were gathering their shit up to leave. “You have fucked 3 other men, that we didn’t fucking know”. Also, you bitch, they all wore condoms. And then to top it off she said “ all the guys that fucked her today wore condoms. And she called out 4 names, and one of the guys I watched her fuck wasn’t on the list. trying to remain calm, I said, “ I just watch these two guys fuck you and cum in you. She felt her pussy, seemly surprised she was even naked and stared at the cum on her hand trying to focus. “This is my cum” then she said “it’s your cum, don’t fucking cum in me”.

As the guys were leaving, we all seemed to sober up, except my wife who I just told to go to bed. I told the guys it’s alright, the one guy said his wife would probably fuck me if we wanted to hang out and the other guys said, my wife can’t know. It’s all good I repeated and said something like this is probably a one and done kinda thing.

My wife was passed out on our bed. I fingered her for some reason. Maybe curiosity, I washed my hands and went to sleep in the guest room. Sunday mid morning, she came onto the porch in a tshirt. Asking me what happened after she went to bed. I didn’t even tell her, as she woke up, she started remembering more and I filled in the gaps.

What Is Dogging

Bob and I were watching a documentary about dogging, I wanted to know where I could watch it. my husband was always open to any requests, he found a place 15 miles away, don't want to bump into suprises he said, he filled me in on the rules, no touching unless invited, open window to invite request. We parked up and watched, a woman walked to the center near a tree trunk a man approached, showed her his cock, she bent over, lifted her skirt allowing him entry, another man showed her his hard cock, she started to suck him, I was stroking my pussy, the first one dumped in her, walked away and another cock replaced it. An older man came close by around 55 or 60 his cock was rigid about 6 inches but very thick, I was wet, I told Bob to lower the window, I asked to feel his cock, it was really thick, I stroked him, it was difficult out of the window, I opened the door Bob could see his cock, I went lower in the seat and offered my mouth, It was a job taking his cock but I managed to fit two third into my mouth and throat, minutes later he said he was cumming he filled me with his cum, lots and lots. He stepped away, I closed the door, Told Bob to shut the window. His cock was so hard, I told him, do not cum I want you to fuck me, when we got home. He drove off, I was still licking cum from the corner of my mouth.
I knew if I stayed there, I would be in the middle taking cum after cum in my mouth and my c**t.
When I was 16 at school I became the school slut, fucking any cock and swallowing everything.
Until at 17 I got pregnant, an ectopic pregnancy, got surgery it was bad, no you know what.
any male was a no no, after 6 months I met Julie, she was a lesbian, we loved and made love for over 4 years before I lost her to an accident. I never told Bob any of this.
Some 12 months later I met Bob, he never asked me anything about myself, he was a friend never tried to kiss me, did everything for me however menial, I fell in love with him, but was scared to frighten him off. Then he took me to a fancy place saying we had been together five years. after dinner, I went for a pee and coming back saw a small box on the table. He told me he fell in love with me the first week we met, how he knew I was broken and was waiting for me to be fixed, he showed me the ring and was going to ask me, I said yes, yes, yes I will marry you. Please carry me home and fuck me, PLEASE. We have been together ever since.
He never asked what broke me. After we got home from dogging he licked me then fucked me really good. He said nothing else you need as a question. I told him how about a foursome with Jack and Steph our long time neighbors. around the same age.
Bob did ask Jack who said he was willing but had to convince Steph, we were there at the weekend, the dogging program came up, Steph said she would worry about deceases, I told her, we went to watch, described everything, missed out me giving a blow.
I was sat next to Steph and we played truth or dare for fun first time ever we had had a few drinks both Steph and me were down to our bra and panties, My question to Steph, had she ever kissed a girl, yes, details and who, sharing at college dorm, did you play with tittie's Yes sucking Yes no more Steph said I said one more or the panties come off, did you play with pussy's after a long pause YES.
I knew this was the time on bent knees I pulled off her panties opened her and sunk my mouth onto her pussy, she went to move but stopped when I sucked on her clit. I made her cum, in less than a minute, then told her Bob will fill your pussy while I suck Jack's cock then tell him to fuck me really hard.
We have another session next week. I told my husband he is mine and I am his FOREVER.
Nobody knows I post this, I get turned on knowing someone is wanking or playing with their pussy when reading.

Open Marriage

Married my husband when I was 22, he was 28. Had one son when I was 24, one daughter when I was 28. After my daughter was born, I was staying at home. A few months later a neighbour's wife passed away. They were married over 35 years but were childless. He was retired, well established, around 64 years of age at that time. He became lonely after his wife died.

He was very intelligent, had various hobbies like gardening, pottery, wood carving, painting, cooking etc. to name a few. As I was staying home, I would often check up on him. Brought him some dishes I prepared. Cleaned his house and did his laundry. Loved listening to his life experiences, watching him indulge in his hobbies. He encouraged me to try some of them. I really got into painting and gardening. Gifted me some pots, vases, some paintings he made. We started getting closer. It was a loving companionship.

He asked my husband to lend me to him from time to time. My husband and I reached to an agreement. I started spending time with my companion more often with my husband's permission when my husband went out of town. Even staying overnight at his house when husband at home and can take care of our kids. But eventually some other neighbours found out and they portrayed it scandalously and started behaving viciously towards us. Even most of our friends and family who came to know were against it.

To keep ourselves safe and away from being constantly judged, my companion sold his house and went to a small hill town and took me with him with my husband's permission. Our kids spend time with me and their dad equally. My companion was very loving and fond of them since he did not have kids of his own. He became a second father to them and taught them many life skills when they stayed with us. My husband would also visit us when he had free time. I really loved his company. After two years he asked me if I could carry his offspring and let him has his blood to leave behind before time catches up to him. I obliged and I gave birth to two sons from him. I stayed with him for 9 years before he passed away. After that I moved back with my husband and he adopted my companion's kids as well and remained being a good father figure to them as my companion was for my husbands kids.

I did not get into any other relationships outside my marriage after that for many years. But last 2 years I have been seeing a younger man from my work who gives off the similar vibe as my companion did. I guess that's why I became close to him and felt an immediate connection. My husband has been very considerate about my new relationship as before.

Hoping It's Not The Last Time.

We talked about it many times. For Roberts birthday we would bring in a second guy. So we talked about. We have this friend John 25 his nickname is Jr. and he loves checking me out when we're out. Lets ask him. He replied with god yes. The night came. We went to a local motel. In the room the room we watched each other get undressed. Then they laid me down and started their fourplay. Finally I said stop teasing me and someone fuck me. The embarrassing moment came when Robert viewed Johns stiff cock. Oh my god I'm guessing 9 incher to Roberts 5 incher. I just smiled. My first time having a guy bottoming out in me and feeling like it was my first time again . Robert told me I squirmed around like I newer been fucked before. Question was Robert ok with it